SHOJIRO MAKI
Department of Engineering Science | Professor |
Cluster III (Fundamental Science and Engineering) | Professor |
Center for Neuroscience and Biomedical Engineering | Professor |
Researcher Information
Field Of Study
Career
- Apr. 2024 - Present
学生支援センター 副センター長 - Apr. 2024 - Present
The University of Electro-Communications, Student First Promotion, Vice President, Japan - Oct. 2023 - Present
環境安全衛生管理センター 副センター長 - Apr. 2023 - Present
The University of Electro-Communications, Center For Neuroscience And Biomedical Engineering, professor - Apr. 2023 - Present
The University of Electro-Communications, Graduate School of Informatics and Engineering, 教授 - Apr. 2018 - Mar. 2023
The University of Electro-Communications, Graduate School of Informatics and Engineering, 准教授 - 21 Apr. 2020 - 31 Mar. 2022
産業技術総合研究所, 客員研究員 - Apr. 2010 - Mar. 2018
The University of Electro-Communications, Graduate School of Informatics and Engineering, 助教, Japan - Oct. 1996 - Mar. 2010
電気通信大学電気通信学部, 助手, Japan - May 1999 - Jan. 2000
Columbia大学化学科, 博士研究員 - Apr. 1994 - Sep. 1996
帝京大学薬学部, 助手 - Jul. 1996 - Aug. 1996
Max Planck生物化学研究所, 客員研究員 - Apr. 1993 - Mar. 1994
日本学術振興会, 特別研究員 - Nov. 1992 - Jan. 1993
Max Planck生物化学研究所, 研究員
Educational Background
- Mar. 1994
Keio University, Graduate School, Dept. of Science and technology, chemistry - Mar. 1991
Keio University, Graduate School, Dept. of Science and technology, 化学専攻 - Apr. 1985 - Mar. 1989
Keio University, Faculty of Science and technology, Dept. of Chemistry, Japan - 01 Apr. 1982 - 31 Mar. 1985
Tama prefectural high school, Japan
Member History
- Oct. 2023 - Present
環境安全衛生管理センター 副センター長 - Mar. 2023 - Present
スーパー連携大学事業改革検討WG委員会PBL授業実施運営委員長, Government - Jul. 2022 - Present
スーパー連携大学事業改革検討WG委員, Government - Jun. 2022 - Present
スーパー連携大学 イノベーション人材育成プログラム運営委員会・運営幹事会委員, Others - 2022 - Present
生物発光化学発光研究会世話人, 生物発光化学発光研究会, Society - Apr. 2021 - Present
専修大学育友会副会長, Others - Apr. 2007 - Present
科学技術専門調査員, 文部科学省科学技術政策研究所科学技術動向研究センター, Government - 01 Apr. 2020 - 31 Mar. 2022
幹事, 日本化学会関東支部, Society - Apr. 2020 - Mar. 2022
産業技術総合研究所 客員研究員, Government - 2021
専修大学育友会幹事 - 2019
外部委員, 東京農工大学 研究倫理調査委員会 - 2012 - 2016
がん支援活動の支援対象研究者(文部科学省), 文部科学省 がん支援活動 - 2010 - 2012
関東支部幹事(電気化学会役員), 電気化学会, 電気化学会関東支部幹事として、関東支部会の活動方針等の会議や運営ならびにこれに関わる学術研究活動を行っている。 - Jan. 2010
電気化学会関東支部幹事, 電気化学会, Society, 電気化学会役員 - Dec. 2008 - Mar. 2009
プログラム編成委員, 日本化学会, Society - Jun. 2008
有機電気化学研究会常任幹事, 電気化学会, Society - Jan. 2003 - May 2008
有機電気化学研究会幹事, 電気化学会, Society - 2007 - 2008
プログラム編成委員, 日本化学会, Society - May 2007 - Dec. 2007
委員(委嘱と招聘), APEC産業科学技術部会プロジェクト委員(第二回以降は招聘委員), Others, 第一回日本会議、第二回台湾会議、最終回タイ会議(第二回以降は主催者の招聘による参加)
APEC地域における感染症対策に資する、APEC地域諸国等の科学政策指針とロードマップの作成・検討 - 2004 - 2005
プログラム編成委員, 日本化学会, Society - 2001 - 2002
プログラム編成委員, 日本化学会, Society
Research Activity Information
Award
- Mar. 2024
電気通信大学
修士論文優秀発表賞, 細谷朋輝 - Mar. 2024
電気通信大学
修士論文優秀発表賞, 畠山純平 - Mar. 2024
電気通信大学
電気通信大学学生表彰(博士後期課程3年), 東 智也 - Dec. 2022
「近赤外発光を有する新規ルシフェリンアナログの開発」
In vivoイメージングフォーラム2022 優秀賞(ポスター), 畠山純平 - Dec. 2022
In vivoイメージングフォーラム2022優秀賞(ポスター), 神谷弦汰 - Nov. 2022
「近赤外発光を有する新規ルシフェリンアナログの開発」
第37回生物発光化学発光研究会学術講演会2022 ルミカ賞(口頭発表), 畠山純平 - Aug. 2022
「世界最長波長ルシフェリンアナログの開発」
第一回ホタル研究会2022 ポスター賞, 畠山純平 - Mar. 2022
電気通信大学
卒業論文優秀発表賞
卒業論文優秀発表賞, 細谷朋輝 - Mar. 2022
電気通信大学
卒業論文優秀発表賞, 畠山 純平 - Mar. 2022
電気通信大学
修士論文優秀発表賞, 藤田優希 - Mar. 2022
電気通信大学
修士論文優秀発表賞, 神谷弦汰 - Apr. 2021
JST
UEC次世代研究者挑戦的研究プログラム支援学生に採択, 東智也 - Jan. 2012
電気通信大学, ホタル生物発光のシステムを人工材料化して、世界最先端となる長波長発光材料の創製と本学化学系で初の事業化を行うことにより技術の社会還元を図り、社会貢献に尽力している。また、子供実験科学講座を開催し、子供への最先端科学技術の教育・啓発活動を行うとともに、活動を支える科学コーディネータの育成活動に尽力している。さらに、博士課程の学生を米国へ留学 させ、最先端研究を体験させるなどの学生の国際化教育に尽力している。
平成23年度優秀教員賞(電気通信大学), 牧 昌次郎 - Jan. 2012
電気通信大学
優秀教員賞(牧 昌次郎), 牧 昌次郎 - Jun. 2005
有機電子移動化学研究会
Incentive Award for Organic Electron Transfer Chemistry, 牧 昌次郎 - 1990
慶應義塾大学
小泉信三記念賞, 牧 昌次郎
Others - 電気通信大学
” The International Chemical Congress of Pacific Basin Societies 2021”
UEC基金:学生英語発表にかかる学会参加費助成 採択, 藤田優希
Paper
- “A bright synthetic near-infrared luciferin enhances capabilities of deep-tissue bioluminescence imaging using firefly luciferases”
Ryohei Saito-Moriya; Satoshi Iwano; Takahiro Kuchimaru; Nobuo Kitada; Norihisa Yamasaki; Genta Kamiya; Katsunori Ogo; Takashi Sugiyama; Ariunbold Chuluun-Erdene; Takayuki Isagawa; Rika Obata; Ryosuke Ijuin; Hideki Abe; Yuji Kashiwakura; Yo Mabuchi; Yoshihiro Yamamoto; Daigo Sawaki; Tatsuyuki Sato; Shigeru Sato; Hidekazu Nishikii; Kotaro Yoshimura; Tsukasa Ohmori; Toshiaki Nakashiba; Takashi Hirano; Hiroshi Aoyama; Norihiko Takeda; Atsushi Miyawaki; Shojiro A. Maki
Nature Methods (2024), Nov. 2024 - “Highly sensitive in vivo near-infrared luminescence imaging method for bacterial pneumonia and utilizing evaluation of antibacterial therapy”
Daiki Yamaguchi; Go Kamoshida; Syun Kawakubo; Saki Azuma; Takamitsu Tsuji; Nobuo Kitada; Ryohei Saito-Moriya; Noriteru Yamada; Rentaro Tanaka; Ayane Okuda; Keisuke Ueyama; Shingo Isaka; Manaha Tomita; Ryuichi Nakano; Yuji Morita; Hisakazu Yano; Shojiro A. Maki; Kinnosuke Yahiro; Shinichi Kato
Microbiology Spectrum (2024), Nov. 2024 - Regiospecific Coelenterazine Analogs for Bioassays and Molecular Imaging
Genta Kamiya; Nobuo Kitada; Tadaomi Furuta; Suresh Thangudu; Arutselvan Natarajan; Ramasamy Paulmurugan; Sung-Bae Kim; Shojiro A. Maki
Bioconjugate Chemistry, American Chemical Society (ACS), 35, 9, 1391-1401, 15 Aug. 2024
Scientific journal - Unimolecular Chemiexcited Oxygenation of Pathogenic Amyloids
Hiroki Umeda; Kayo Suda; Daisuke Yokogawa; Yuto Azumaya; Nobuo Kitada; Shojiro A. Maki; Shigehiro A. Kawashima; Harunobu Mitsunuma; Yuki Yamanashi; Motomu Kanai
Angewandte Chemie International Edition, Wiley, 63, 31, 26 Jun. 2024, Abstract
Pathogenic protein aggregates, called amyloids, are etiologically relevant to various diseases, including neurodegenerative Alzheimer disease. Catalytic photooxygenation of amyloids, such as amyloid‐β (Aβ), reduces their toxicity; however, the requirement for light irradiation may limit its utility in large animals, including humans, due to the low tissue permeability of light. Here, we report that Cypridina luciferin analogs, dmCLA‐Cl and dmCLA‐Br, promoted selective oxygenation of amyloids through chemiexcitation without external light irradiation. Further structural optimization of dmCLA‐Cl led to the identification of a derivative with a polar carboxylate functional group and low cellular toxicity: dmCLA‐Cl‐acid. dmCLA‐Cl‐acid promoted oxygenation of Aβ amyloid and reduced its cellular toxicity without photoirradiation. The chemiexcited oxygenation developed in this study may be an effective approach to neutralizing the toxicity of amyloids, which can accumulate deep inside the body, and treating amyloidosis.
Scientific journal - Synthesis and anti-tumor activities in human leukemia-derived cells of polyenylpyrroles with a methyl group at the conjugated polyene terminus
Tomoya Higashi; Chihiro Yoshida; Yoshifumi Hachiro; Chihiro Nakata; Azusa Takechi; Takuya Yagi; Kazuya Miyashita; Nobuo Kitada; Rika Obata; Takashi Hirano; Takahiko Hara; Shojiro A. Maki
Bioorganic & Medicinal Chemistry Letters, Elsevier BV, 95, 129471-129471, Oct. 2023
Scientific journal - Identification of compounds that preferentially suppress the growth of T‐cell acute lymphoblastic leukemia‐derived cells
Kazuya Miyashita; Takuya Yagi; Noritaka Kagaya; Azusa Takechi; Chihiro Nakata; Risa Kanda; Hideko Nuriya; Kosuke Tanegashima; Shota Hoyano; Fumiya Seki; Chihiro Yoshida; Yoshifumi Hachiro; Tomoya Higashi; Nobuo Kitada; Takashi Toya; Takeshi Kobayashi; Yuho Najima; Susumu Goyama; Shojiro A. Maki; Toshio Kitamura; Noriko Doki; Kazuo Shin‐ya; Takahiko Hara
Cancer Science, Wiley, 114, 10, 4032-4040, 31 Jul. 2023, Abstract
T‐cell acute lymphoblastic leukemia (T‐ALL) is one of the most frequently occurring cancers in children and is associated with a poor prognosis. Here, we performed large‐scale screening of natural compound libraries to identify potential drugs against T‐ALL. We identified three low‐molecular‐weight compounds (auxarconjugatin‐B, rumbrin, and lavendamycin) that inhibited the proliferation of the T‐ALL cell line CCRF‐CEM, but not that of the B lymphoma cell line Raji in a low concentration range. Among them, auxarconjugatin‐B and rumbrin commonly contained a polyenyl 3‐chloropyrrol in their chemical structure, therefore we chose auxarconjugatin‐B for further analyses. Auxarconjugatin‐B suppressed the in vitro growth of five human T‐ALL cell lines and two T‐ALL patient‐derived cells, but not that of adult T‐cell leukemia patient‐derived cells. Cultured normal T cells were several‐fold resistant to auxarconjugatin‐B. Auxarconjugatin‐B and its synthetic analogue Ra#37 depolarized the mitochondrial membrane potential of CCRF‐CEM cells within 3 h of treatment. These compounds are promising seeds for developing novel anti‐T‐ALL drugs.
Scientific journal - In vivo optical imaging of tumor stromal cells with hypoxia‐inducible factor activity
Hitomi Miyabara; Ryuichiro Hirano; Shigeaki Watanabe; John Clyde Co Soriano; Hitomi Watanabe; Takahiro Kuchimaru; Nobuo Kitada; Tetsuya Kadonosono; Shojiro A. Maki; Gen Kondoh; Shinae Kizaka‐Kondoh
Cancer Science, Wiley, 114, 10, 3935-3945, 22 Jul. 2023, Abstract
Tumors contain various stromal cells, such as immune cells, endothelial cells, and fibroblasts, which contribute to the development of a tumor‐specific microenvironment characterized by hypoxia and inflammation, and are associated with malignant progression. In this study, we investigated the activity of intratumoral hypoxia‐inducible factor (HIF), which functions as a master regulator of the cellular response to hypoxia and inflammation. We constructed the HIF activity‐monitoring reporter gene hypoxia‐response element‐Venus‐Akaluc (HVA) that expresses the green fluorescent protein Venus and modified firefly luciferase Akaluc in a HIF activity‐dependent manner, and created transgenic mice harboring HVA transgene (HVA‐Tg). In HVA‐Tg, HIF‐active cells can be visualized using AkaBLI, an ultra‐sensitive in vivo bioluminescence imaging technology that produces an intense near‐infrared light upon reaction of Akaluc with the D‐luciferin analog AkaLumine‐HCl. By orthotopic transplantation of E0771, a mouse triple negative breast cancer cell line without a reporter gene, into HVA‐Tg, we succeeded in noninvasively monitoring bioluminescence signals from HIF‐active stromal cells as early as 8 days after transplantation. The HIF‐active stromal cells initially clustered locally and then spread throughout the tumors with growth. Immunohistochemistry and flow cytometry analyses revealed that CD11b+F4/80+ macrophages were the predominant HIF‐active stromal cells in E0771 tumors. These results indicate that HVA‐Tg is a useful tool for spatiotemporal analysis of HIF‐active tumor stromal cells, facilitating investigation of the roles of HIF‐active tumor stromal cells in tumor growth and malignant progression.
Scientific journal - An Inhibition Effect on an Intracrystalline Reaction by a Crystal Lattice: Analyses of the Chemiluminescence Reaction of 9,10-Diphenylanthracene Endoperoxide Initiated by Heating a Crystal Sample
Norihisa Yamasaki; Chihiro Matsuhashi; Hironaga Oyama; Hidehiro Uekusa; Junko Morikawa; Meguya Ryu; Tetsuya Tsujii; Naofumi Nakayama; Shigeaki Obata; Hitoshi Goto; Shojiro Maki; Takashi Hirano
Bulletin of the Chemical Society of Japan, Oxford University Press (OUP), 96, 8, 793-801, 19 Jul. 2023, Abstract
Heating crystal samples of 9,10-diphenylanthracene endoperoxide (1) and its deuterated derivative (1-d10) to 200 °C led to singlet-oxygen chemiluminescence (CL) from the mixtures of the crystalline and molten states. To understand the events in the heated samples, the reactions of 1 and 1-d10 in crystals were investigated by powder X-ray diffraction measurements and thermal analyses. The used crystals of 1 and 1-d10 obtained from a mixture of ethyl acetate (EA) and n-hexane contained EA. Other crystals of 1 obtained by slow recrystallization with the same solvents had a solvent-free structure (form II) different from the reported one (form I). The results confirmed that the EA-containing crystals of 1 and 1-d10 were transformed to form II in two steps at 40–50 and 60–75 °C under heating at elevated temperature. Thus, the crystal samples had the form-II structure soon after heating to 200 °C. The behavior of the heated samples indicates that the crystal lattice inhibits the thermal reactivity of 1. Thus, the temperature for initiating the thermolytic reaction of 1 becomes higher than the melting point. An exploration of the potential energy surface (PES) obtained by density functional theory (DFT) calculations also supports that the deoxygenation of 1 is prevented by retaining the anthracene framework in the crystalline state. This study indicates that the method to use a CL-active compound is a powerful tool to analyze the reaction behavior in the crystalline state.
Scientific journal - Creation of Artificial Luciferase 60s from Sequential Insights and Their Applications to Bioassays
Sung-Bae Kim; Tadaomi Furuta; Nobuo Kitada; Shojiro A. Maki
Sensors, MDPI AG, 23, 14, 6376-6376, 13 Jul. 2023, Peer-reviwed, In this study, a series of new artificial luciferases (ALucs) was created using sequential insights on missing peptide blocks, which were revealed using the alignment of existing ALuc sequences. Through compensating for the missing peptide blocks in the alignment, 10 sibling sequences were artificially fabricated and named from ALuc55 to ALuc68. The phylogenetic analysis showed that the new ALucs formed an independent branch that was genetically isolated from other natural marine luciferases. The new ALucs successfully survived and luminesced with native coelenterazine (nCTZ) and its analogs in living mammalian cells. The results showed that the bioluminescence (BL) intensities of the ALucs were interestingly proportional to the length of the appended peptide blocks. The computational modeling revealed that the appended peptide blocks created a flexible region near the active site, potentially modulating the enzymatic activities. The new ALucs generated various colors with maximally approximately 90 nm redshifted BL spectra in orange upon reaction with the authors’ previously reported 1- and 2-series coelenterazine analogs. The utilities of the new ALucs in bioassays were demonstrated through the construction of single-chain molecular strain probes and protein fragment complementation assay (PCA) probes. The success of this study can guide new insights into how we can engineer and functionalize marine luciferases to expand the toolbox of optical readouts for bioassays and molecular imaging.
Scientific journal, English - Coelenterazine indicators for the specific imaging of human and bovine serum albumins
Sung-Bae Kim; Genta Kamiya; Tadaomi Furuta; Nobuo Kitada; Shojiro A. Maki
Sensors, MDPI AG, 23, 13, 6020, Jun. 2023, Peer-reviwed, Albumin assays in serum are important for the prognostic assessment of many life-threatening diseases, such as heart failure, liver disease, malnutrition, inflammatory bowel disease, infections, and kidney disease. In this study, synthetic coelenterazine (CTZ) indicators are developed to quantitatively illuminate human and bovine serum albumins (HSA and BSA) with high specificity. Their functional groups were chemically modified to specifically emit luminescence with HSA and BSA. The CTZ indicators were characterized by assaying the most abundant serum proteins and found that the CTZ indicators S6 and S6h were highly specific to HSA and BSA, respectively. Their colors were dramatically converted from blue, peaked at 480 nm, to yellowish green, peaked at 535 nm, according to the HSA–BSA mixing ratios, wherein the origins and mixing levels of the albumins can be easily determined by their colors and peak positions. The kinetic properties of HSA and BSA were investigated in detail, confirming that the serum albumins catalyze the CTZ indicators, which act as pseudo-luciferases. The catalytic reactions were efficiently inhibited by specific inhibitors, blocking the drug-binding sites I and II of HSA and BSA. Finally, the utility of the CTZ indicators was demonstrated through a quantitative imaging of the real fetal bovine serum (FBS). This study is the first example to show that the CTZ indicators specify HSA and BSA with different colors. This study contributes to the expansion of the toolbox of optical indicators, which efficiently assays serum proteins in physiological samples. Considering that these CTZ indicators immediately report quantitative optical signals with high specificity, they provide solutions to conventional technical hurdles on point-of-care assays of serum albumins.
Scientific journal, English - Bright Molecular Strain Probe Templates for Reporting Protein–Protein Interactions
Sung-Bae Kim; Tadaomi Furuta; Genta Kamiya; Nobuo Kitada; Ramasamy Paulmurugan; Shojiro A. Maki
Sensors, MDPI AG, 23, 7, 3498-3498, 27 Mar. 2023, Peer-reviwed, Imaging protein–protein interactions (PPIs) is a hot topic in molecular medicine in the postgenomic sequencing era. In the present study, we report bright and highly sensitive single-chain molecular strain probe templates which embed full-length Renilla luciferase 8.6-535SG (RLuc86SG) or Artificial luciferase 49 (ALuc49) as reporters. These reporters were deployed between FKBP-rapamycin binding domain (FRB) and FK506-binding protein (FKBP) as a PPI model. This unique molecular design was conceptualized to exploit molecular strains of the sandwiched reporters appended by rapamycin-triggered intramolecular PPIs. The ligand-sensing properties of the templates were maximized by interface truncations and substrate modulation. The highest fold intensities, 9.4 and 16.6, of the templates were accomplished with RLuc86SG and ALuc49, respectively. The spectra of the templates, according to substrates, revealed that the colors are tunable to blue, green, and yellow. The putative substrate-binding chemistry and the working mechanisms of the probes were computationally modeled in the presence or absence of rapamycin. Considering that the molecular strain probe templates are applicable to other PPI models, the present approach would broaden the scope of the bioassay toolbox, which harnesses the privilege of luciferase reporters and the unique concept of the molecular strain probes into bioassays and molecular imaging.
Scientific journal - Bioluminescent imaging systems boosting near-infrared signals in mammalian cells
Sung-Bae Kim; Tadaomi Furuta; Yuki Ohmuro-Matsuyama; Nobuo Kitada; Ryo Nishihara; Shojiro A. Maki
Photochemical & Photobiological Sciences, Springer Science and Business Media LLC, 22, 6, 36732398-1278, Feb. 2023, Peer-reviwed, Bioluminescence (BL) is broadly used as an optical readout in bioassays and molecular imaging. In this study, the near-infrared (NIR) BL imaging systems were developed. The system was harnessed by prototype copepod luciferases, artificial luciferase 30 (ALuc30) and its miniaturized version picALuc, and were characterized with 17 kinds of coelenterazine (CTZ) analogues carrying bulky functional groups or cyanine 5 (Cy5). They were analyzed of BL spectral peaks and enzymatic kinetics, and explained with computational modeling. The results showed that (1) the picALuc-based system surprisingly boosts the BL intensities predominantly in the red and NIR region with its specific CTZ analogues; (2) both ALuc30- and picALuc-based systems develop unique through-bond energy transfer (TBET)-driven spectral bands in the NIR region with a Cy5-conjugated CTZ analogue (Cy5-CTZ); and (3) according to the computational modeling, the miniaturized version, picALuc, has a large binding pocket, which can accommodate CTZ analogues containing bulky functional groups and thus allowing NIR BL. This study is an important addition to the BL imaging toolbox with respect to the development of orthogonal NIR reporter systems applicable to physiological samples, together with the understanding of the BL-emitting chemistry of marine luciferases.
Scientific journal, English - S-Series Coelenterazine-Driven Combinatorial Bioluminescence Imaging Systems for Mammalian Cells
Genta Kamiya; Nobuo Kitada; Tadaomi Furuta; Takashi Hirano; Shojiro A. Maki; Sung-Bae Kim
International Journal of Molecular Sciences, MDPI AG, 24, 2, 1420-1420, 11 Jan. 2023, Peer-reviwed, A unique combinatorial bioluminescence (BL) imaging system was developed for determining molecular events in mammalian cells with various colors and BL intensity patterns. This imaging system consists of one or multiple reporter luciferases and a series of novel coelenterazine (CTZ) analogues named “S-series”. For this study, ten kinds of novel S-series CTZ analogues were synthesized and characterized concerning the BL intensities, spectra, colors, and specificity of various marine luciferases. The characterization revealed that the S-series CTZ analogues luminesce with blue-to-orange-colored BL spectra with marine luciferases, where the most red-shifted BL spectrum peaked at 583 nm. The colors completed a visible light color palette with those of our precedent C-series CTZ analogues. The synthesized substrates S1, S5, S6, and S7 were found to have a unique specificity with marine luciferases, such as R86SG, NanoLuc (shortly, NLuc), and ALuc16. They collectively showed unique BL intensity patterns to identify the marine luciferases together with colors. The marine luciferases, R86SG, NLuc, and ALuc16, were multiplexed into multi-reporter systems, the signals of which were quantitatively unmixed with the specific substrates. When the utility was applied to a single-chain molecular strain probe, the imaging system simultaneously reported three different optical indexes for a ligand, i.e., unique BL intensity and color patterns for identifying the reporters, together with the ligand-specific fold intensities in mammalian cells. This study directs a new combinatorial BL imaging system to specific image molecular events in mammalian cells with multiple optical indexes.
Scientific journal - Single-chain multicolor-reporter templates for subcellular localization of molecular events in mammalian cells
Sung-Bae Kim; Ramasamy Paulmurugan; Nobuo Kitada; Sojiro A. Maki
RSC Chemical Biology, Royal Society of Chemistry (RSC), 4, 12, 1043-1049, 2023, Single-chain multicolor-reporter imaging templates were developed for the subcellular localization of molecular events in mammalian cells.
Scientific journal - Quantum yield of near-infrared bioluminescence with firefly luciferin analog: AkaLumine
Ryohei Ono; Keita Osawa; Yutaka Takahashi; Yoshifumi Noguchi; Nobuo Kitada; Ryohei Saito-Moriya; Takashi Hirano; Shojiro A. Maki; Keisei Shibata; Hidefumi Akiyama; Ken-ichiro Kanno; Hideyuki Itabashi; Miyabi Hiyama
Journal of Photochemistry and Photobiology A: Chemistry, Elsevier BV, 434, 114270-114270, Jan. 2023, Peer-reviwed
Scientific journal - C-Series Coelenterazine-Driven Bioluminescence Signature Imaging
Genta Kamiya; Nobuo Kitada; Tadaomi Furuta; Takashi Hirano; Shojiro Maki; Sung Bae Kim
International Journal of Molecular Sciences, MDPI AG, 23, 21, 13047-13047, 27 Oct. 2022, Peer-reviwed, The present study introduces a unique BL signature imaging system with novel CTZ analogues named “C-series.” Nine kinds of C-series CTZ analogues were first synthesized, and BL intensity patterns and spectra were then examined according to the marine luciferases. The results show that the four CTZ analogues named C3, C4, C6, and C7, individually or collectively luminesce with completely distinctive BL spectral signatures and intensity patterns according to the luciferases: Renilla luciferase (RLuc), NanoLuc, and artificial luciferase (ALuc). The signatural reporters were multiplexed into a multi-reporter system comprising RLuc8.6-535SG and ALuc16. The usefulness of the signatural reporters was further determined with a multi-probe system that consists of two single-chain probes embedding RLuc8 and ALuc23. This study is a great addition to the study of conventional bioassays with a unique methodology, and for the specification of each signal in a single- or multi-reporter system using unique BL signatures and patterns of reporter luciferases.
Scientific journal - Multiplex quadruple bioluminescent assay system
Genta Kamiya; Nobuo Kitada; Shojiro Maki; Sung Bae Kim
Scientific Reports, 12, 17485, Oct. 2022, Peer-reviwed, Alucとウミホタル発光基質(K-シリーズ)の組み合わせで,多色化に成功しており,それを利用して,多重生物発光系の活性標識システムを構築した.
Scientific journal, English - Bioluminescence imaging using
d -luciferin and its analogs for visualizing Bdnf expression in living mice; different patterns of bioluminescence signals using distinct luciferase substrates
Mamoru Fukuchi; Satoru Mitazaki; Ryohei Saito-Moriya; Nobuo Kitada; Shojiro A Maki; Hironori Izumi; Hisashi Mori
The Journal of Biochemistry, Oxford University Press (OUP), 172, 5, 321-327, 01 Sep. 2022, Peer-reviwed, Abstract
Brain-derived neurotrophic factor (BDNF) plays a crucial role in numerous brain functions, including memory consolidation. Previously, we generated a Bdnf-Luciferase transgenic (Bdnf-Luc) mouse strain to visualize changes in Bdnf expression using in vivo bioluminescence imaging (BLI). We successfully visualized activity-dependent Bdnf induction in living mouse brains using a d-luciferin analog, TokeOni, which distributes to the brain and produces near-infrared bioluminescence. In this study, we compared the patterns of bioluminescence signals within the whole body of the Bdnf-Luc mice produced by d-luciferin, TokeOni, and seMpai, another d-luciferin analog that produces a near-infrared light. As recently reported, hepatic background signals were observed in wild-type mice when using TokeOni. Bioluminescence signals were strongly observed from the region containing the liver when using d-luciferin and TokeOni. Additionally, we detected signals from the brain when using TokeOni. Compared with d-luciferin and TokeOni, signals were widely detected in the whole body of Bdnf-Luc mice by seMpai. The signals produced by seMpai were strong in the regions containing skeletal muscles in particular. Taken together, the patterns of bioluminescence signals in Bdnf-Luc mice vary when using different luciferase substrates. Therefore, the expression of Bdnf in tissues and organs of interest could be visualized by selecting an appropriate substrate.
Scientific journal, English - Analyses of chemiluminescence reactions of fluorophore-linked 1,2-dioxetane isomers in crystals heating at elevated temperature including a development of a simultaneous measurement method of thermal diffusivity and light emission for a single crystal
Chihiro Matsuhashi; Hiroki Fujisawa; Meguya Ryu; Tetsuya Tsujii; Shojiro Maki; Junko Morikawa; Takashi Hirano
Analytical Science, Springer Science and Business Media LLC, 38, 8, 1019-1024, Jun. 2022, Peer-reviwed
Scientific journal, English - Crystalline-state chemiluminescence reactions of two-fluorophore-linked adamantylideneadamantane 1,2-dioxetane isomers accompanied by solid-to-solid phase transitions
Chihiro Matsuhashi; Hironaga Oyama; Hidehiro Uekusa; Ayana Sato-Tomita; Kouhei Ichiyanagi; Shojiro Maki; Takashi Hirano
CrystEngComm., Royal Society of Chemistry (RSC), 24, 18, 3332-3337, 2022, Peer-reviwed, Crystalline-state chemiluminescence (CL) reactions of 1,2-dioxetane isomers with two fluorophore side chains showed isomeric differences in CL properties and reaction behavior, reflecting solid-to-solid phase transitions.
Scientific journal, English - Absorption Spectra for Firefly Bioluminescence Substrate Analog: TokeOni in Various pH Solutions
Haruhisa Ogawa; Ryohei Ono; Yoshifumi Noguchi; Nobuo Kitada; Ryohei Saito‐Moriya; Shojiro A. Maki; Hidefumi Akiyama; Hideyuki Itabashi; Miyabi Hiyama
Photochemistry and Photobiology, Wiley, 97, 5, 1016-1022, 21 Jun. 2021, Peer-reviwed, Abstract
AkaLumine hydrochloride, named TokeOni, is one of the firefly luciferin analogs, and its reaction with firefly luciferase produces near‐infrared (NIR) bioluminescence. Prior to studying the bioluminescence mechanism, basic knowledge about the chemical structures, electronic states, and absorption properties of TokeOni at various pH values of solution has to be acquired. In this paper, the absorption spectra for TokeOni and AkaLumine at pH 2–10 were measured. Density functional theory (DFT) calculations, time‐dependent DFT calculations, and the vibrational analyses were carried out. The absorption spectra indicate that the chemical forms of TokeOni in solutions are same as those of AkaLumine. The peaks at pH 7–10 in the absorption spectra correspond to the excitation from the ground state of a carboxylate anion of AkaLumine, the peak at pH 2 corresponds to the excitation from the ground state of a carboxylate anion with an N‐protonated thiazoline ring and N‐protonated dimethylamino group of AkaLumine, and the peak at pH 4 corresponds to the excitation from the ground state of a carboxylate anion with an N‐protonated thiazoline ring of AkaLumine.
Scientific journal, English - Development of phenyl oligoene-type firefly luciferin analogues with extended π-electronic conjugation for near-infrared bioluminescence
Genta Kamiya; Nobuo Kitada; Ryohei Saito-Moriya; Rika Obata; Satoshi Iwano; Atsushi Miyawaki; Takashi Hirano; Shojiro Maki
Corresponding, Chemistry Letters, The Chemical Society of Japan, 20 May 2021, Peer-reviwed
Scientific journal - Near-Infrared Luciferin Analogs for In Vivo Optical Imaging
Ryohei Saito-Moriya; Rika Obata; Shojiro A. Maki
Corresponding, Bioluminescence [Working Title], IntechOpen, 08 Apr. 2021, Peer-reviwed, The firefly bioluminescence reaction has been exploited for in vivo optical imaging in life sciences. To develop highly sensitive bioluminescence imaging technology, many researchers have synthesized luciferin analogs and luciferase mutants. This chapter first discusses synthetic luciferin analogs and their structure–activity relationships at the luminescence wavelength of the firefly bioluminescence reaction. We then discuss the development of luciferin analogs that produce near-infrared (NIR) light. Since NIR light is highly permeable for biological tissues, NIR luciferin analogs might sensitively detect signals from deep biological tissues such as the brain and lungs. Finally, we introduce two NIR luciferin analogs (TokeOni and seMpai) and a newly developed bioluminescence imaging system (AkaBLI). TokeOni can detect single-cell signals in mouse tissue and luminescence signals from marmoset brain, whereas seMpai can detect breast cancer micro-metastasis. Both reagents are valid for in vivo bioluminescence imaging with high sensitivity.
In book, English - Synthesis of polyenylpyrrole derivatives with selective growth inhibitory activity against T-cell acute lymphoblastic leukemia cells
Chihiro Yoshida; Tomoya Higashi; Yoshifumi Hachiro; Yuki Fujita; Takuya Yagi; Azusa Takechi; Chihiro Nakata; Kazuya Miyashita; Nobuo Kitada; Ryohei Saito; Rika Obata; Takashi Hirano; Takahiko Hara; Shojiro A. Maki
Bioorganic & Medicinal Chemistry Letters, Elsevier BV, 37, 127837-127837, Apr. 2021, Peer-reviwed, TALLに効果がある癌種選択的な化合物の創製を行い,スクリーニングで得られた天然物を超える化合物を得た.さらにSEMとRAJIに対して,構造活性相関データも取得した.
Scientific journal, English - Intracrystalline Kinetics Analyzed by Real-time Monitoring of a 1,2-Dioxetane Chemiluminescence Reaction in a Single Crystal
Chihiro Matsuhashi; Hiroki Fujisawa; Meguya Ryu; Tetsuya Tsujii; Junko Morikawa; Hironaga Oyama; Hidehiro Uekusa; Shojiro Maki; Takashi Hirano
Bull. Chem. Soc. Jpn, The Chemical Society of Japan, 95, 3, 413-420, 2021, Peer-reviwed
Scientific journal, English - “Color-Tunable Bioluminescence Imaging Portfolio for Cell Imaging”
Shota Tamaki; Nobuo Kitada; Masahiro Kiyama; Rika Fujii; Takashi Hirano; Sung Bae Kim; Shojiro Maki
Scientific Reports, Springer Science and Business Media LLC, 11, 1, 2219-2219, 2021, Peer-reviwed, セレンテレラジン系誘導体を海シイタケ発光酵素変異体や発酵エビ(カイアシ)発光酵素変異体と掛け合わせて発光波長を測定したところ,RLuc8.6-547とアナログ基質で674 nmの近赤外発光を実現した.またALucと掛け合わせ,多彩な発光を実現した.この詳細をまとめた.
Scientific journal, English - “How to select the firefly luciferin analogues for in vivo imaging
Ryohei Saito; Jun Nakayama; Genta Kamiya; Nobuo Kitada; Rika Obata; Shojiro A. Maki; Hiroshi Aoyama
International Journal of Molecular Sciences, MDPI AG, 22(4), 4, 1848-1848, 2021, Peer-reviwed, 電気通信大学で創製されたホタル生物発光型人工長波長発光材料(AkaLumine,TokeOni, SeMpai)を用いた,in vivo 光イメージングについて,実用例についてまとめた。
Scientific journal, English - Isomeric difference in the crystalline-state chemiluminescence property of an adamantylideneadamantane 1,2-dioxetane with a phthalimide chromophore
Chihiro Matsuhashi; Takuya Ueno; Hidehiro Uekusa; Ayana Sato-Tomita; Kouhei Ichiyanagi; Shojiro Maki; Takashi Hirano
Chemical Communications, Royal Society of Chemistry (RSC), 56, 23, 3369-3372, Feb. 2020, Peer-reviwed,Crystalline-state chemiluminescence of 1,2-dioxetane isomers showed contrastive luminescence and reaction properties depending on the crystal-structural characteristics.
Scientific journal - “Development of near-infrared firefly luciferin analogue reacted with wild type and mutant luciferases” SPECIAL ISSUE: IN HONOR AND MEMORY OF PROF. KOJI NAKANISHI,
Nobuo Kitada; Ryohei Saito; Rika Obata; Satoshi Iwano; Kazuma Karube; Atsushi Miyawaki; Takashi Hirano; Shojiro A. Maki
Chirality, Wiley, 32 (7), 7, 922-931, 2020, Peer-reviwed, 中西 香爾先生の追悼論文集として,ホタル生物発光基質でジメチルアミノ基ナフタレンにアリル基を導入して,1つ二重結合を入れたアナログは予想では725 nmを示すはずであったが,実際のPPyでの生物発光は705nmと短波長化した.この理由を類似アナログのDFT計算を比較することで物性面から検証した.https://onlinelibrary.wiley.com/doi/toc/10.1002/(ISSN)1520-636x.tribute-to-koji-nakanishi
Scientific journal, English - “Visualization of activity-regulated BDNF expression in living mouse brain using non-invasive near-infrared bioluminescence imaging”
Mamoru Fukuchi; Ryohei Saito; Shojiro Maki; Nami Hagiwara; Yumena Nakajima; Satoru Mitazaki; Hironori Izumi; Hisashi Mori
Molecular Brain, Springer Science and Business Media LLC, 13, 1, 122-132, 2020, Peer-reviwed, 腹腔内などの末梢からの投与で脳からの発光を検出するのに最適な基質を探すために、D-LuciferinとseMpai、TokeOniを比較したseMpaiでは脳からの発光がかなり減少するのでBBBはあまり通過しないが,TokeOniでは脳からの発光をクリアに検出ができる. BDNF-Luc + TokeOniのin vivoイメージングにより生理的条件下での脳内BDNF発現増加を可視化することに成功した.
Scientific journal, English - “High sensitivity in vivo imaging of cancer metastasis using a near-infrared luciferin analogue seMpai”
Jun Nakayama; Ryohei Saito; Yusuke Hayashi; Nobuo Kitada; Shota Tamaki; Yuxuan Han; Kentaro Semba; Shojiro A. Maki
International Journal of Molecular Sciences, 21, 21, 7896-7896, 2020, Peer-reviwed, True, 新規材料“SeMpai”のバックグラウンドを抑えた高感度in vivo BLIによる乳がん転移イメージングの技術開発について,その詳細をまとめた.
Scientific journal, English - “Halogen-substituent effect on the spectroscopic properties of 2- phenyl- 6- dimethylaminobenzothiazoles”
Rena Misawa; Chihiro Matsuhashi; Minoru Yamaji; Toshiki Mutai; Isao Yoshikawa; Hirohiko Houjou; Keiichi Noguchi; Shojiro Maki; Takashi Hirano
Tetrahedron Letters, Elsevier BV, 60, 26, 1702-1705, 2019, Peer-reviwed, ホタル発光基質をモデル化して,pull-push型のアナログとして,6位をジメチルアミノ基へ変換したアナログを合成した.また7位にハロゲンを導入したアナログも合成した.その結果,ハロゲンの重原子効果により,蛍光量子収率は減少した.しかしながら,2位を水素にしたアナログは中程度の蛍光量子収率を示した.このように,置換基で蛍光量子収率をある程度コントロールできるようになった.
Scientific journal, English - “Spectroscopic properties of push-pull 2-(4-carboxyphenyl)-6-dimethylaminobenzothiazole derivatives in solution and the solid state”
Yusuke Takahashi; Takuya Uehara; Chihiro Matsuhashi; Minoru Yamaji; Toshiki MUTAI; Isao Yoshikawa; Hirohiko Houjou; Kota Kitagawa; Tomoyoshi Suenobu; Shojiro Maki; Takashi Hirano
Journal of Photochemistry and Photobiology A: Chemistry, Elsevier BV, 376, 324-332, 2019, Peer-reviwed, ホタル発光基質の右環部を芳香環にした誘導体のパラ位を電子吸引基から電子供与基までいくつか変更し,そのソルバトクロミズム性について検討を行った.またこれら誘導体は,いずれも蛍光量子収率が0.68と高いことも明らかとなった.
Scientific journal, English - Synthesis and luminescence properties of near-infrared N-heterocyclic luciferin analogues for in vivo optical imaging
Ryohei Saito; Takahiro Kuchimaru; Shoko Higashi; Shijia W. Lu; Masahiro Kiyama; Satoshi Iwano; Rika Obata; Takashi Hirano; Shinae Kizaka-Kondoh; Shojiro A. Maki
Bulletin of the Chemical Society of Japan, The Chemical Society of Japan, 92, 3, 608-618, 2019, Peer-reviwed, ホタル生物発光の長波長化を目指し,”AkaLumine”と同等で水溶性があり中性で機能する材料を材料“SeMpai”を創製し,動物実験でその実用性を確かめた.
Scientific journal, English - Structure-fluorescence relationship of push-pull 2-phenylbenzothiazole derivatives designed based on the firefly light-emitter
Tomoya Fujikawa; Takuya Uehara; Minoru Yamaji; Takuya Kanetomo; Takayuki Ishida; Shojiro Maki; Takashi Hirano
Tetrahedron Letters, Elsevier Ltd, 59, 14, 1431-1434, 04 Apr. 2018, Peer-reviwed, 6-Dimethylamino-2-phenylbenzothiazole (1a) mimicking the firefly oxyluciferin structure and the derivatives with an electron-withdrawing substituent on the phenyl group were prepared, and their fluorescence properties were investigated in various solvents. 1a showed solvatochromic fluorescence with good fluorescence quantum yields (Φf >
0.8). The introduction of an electron-withdrawing group led to a red-shift of the emission maximum. In particular, the derivatives with the 2,2-dicyanoethenyl and (1,3-dihydro-1,3-dioxo-2H-inden-2-ylidene)methyl groups showed near-infrared fluorescence in chloroform. In addition, the derivative with the phenylimine moiety showed efficient solid-state fluorescence, resulted from a molecular arrangement inhibiting intermolecular interactions for quenching the fluorescence state in crystals.
Scientific journal, English - Toward bioluminescence in the near-infrared region: Tuning the emission wavelength of firefly luciferin analogues by allyl substitution
Nobuo Kitada; Tsuyoshi Saitoh; Yuma Ikeda; Satoshi Iwano; Rika Obata; Haruki Niwa; Takashi Hirano; Atsushi Miyawaki; Koji Suzuki; Shigeru Nishiyama; Shojiro A. Maki
Tetrahedron Letters, Elsevier Ltd, 59, 12, 1087-1090, 21 Mar. 2018, Peer-reviwed, The synthesis and bioluminescence of allyl-substituted luciferin derivatives as substrates for firefly luciferase are reported. The allylation of luciferins induced bathochromic shift (15–40 nm) of the bioluminescence emission. Upon combination with other chemical modifications for bioluminescence wavelength tuning, novel red emitting luciferin analogues were obtained with emission maxima at 685 and 690 nm.
Scientific journal, English - Single-cell bioluminescence imaging of deep tissue in freely moving animals.
Satoshi Iwano; Mayu Sugiyama; Hiroshi Hama; Akiya Watakabe; Naomi Hasegawa; Takahiro Kuchimaru; Kazumasa Z Tanaka; Megumu Takahashi; Yoko Ishida; Junichi Hata; Satoshi Shimozono; Kana Namiki; Takashi Fukano; Masahiro Kiyama; Hideyuki Okano; Shinae Kizaka-Kondoh; Thomas J McHugh; Tetsuo Yamamori; Hiroyuki Hioki; Shojiro Maki; Atsushi Miyawaki
Science (New York, N.Y.), 359, 6378, 935-939, 23 Feb. 2018, Peer-reviwed, True, Bioluminescence is a natural light source based on luciferase catalysis of its substrate luciferin. We performed directed evolution on firefly luciferase using a red-shifted and highly deliverable luciferin analog to establish AkaBLI, an all-engineered bioluminescence in vivo imaging system. AkaBLI produced emissions in vivo that were brighter by a factor of 100 to 1000 than conventional systems, allowing noninvasive visualization of single cells deep inside freely moving animals. Single tumorigenic cells trapped in the mouse lung vasculature could be visualized. In the mouse brain, genetic labeling with neural activity sensors allowed tracking of small clusters of hippocampal neurons activated by novel environments. In a marmoset, we recorded video-rate bioluminescence from neurons in the striatum, a deep brain area, for more than 1 year. AkaBLI is therefore a bioengineered light source to spur unprecedented scientific, medical, and industrial applications.
Scientific journal, English - Quantum yield improvement of red-light-emitting firefly luciferin analogues for in vivo bioluminescence imaging
Masahiro Kiyama; Satoshi Iwano; Satoshi Otsuka; Shijia W. Lu; Rika Obata; Atsushi Miyawaki; Takashi Hirano; Shojiro A. Maki
Tetrahedron, Elsevier Ltd, 74, 6, 652-660, 08 Feb. 2018, Peer-reviwed, The dimethylamino group of AkaLumine ((4S)-2-[ (1E,3E)-4-[4-(dimethylamino)phenyl]-1,3-butadien-1-yl]-4,5-dihydro-4-thiazolecarboxylic acid), a red-light-emitting firefly luciferin analogue, was replaced by cyclic amino groups (1-pyrrolidinyl, 1-piperidino, 1-azepanyl, and 4-morpholino) to give AkaLumine analogues exhibiting desirable bioluminescence with emission maxima in the red region (656–667 nm). In particular, a bioluminescence reaction of 1-pyrrolidinyl analogue with a recombinant Photinus pyralis luciferase showed a higher quantum yield than that with AkaLumine, giving an improved bioluminescence intensity. The 1-pyrrolidinyl analogue also showed the strongest luminescence in whole-body luciferase-expressing mice among the analogues, indicating that a quantum yield improvement of a luciferin analogue is effective to increase bioluminescence imaging intensity.
Scientific journal, English - An allylated firefly luciferin analogue with luciferase specific response in living cells
Yuma Ikeda; Tsuyoshi Saitoh; Kazuki Niwa; Takahiro Nakajima; Nobuo Kitada; Shojiro A. Maki; Moritoshi Sato; Daniel Citterio; Shigeru Nishiyama; Koji Suzuki
Chemical Communications, Royal Society of Chemistry, 54, 14, 1774-1777, 2018, Peer-reviwed, An allylated firefly luciferin was successfully synthesized and its bioluminescence properties were evaluated. When applied to cellular imaging in combination with Eluc, which is one of the commercially available luciferases, this analogue displayed a luciferase-specific bioluminescence signal with prolonged emission (>
100 min).
Scientific journal, English - An allylated firefly luciferin analogue with luciferase specific response in living cells
Yuma Ikeda; Tsuyoshi Saitoh; Kazuki Niwa; Takahiro Nakajima; Nobuo Kitada; Shojiro A. Maki; Moritoshi Sato; Daniel Citterio; Shigeru Nishiyama; Koji Suzuki
Chemical Communications, Royal Society of Chemistry, 54, 14, 1774-1777, 2018, Peer-reviwed, An allylated firefly luciferin was successfully synthesized and its bioluminescence properties were evaluated. When applied to cellular imaging in combination with Eluc, which is one of the commercially available luciferases, this analogue displayed a luciferase-specific bioluminescence signal with prolonged emission (>
100 min).
Scientific journal, English - “A Novel Emission Wavelength Tuning Method with Allyl Substitution on Firefly Luciferin Analogs toward Near-Infrared Region Bioluminescence”
Nobuo Kitada; Tsuyoshi Saitoh; Yuma Ikeda; Satoshi Iwano; Koji Suzuki; Shigeru Nishiyama; Shojiro A. Maki
Tetrahedron Letters, 59, 1087–-1090, 2018, Peer-reviwed
Scientific journal, English - In vivo生物発光イメージングのすゝめ
岩野 智; 牧 昌次郎; 宮脇 敦史
実験医学, 第36巻・第19号,3273-3281, 2018
Scientific journal, Japanese - Electronic and Steric Effects of Cyclic Amino Substituents of Luciferin Analogues on a Firefly Luciferin-Luciferase Reaction
Michio Kakiuchi; Soichiro Ito; Masahiro Kiyama; Fumiya Goto; Takuto Matsuhashi; Minoru Yamaji; Shojiro Maki; Takashi Hirano
CHEMISTRY LETTERS, CHEMICAL SOC JAPAN, 46, 8, 1090-1092, Aug. 2017, Peer-reviwed, Bioluminescent and spectroscopic properties of luciferin analogues with cyclic amino substituents (1-pyrrolidinyl, piperidino, 1-azepanyl, and morpholino groups) at the 6' position were investigated by comparing with those of 6'-dimethylaminoluciferin, to provide information on spatial and molecular environmental properties of the active site in Photinus pyralis luciferase.
Scientific journal, English - Visualizing changes in brain-derived neurotrophic factor (BDNF) expression using bioluminescence imaging in living mice.
Mamoru Fukuchi; Hironori Izumi; Hisashi Mori; Masahiro Kiyama; Satoshi Otsuka; Shojiro Maki; Yosuke Maehata; Akiko Tabuchi; Masaaki Tsuda
Scientific reports, 7, 1, 4949-4949, 10 Jul. 2017, Peer-reviwed, True, Brain-derived neurotrophic factor (BDNF) plays a fundamental role in expressing various neural functions including memory consolidation. Alterations of BDNF levels in the brain are associated with neurodegenerative and neuropsychiatric disorders. Therefore, it is important to understand how levels of BDNF are controlled. Recently we generated a novel transgenic mouse strain, termed the Bdnf-Luciferase transgenic (Bdnf-Luc Tg) mouse, to monitor changes in Bdnf expression. In the present study, we detected the bioluminescence signal from living Bdnf-Luc Tg mice after intraperitoneal administration of d-luciferin. Despite high levels of Bdnf expression in the brain, it was difficult to detect a signal from the brain region, probably because of its poorly penetrable (short-wavelength) bioluminescence. However, we could detect the changes in the bioluminescence signal in the brain region using a luciferin analogue generating a near-infrared wavelength of bioluminescence. We also found a strong correlation between increases in body weight and bioluminescence signal in the abdominal region of Tg mice fed a high-fat diet. These results show that changes in Bdnf expression can be visualized using living mice, and that the Tg mouse could be a powerful tool for clarification of the role of Bdnf expression in pathophysiological and physiological conditions.
Scientific journal, English - Spectroscopic Properties of Amine-substituted Analogues of Firefly Luciferin and Oxyluciferin
Michio Kakiuchi; Soichiro Ito; Minoru Yamaji; Vadim R. Viviani; Shojiro Maki; Takashi Hirano
PHOTOCHEMISTRY AND PHOTOBIOLOGY, WILEY, 93, 2, 486-494, Mar. 2017, Peer-reviwed, Spectroscopic and photophysical properties of firefly luciferin and oxyluciferin analogues with an amine substituent (NH2, NHMe and NMe2) at the C6' position were studied based on absorption and fluorescence measurements. Their -electronic properties were investigated by DFT and TD-DFT calculations. These compounds showed fluorescence solvatochromism with good quantum yields. An increase in the electron-donating strength of the substituent led to the bathochromic shift of the fluorescence maximum. The fluorescence maxima of the luciferin analogues and the corresponding oxyluciferin analogues in a solvent were well correlated with each other. Based on the obtained data, the polarity of a luciferase active site was explained. As a result, the maximum wavelength of bioluminescence for a luciferin analogue was readily predicted by measuring the photoluminescence of the luciferin analogue in place of that of the corresponding oxyluciferin analogue.
Scientific journal, English - Firefly Bioluminescence toward to In Vivo Imaging Technology
Maki Shojiro
Nippon Laser Igakkaishi, Japan Society for Laser Surgery and Medicine, 37, 4, 448-453, 2017,Though firefly bioluminescence is utilized as a luciferase reporter assay in cell imaging and in vivo imaging technologies, the maximum emission spectrum circa 560 nm of the wild bioluminescence is not suited for deep tissue imaging. We innovated an artificial luciferin with an NIR emission ca. 675 nm, marketed as an "Aka Lumine". "Tokeoni," with an NIR emission ca. 675 nm, is a next generation artificial luciferin will be put on the market soon. It will be used for optical imaging of a miniature pig.
English - Aspiration Risk Detection Using Oral Administration of Fluorescent Food - Preliminary Experiments Using Meat Phantoms
Takahiro Suzuki; Ryohei Saito; Nobuo Kitada; Takuji Koike; Shojiro Maki; Yukihiro Michiwaki; Goro Nishimura; Haruki Niwa; Yukio Yamada
2017 IEEE INTERNATIONAL CONFERENCE ON CYBORG AND BIONIC SYSTEMS (CBS), IEEE, 24-28, 2017, Peer-reviwed
International conference proceedings, English - Spectroscopic properties of BF2 complexes of N-(5-phenyl-2-pyrazinyl) pivalamides exhibiting fluorescence in solution and solid state
Sojiro Hachiya; Daisuke Hashizume; Hiroshi Ikeda; Minoru Yamaji; Shojiro Maki; Haruki Niwa; Takashi Hirano
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, ELSEVIER SCIENCE SA, 331, 206-214, Dec. 2016, Peer-reviwed, Boron difluoride (BF2) complexes of N-(5-phenyl-2-pyrazinyl)pivalamide and its derivatives having a substituent on the phenyl group were prepared and theirspectroscopic properties were investigated. It was found that the BF2 complexes show fluorescence in solution and the solid state. The origins of the fluorescence properties are discussed on the basis of the fluorescence yields and lifetimes, crystal structures and DFT calculations. The present work would provide a guide to design BF2 complexes of amidopyrazines exhibiting solid state fluorescence. (C) 2015 Elsevier B.V. All rights reserved.
Scientific journal, English - Spectroscopic properties of BF2 complexes of N-(5-phenyl-2-pyrazinyl) pivalamides exhibiting fluorescence in solution and solid state
Sojiro Hachiya; Daisuke Hashizume; Hiroshi Ikeda; Minoru Yamaji; Shojiro Maki; Haruki Niwa; Takashi Hirano
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, ELSEVIER SCIENCE SA, 331, 206-214, Dec. 2016, Peer-reviwed, Boron difluoride (BF2) complexes of N-(5-phenyl-2-pyrazinyl)pivalamide and its derivatives having a substituent on the phenyl group were prepared and theirspectroscopic properties were investigated. It was found that the BF2 complexes show fluorescence in solution and the solid state. The origins of the fluorescence properties are discussed on the basis of the fluorescence yields and lifetimes, crystal structures and DFT calculations. The present work would provide a guide to design BF2 complexes of amidopyrazines exhibiting solid state fluorescence. (C) 2015 Elsevier B.V. All rights reserved.
Scientific journal, English - Development of a luminescence-controllable firefly luciferin analogue using selective enzymatic cyclization
Shuji Ioka; Tsuyoshi Saitoh; Shojiro A. Maki; Masaya Imoto; Shigeru Nishiyama
TETRAHEDRON, PERGAMON-ELSEVIER SCIENCE LTD, 72, 47, 7505-7508, Nov. 2016, Peer-reviwed, In this study, a new firefly luciferin analog that can switch firefly bioluminescence (BL) activity from 'off to 'on' state was designed and synthesized. BL inactive N-Ac-gamma-glutamate luciferin 3 contains an acyclic precursor of the thiazoline moiety. Enzymatic treatment of 3 with aminoacylase resulted in a smooth removal of the acyl protecting group and concomitant cyclization to provide BL active carboluciferin 2. (C) 2016 Elsevier Ltd. All rights reserved.
Scientific journal, English - 近赤外生物発光イメージングによる深部組織がんの高感度検出
口丸 高弘; 岩野 智; 三股 舜; 牧 昌次郎; 門之園 哲哉; 近藤 科江
日本癌学会総会記事, (一社)日本癌学会, 75回, E-2008, Oct. 2016
English - A luciferin analogue generating near-infrared bioluminescence achieves highly sensitive deep-tissue imaging.
Takahiro Kuchimaru; Satoshi Iwano; Masahiro Kiyama; Shun Mitsumata; Tetsuya Kadonosono; Haruki Niwa; Shojiro Maki; Shinae Kizaka-Kondoh
Nature communications, 7, 11856, 11856-11856, 14 Jun. 2016, Peer-reviwed, True, In preclinical cancer research, bioluminescence imaging with firefly luciferase and D-luciferin has become a standard to monitor biological processes both in vitro and in vivo. However, the emission maximum (λmax) of bioluminescence produced by D-luciferin is 562 nm where light is not highly penetrable in biological tissues. This emphasizes a need for developing a red-shifted bioluminescence imaging system to improve detection sensitivity of targets in deep tissue. Here we characterize the bioluminescent properties of the newly synthesized luciferin analogue, AkaLumine-HCl. The bioluminescence produced by AkaLumine-HCl in reactions with native firefly luciferase is in the near-infrared wavelength ranges (λmax=677 nm), and yields significantly increased target-detection sensitivity from deep tissues with maximal signals attained at very low concentrations, as compared with D-luciferin and emerging synthetic luciferin CycLuc1. These characteristics offer a more sensitive and accurate method for non-invasive bioluminescence imaging with native firefly luciferase in various animal models.
Scientific journal, English - Synthesis of Firefly Luciferin Analogues and Evaluation of the Luminescent Properties
Shuji Ioka; Tsuyoshi Saitoh; Satoshi Iwano; Koji Suzuki; Shojiro A. Maki; Atsushi Miyawaki; Masaya Imoto; Shigeru Nishiyama
CHEMISTRY-A EUROPEAN JOURNAL, WILEY-V C H VERLAG GMBH, 22, 27, 9330-9337, Jun. 2016, Peer-reviwed, Five new firefly luciferin (1) analogues were synthesized and their light emission properties were examined. Modifications of the thiazoline moiety in 1 were employed to produce analogues containing acyclic amino acid side chains (2-4) and heterocyclic rings derived from amino acids (5 and 6) linked to the benzothiazole moiety. Although methyl esters of all of the synthetic derivatives exhibited chemiluminescence activity, only carboluciferin (6), possessing a pyrroline-substituted benzothiazole structure, had bio-luminescence (BL) activity (lambda(max)=547 nm). Results of bioluminescence studies with AMP-carboluciferin (AMP=adenosine monophosphate) and AMP-firefly luciferin showed that the nature of the thiazoline mimicking moiety affected the adenylation step of the luciferin-luciferase reaction required for production of potent BL. In addition, BL of 6 in living mice differed from that of 1 in that its luminescence decay rate was slower.
Scientific journal, English - 深部組織の高感度イメージングを可能にする近赤外ルシフェリンアナログ
口丸 高弘; 岩野 智; 木山 正啓; 三股 舜; 門之園 哲哉; 丹羽 治樹; 牧 昌次郎; 近藤 科江
JSMI Report, 日本分子イメージング学会, 9, 2, 145-145, Apr. 2016
Japanese - Enhanced brightness of 2,6-diphenylthiazolo[4,5-b]pyrazines by introducing double electron donating groups
Yoshihisa Suzuki; Minoru Yarnaji; Shojiro Maki; Takashi Hirano
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, ELSEVIER SCIENCE SA, 314, in press, 93-95, Jan. 2016, Peer-reviwed, Thiazolo[4,5-b]pyrazine (TPy) derivatives with enhanced fluorescence brightness were developed by tuning the double substituents. The spectroscopic and photophysical properties were investigated by measurements of absorption and fluorescence spectra, fluorescence yields and lifetimes. Based on the DFT calculations, the increased brightness was rationalized by the enhanced electronic absorptivity and fluorescence yields. The developed methodology provides the guide to design high-performance TPy fluorophores. (C) 2015 Elsevier B.V. All rights reserved.
Scientific journal, English - Synthesis and evaluation of new firefly luciferin analogues for luminescent materials
Ioka, Shuji; Saitoh, Tsuyoshi; Iwano, Satoshi; Suzuki, Koji; Maki, Shojiro; Niwa, Haruki; Miyawaki, Atsushi; Imoto, Masaya; Nishiyama, Shigeru
Chemistry, A European Journal, Chemistry, A European Journal, 22, 1-9, 2016, Peer-reviwed, ホタル生物発光基質のチアゾリン環(右環部)の硫黄原子を炭素原子に変換した新規化合物の合成と発光活性およびその活性についてまとめた.
Scientific journal, English - “Spectroscopic properties of amine-substituted analogues of firefly luciferin and oxyluciferin”
Michio Kakiuchi; Soichiro Ito; Minoru Yamaji; Vadim R. Viviani; Shojiro Maki; Takashi Hirano
Photochemistry and Photobiology A: Chemistry, Wiley, 作成中, 2, 486-494, 2016, Peer-reviwed, ルシフェリンとオキシルシフェリンのC6位をアミノ基に変換し,その置換基効果とソルバトクロミズム性についてπ電子のDFT計算結果に基づいて考察し,電子供与性が高いと超波長シフトすること,極性溶媒であると超波長シフトすることがわかった.
Scientific journal, English - Enhanced brightness of 2,6-diphenylthiazolo[4,5-b]pyrazines by introducing double electron donating groups
Yoshihisa Suzuki; Minoru Yamaji; Shojiro Maki; Takashi Hirano
Journal of Photochemistry and Photobiology, Journal of Photochemistry and Photobiology, 準備中, in press, 2016, Peer-reviwed, ホタル発光基質の類縁体である,2,6-diphenylthiazolo[4,5-b]pyrazinesの2位と6位に電子供与基である,パラメトキシ基,パラジメチルアミノ基で置換した芳香環をそれぞれ導入すると,蛍光輝度が上昇することを見いだした.
Scientific journal, English - Multicolor Bioluminescence Obtained Using Firefly Luciferin
Masahiro Kiyama; Ryohei Saito; Satoshi Iwano; Rika Obata; Haruki Niwa; Shojiro A. Maki
CURRENT TOPICS IN MEDICINAL CHEMISTRY, BENTHAM SCIENCE PUBL LTD, 16, 24, 2648-2655, 2016, Peer-reviwed, Firefly bioluminescence is widely used in life science research as a useful analysis tool. For example, the adenosine-5'-triphosphate (ATP)-dependent enzymatic firefly bioluminescence reaction has long been utilized as a microbial monitoring tool. Rapid and sensitive firefly luciferin-luciferase combinations are used not only to measure cell viability but also for reporter-gene assays. Recently, bioluminescence was utilized as a noninvasive, real-time imaging tool for living subjects to monitor cells and biological events. However, the number of commercialized luciferase genes is limited and tissue-permeable near-infrared (NIR) region emitting light is required for in vivo imaging. In this review, recent studies describing synthetic luciferin analogues predicted to have red-shifted bioluminescence are summarized. Luciferase substrates emitting red, green, and blue light that were designed and developed in our laboratory are presented. The longest emission wavelength of the synthesized luciferin analogues was recorded at 675 nm, which is within the NIR region. This compound is now commercially available as "Aka Lumine (R)".
Scientific journal, English - “Spectroscopic properties of amine-substituted analogues of firefly luciferin and oxyluciferin”
Michio Kakiuchi; Soichiro Ito; Minoru Yamaji; Vadim R. Viviani; Shojiro Maki; Takashi Hirano
Photochemistry and Photobiology A: Chemistry, Wiley, 作成中, 2, 486-494, 2016, Peer-reviwed, ルシフェリンとオキシルシフェリンのC6位をアミノ基に変換し,その置換基効果とソルバトクロミズム性についてπ電子のDFT計算結果に基づいて考察し,電子供与性が高いと超波長シフトすること,極性溶媒であると超波長シフトすることがわかった.
Scientific journal, English - Fluorescence Properties of Diphenylthiazolo[4,5-b]pyrazines Tuned by Donor-Acceptor Substituent Effects
Tatsuki Nakagawa; Minoru Yamaji; Shojiro Maki; Haruki Niwa; Takashi Hirano
PHOTOCHEMISTRY AND PHOTOBIOLOGY, WILEY-BLACKWELL, 91, 4, 807-813, Jul. 2015, Peer-reviwed, Fluorescence properties of 2,6- and 2,5-diphenylthiazolo[4,5-b]pyrazine (TPy) derivatives having an electron-donating substituent (methoxy and dimethylamino) on the 6- and 5-phenyl groups were studied. It was found that 2,6-diphenyl derivatives fluoresce more efficiently than 2,5-diphenyl derivatives. Furthermore, a 2,6-diphenyl derivative having an additional cyano group on the 2-phenyl ring was an excellent fluorophore showing a wide solvatochromism with great fluorescence yields. Based on the obtained spectroscopic data and mechanistic explanations concerning the substituent effects on the fluorescence properties, useful information on designing new TPy fluorophores is provided.
Scientific journal, English - 近赤外ルシフェリンアナログによる深部腫瘍組織の高感度イメージング
口丸 高弘; 岩野 智; 木山 正啓; 三股 舜; 門之園 哲哉; 丹羽 治樹; 牧 昌次郎; 近藤 科江
JSMI Report, 日本分子イメージング学会, 8, 2, 119-119, Apr. 2015
Japanese - Synthesis and chemiluminescent properties of 6,8-diaryl-2-methylimidazo[1,2-alpha]pyrazin-3(7H)-ones: Systematic investigation of substituent effect at para-position of phenyl group at 8-position
Ryota Saito; Takashi Hirano; Shojiro Maki; Haruki Niwa
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, ELSEVIER SCIENCE SA, 293, 12-25, Nov. 2014, Peer-reviwed, 6,8-Diphenylimidazopyrazinone derivatives having a substituent R (R=CF3, H, and OMe) at pare position of the 8-phenyl group were synthesized and their chemiluminescent properties were investigated. The chemiluminescence maxima (CLmax) of these compounds were observed to be in the range of 513-553 nm with a bathochromic shift that increased with the electron-withdrawing character of R, contrary to the previously observed substituent effect at the 6-postion. The chemiluminescence efficiencies (phi(CL)) of these imidazopyrazinones were improved by the introduction of a p-substituted phenyl group at the 8-position. The quantitative investigation of the three quantum efficiencies (phi(R), phi(S), and phi(FL)) whose product gives us phi(CL) revealed that the phi(CL) gains made were largely because of the increase in the values of the fluorescence quantum yields of the corresponding light emitters (phi(FL)). The yields of the singlet-excited emitters (phi(S)) during the chemiluminescent reaction were found to be very small (0.015-0.019), suggesting that one cannot construct an efficient imidazopyrazinone-chemiluminescence system that is comparable to the aequorin bioluminescence system only by using the electronic effects of substituents. (C) 2014 Elsevier B.V. All rights reserved.
Scientific journal, English - 近赤外生物発光イメージングを用いたがん細胞の高感度検出(High-sensitive detection of cancer cells in vivo using near-infrared bioluminescence imaging)
三股 舜; 口丸 高弘; 岩野 智; 門之園 哲哉; 牧 昌次郎; 近藤 科江
日本癌学会総会記事, (一社)日本癌学会, 73回, P-2048, Sep. 2014
English - 近赤外ルシフェリンアナログを用いた超高感度がん発光イメージング
三股 舜; 口丸 高弘; 岩野 智; 門之園 哲哉; 丹羽 治樹; 牧 昌次郎; 近藤 科江
JSMI Report, 日本分子イメージング学会, 7, 2, 149-149, May 2014
Japanese - ホタル生物発光型in vivoイメージング用長波長発光材料の水溶性化
牧 昌次郎
光アライアンス(日本工業出版), 日本工業出版, 25, 25, 33-35, 2014
Scientific journal, Japanese - Substituent effects on fluorescence properties of thiazolo[4,5-b]pyrazine derivatives
Tatsuki Nakagawa; Minoru Yamaji; Shojiro Maki; Haruki Niwa; Takashi Hirano
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, ROYAL SOC CHEMISTRY, 13, 12, 1765-1772, 2014, Peer-reviwed, Based on spectroscopic measurements and DFT calculations, fluorescence properties of thiazolo[4,5-b]-pyrazine (TPy) derivatives with the phenyl group at the C2 position were studied. TPys were readily prepared from the corresponding amidopyrazines, which have a similar fluorescent core to a bioluminescence light emitter, Cypridina oxyluciferin. It was found that the introduction of electron-donating (methoxy and dimethylamino) groups onto the 2-phenyl moiety of the TPy derivatives, as well as the phenyl and 4-(dimethylamino) phenyl groups at C2 and C6, respectively, increases the fluorescence yield and appearance of solvatochromic character. The mechanism of increasing the fluorescence yield depending on the substituents is discussed. These findings provide useful information on designing new TPy fluorophores.
Scientific journal, English - Synthesis and luminescence properties of biphenyl-type firefly luciferin analogs with a new, near-infrared light-emitting bioluminophore
Chihiro Miura; Masahiro Kiyama; Satoshi Iwano; Kazuto Ito; Rika Obata; Takashi Hirano; Shojiro Maki; Haruki Niwa
TETRAHEDRON, PERGAMON-ELSEVIER SCIENCE LTD, 69, 46, 9726-9734, Nov. 2013, Peer-reviwed, New firefly luciferin analogs of the 4,4 '-substituted biphenyl-type were synthesized. One analog with a 4 '-dimethylamino group possessed bioluminescence activity, emitting near-infrared biological window light at 675 nm suitable for deep-site bioimaging of living animals. The chemiluminescence light-emission maximum of the corresponding methyl ester of the bioluminescence active analog was 500 nm, implying that biphenyl and thiazolinone rings in the light emitter might be placed in a coplanar conformation at the polar luciferase active site. (c) 2013 Elsevier Ltd. All rights reserved.
Scientific journal, English - ホタル生物発光反応に基づくin vivoイメージング用近赤外発光材料(Inspiring Performance of the Designed Firefly Luciferin Analog Emitting Near-infrared Biological Window Light)
岩野 智; 金森 茜; 口丸 高弘; 近藤 科江; 牧 昌次郎
日本癌学会総会記事, (一社)日本癌学会, 72回, 316-316, Oct. 2013
English - Development of simple firefly luciferin analogs emitting blue, green, red, and near-infrared biological window light
Satoshi Iwano; Rika Obata; Chihiro Miura; Masahiro Kiyama; Kazutoshi Hama; Mitsuhiro Nakamura; Yoshiharu Amano; Satoshi Kojima; Takashi Hirano; Shojiro Maki; Haruki Niwa
Tetrahedron, Tetrahedron, 69, 19, 3847-3856, 13 May 2013, Peer-reviwed, Simple firefly luciferin analogs emitting blue, green, and red light were developed. The longest emission maximum was observed at 675 nm, which belongs to the NIR biological window (650-900 nm), useful for deep site bioimaging of living animals. The analogs showed a slow rise of emission intensity compared with the rapid emission of natural luciferin. The light emission of the adenylated analogs was strongly enhanced compared with those of analogs themselves.© 2013 Elsevier Ltd. All rights reserved.
Scientific journal, English - 近赤外発光ホタルルシフェリンの実現とその性能
岩野 智; 金森 茜; 口丸 高弘; 稲塚 歩佳; 牧 昌次郎; 近藤 科江; 丹羽 治樹
JSMI Report, 日本分子イメージング学会, 6, 2, 137-137, May 2013
Japanese - 5-[4-(Dimethylamino)phenyl]-2-benzamidopyrazines: fluorescent dyes based on Cypridina oxyluciferin
Takashi Hirano; Tatsuki Nakagawa; Ai Kodaka; Shojiro Maki; Haruki Niwa; Minoru Yamaji
RESEARCH ON CHEMICAL INTERMEDIATES, SPRINGER, 39, 1, 233-245, Jan. 2013, Peer-reviwed, To clarify the acyl substitution effect on the fluorescent property of Cypridina oxyluciferin analogs, which have the 4-(dimethylamino)phenyl group at C5, we compared the spectroscopic properties of benzamide 1b and its 2,6-dimethylphenyl derivative 1c in various solvents with those of acetamide 1a. Similarity of the fluorescence wavelengths of 1a-c indicates that the pi-electronic conjugation in the excited singlet (S-1) state is terminated at the acyl group and that the benzamide moiety in 1b has little effect on modulating the florescence color. The similar fluorescence solvatochromism of 1a-c reveals that their S-1 states have a similar intramolecular charge transfer character. The fact that 1a-c have various fluorescence quantum yields and lifetimes depending on solvent polarity and hydrogen bonding interactions in solutions provides information about the decay processes competing with the fluorescence process in the S-1 states. Among 1a-c, benzamide 1b exhibits the most sensitive variation of the fluorescence intensity depending on the solvent used. Similarity of the fluorescence spectra of 1a-c adsorbed in NaY zeolites was also observed, which indicates that the S-1 states of 1a-c give mobile conformers in the NaY supercages. The relationship between the molecular structures of 1a-c and their spectroscopic properties will provide a guide for designing a new fluorophore based on Cypridina oxyluciferin.
Scientific journal, English - “On the performance of newly developed Near Infrared Window-Emitting Firefly luciferin nalogs for deep site imaging”
Satoshi Iwano; Rika Obata; Satoshi Kojima; Takashi Hirano; Shojiro Maki; Haruki Niwa
The First International Synposium on Biofunctional chemistry 2012, P46, 28 Nov. 2012
Symposium, English - Spectroscopic studies of the color modulation mechanism of firefly (beetle) bioluminescence with amino-analogs of luciferin and oxyluciferin
Hirano, T; Nagai, H; Matsuhashi, T; Hasumi, Y; Iwano, S; Ito, K; Maki, S; Niwa, H; Viviani, V. R
Photochem. Photobiol. Sci., 11, 8, 1281-1284, Aug. 2012, Peer-reviwed
Scientific journal, English - Studies on (-)ESI-MS/MS of a glycosaminoglycan disaccharide N-acetyllactosamine-6,6 '-disulfate disodium salt-Charge-localization isomers
Yoko Ohashi; Masayuki Kubota; Hiroshi Hatase; Takashi Hirano; Shojiro Maki; Haruki Niwa
INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, ELSEVIER SCIENCE BV, 312, 179-184, Feb. 2012, Peer-reviwed, We previously reported the ESI-MS/MS studies on distinguishing Gal beta 1-4GlcNAc-6,6'-disulfate disodium salt from 2'-epimer,(1) namely Gal beta 1-4ManNAc-6,6'-disulfate [1]. Here, we must emphasize first that distinction of the epimeric pair was successful using either FAB or MALDI, but most effectively done by ESI mass spectrometry. However, though totally independent of our original aim of distinguishing epimers, we later realized that there were some inaccuracies in our assignment of the fragmentation path of negative product ions. Through our intensive studies to establish the right fragmentation path, we now propose a new concept of isomers caused by the difference in the localization of a negative charge in apparently the same MS1 ion of a disaccharide dibasic acid. (C) 2011 Elsevier B.V. All rights reserved.
Scientific journal, English - Spectroscopic studies of the color modulation mechanism of firefly (beetle) bioluminescence with amino-analogs of luciferin and oxyluciferin
Takashi Hirano; Hiroyuki Nagai; Takuto Matsuhashi; Yosuke Hasumi; Satoshi Iwano; Kazuto Ito; Shojiro Maki; Haruki Niwa; Vadim R. Viviani
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, ROYAL SOC CHEMISTRY, 11, 8, 1281-1284, 2012, Peer-reviwed, Spectroscopic properties of amino-analogs of luciferin and oxyluciferin were investigated to confirm the color modulation mechanism of firefly (beetle) bioluminescence. Fluorescence solvatochromic character of aminooxyluciferin analogs indicates that the bioluminescence of aminoluciferin is useful for evaluating the polarity of a luciferase active site.
Scientific journal, English - Evaluation of bioluminescence activity of firefly luciferin nucleotide derivatives
Satoshi Iwano; Satoshi Kojima; Takashi Hirano; Shojiro Maki; Haruki Niwa
ECS Transactions, The Electrochemical society, 50, 29, 1-3, 2012, Peer-reviwed, We study firefly bioluminescence to create practical bio imaging tool. Firefly bioluminescence has two serious problems
color and brightness control. We give solutions
archive multi-color emission (430 ∼ 680 nm) and Emission Enhancing Technology (EET, 1000 fold brightness than wild type). But these solutions are not enough as practical use because of low brightness (multicolor) and low stability (EET). In this study, we focused on lumenscent intensity, in fact improvement of EET was done for create practical imaging tool. © The Electrochemical Society.
International conference proceedings, English - Bioluminescence characteristics of the fruiting body of Mycena chlorophos
Kenichi Mori; Satoshi Kojima; Shojiro Maki; Takashi Hirano; Haruki Niwa
LUMINESCENCE, WILEY-BLACKWELL, 26, 6, 604-610, Nov. 2011, Peer-reviwed, Bioluminescent fungi are widely distributed on land and most belong to the class Basidomycetes. Light of about 530 nm wavelength maximum is emitted continuously. The molecular basis for the light-emitting process remains unclear. We investigated the characteristics of the bioluminescence using cultivated fruiting bodies of M. chlorophos. Only fresh fruiting bodies exhibited long-lasting light emission; rapid decay of light emission was observed with frozen and freeze-dried samples. Freeze-dried samples can be stored at room temperature under dry conditions and may be useful for the isolation of luciferin. The light emission of the fresh fruiting bodies was maintained in various buffers at varying pH; it could be stopped with pH 4 acetate buffer and could be recovered at pH 6. The isolation of luciferin from the fresh fruiting bodies might be possible by the control of buffer pH. The effect of temperature on the light emission of fruiting bodies indicated that bioluminescence in M. chlorophos may involve enzymatic reaction(s). The solubilization of bioluminescent components from the fruiting bodies could not be achieved with various surfactants. Copyright (C) 2011 John Wiley & Sons, Ltd.
Scientific journal, English - Influence of Electron-Donating and Electron-Withdrawing Substituents on the Chemiluminescence Behavior of Coelenterazine Analogs
Saito, R; Hirano, T; Maki, S; Niwa, H; M. Ohashi, M
Bull. Chem. Soc. Jpn., The Chemical Society of Japan, 84, 1, 90-99, Jan. 2011, Peer-reviwed
Scientific journal, English - Influence of Electron-Donating and Electron-Withdrawing Substituents on the Chemiluminescence Behavior of Coelenterazine Analogs
Ryota Saito; Takashi Hirano; Shojiro Maki; Haruki Niwa; Mamoru Ohashi
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, CHEMICAL SOC JAPAN, 84, 1, 90-99, Jan. 2011, Peer-reviwed, Coelenterazine analogs 3a-3e possessing various substituents at the para-position of the 6-phenyl group (R = CF3, F, H, OMe, and NMe2) were synthesized, and the chemiluminescent properties of 3a-3e in dimethyl sulfoxide (DMSO) were investigated quantitatively. Chemiluminescence maxima observed in the range of 454-478 nm showed a bathochromic shift as the electron-donating ability of R increased. Chemiluminescence quantum yields (Phi(CL)) were obtained in the range of 0.0006-0.0018. The analog 3a possessing the electron-withdrawing CF3 group showed a slight decrease in its Phi(CL) value. The fluorescence quantum yields (Phi(F)) of the light emitter, 2-acetamidopyrazine anions 4a(-)-4e(-), were observed in the range of 0.005-0.21 and showed substituent dependency in that the increment in the electron-withdrawing ability of R decreases the Phi(F) value. The efficiency of generation of the singlet-excited 4a(-)-4e(-) (Phi(s)) showed a small change in the range of 0.008-0.015. From these quantitative analyses of the quantum efficiencies, we found that an electron-donating substituent R is not required for the efficient generation of a singlet-excited light emitter, but is required for the high Phi(F) of the emitter.
Scientific journal, English - Aqueous-based synthesis of atomic gold clusters: Geometry and optical properties
S. Rath; S. Nozaki; D. Palagin; V. Matulis; O. Ivashkevich; S. Maki
APPLIED PHYSICS LETTERS, AMER INST PHYSICS, 97, 5, 053103, Aug. 2010, Peer-reviwed, Gold clusters synthesized by the solution-based growth technique have exhibited ultraviolet (UV) light emission with nearly zero Stokes shift. Atomic arrangement decided optical properties of the Au microclusters have been studied extensively. In addition to the time-of-flight mass spectra, the comparison of experimental and theoretical emission and absorption spectra confirms the presence of Au(8) clusters with the planar hexagon+1-shaped geometry. The observed UV emission is attributed to the transition from the highest occupied to the lowest unoccupied molecular orbitals of the hexagon+ 1 structured Au(8) clusters. (C) 2010 American Institute of Physics. [doi: 10.1063/1.3467261]
Scientific journal, English - Colorimetric and fluorometric sensing of the Lewis acidity of a metal ion by metal-ion complexation of imidazo[1,2-a]pyrazin-3(7H)-ones
Takashi Hirano; Takashi Sekiguchi; Daisuke Hashizume; Hiroshi Ikeda; Shojiro Maki; Haruki Niwa
TETRAHEDRON, PERGAMON-ELSEVIER SCIENCE LTD, 66, 21, 3842-3848, May 2010, Peer-reviwed, Metal-ion complexation of 7-benzylimidazo[1,2-a]pyrazin-3(7H)-one derivative (2) with Li+, Mg2+, Ca2+, Ba2+, Sc3+, and La3+ in acetonitrile resulted in successive modulations of its UV/vis absorption and fluorescence spectroscopic properties. This result indicates that 2 can be used as a calorimetric and fluorometric sensor of the Lewis acidity of a metal ion in aprotic solutions. The hypothesis that the metal-ion complex has a O10(imidazopyrazinone)-metal ion bond was supported by X-ray crystallographic analysis and quantum chemical calculations for a Li+ complex of 7-methylimidazo[1,2-a]pyrazin-3(7H)-one derivative (1). (C) 2010 Elsevier Ltd. All rights reserved.
Scientific journal, English - Synthesis and fluorescence properties of difluoro[amidopyrazinato-O,N]boron derivatives: a new boron-containing fluorophore
Sojiro Hachiya; Takayuki Inagaki; Daisuke Hashizume; Shojiro Maki; Haruki Niwa; Takashi Hirano
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 51, 12, 1613-1615, Mar. 2010, Peer-reviwed, New boron-containing fluorophores, difluoro[amidopyrazinato-O,N]boron (APB) derivatives, were prepared from amidopyrazines. The fluorescence properties of APB were successfully modulated by an aryl substitution at the C8 position. (C) 2010 Elsevier Ltd. All rights reserved.
Scientific journal, English - Synthesis and properties of bis(pyrazino[2 ',3 ':4,5]imidazole)-fused 1,2,5,6-tetrahydro-1,4,5,8,9,10-hexaazaanthracenes: a new fluorescent nitrogen-rich heterocycle
Sojiro Hachiya; Daisuke Hashizume; Shojiro Maki; Haruki Niwa; Takashi Hirano
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 51, 10, 1401-1403, Mar. 2010, Peer-reviwed, Nitrogen-rich heterocycles, bis(pyrazino[2',3':4,5]imidazole)-fused 1,2,5,6-tetrahydro-1,4,5,8,9,10-hexaazaanthracenes (BPI-HAAs) were prepared by conventional Pd(OAc)(2)/BINAP-catalyzed C-N coupling reactions of 5-aryl-3-bromoaminopyrazines. The BPI-HAA core is a planar structure with aromaticity, and this heterocycle exhibits red fluorescence and moderate electron-accepting characteristics. (C) 2010 Elsevier Ltd. All rights reserved.
Scientific journal, English - Color modulation mechanism of firefly (beetle) bioluminescence based on photochemistry
Hirano Takashi; Hasumi Yosuke; Ohtsuka Kazuhiro; Maki Shojiro; Niwa Haruki; Yamaji Minoru; Hashizume Daisuke
Luminescence, 25, 2, 97-98, 2010, Peer-reviwed - Spectroscopic Studies of the Light-Color Modulation Mechanism of Firefly (Beetle) Bioluminescence
Takashi Hirano; Yosuke Hasumi; Kazuhiro Ohtsuka; Shojiro Maki; Haruki Niwa; Minoru Yamaji; Daisuke Hashizume
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMER CHEMICAL SOC, 131, 6, 2385-2396, Feb. 2009, Peer-reviwed, To reveal the light-color modulation mechanism of firefly (beetle) bioluminescence, we investigated the spectroscopic properties of the phenolate anion 1-O- generated from 5,5-dimethyloxyluciferin (1-OH) using various base/solvent combinations. Phenolate anion 1-O- is a model compound for the keto form of wild-type oxyluciferin phenolate anion (OL-), which is postulated to be the emitter of the bioluminescence. The fluorescence maxima of 1-O- were found to depend on the base/solvent combination used, and they varied in the range 541-640 nm, which covers the almost whole range of the bioluminescence emission maximum. In a polar solvent, where (1)(1-O-)* and the countercation (the conjugate acid of a base) make a solvent-separated ion pair or a free ion couple, the emission maxima of 1-O- were found to be modulated by the solvent polarity. In a less polar solvent, where (1)(1-O-)* and the countercation are formed as a contact ion pair, the strength of the covalent character of the O8'center dot center dot center dot H bond between (1)(1-O-)* and the countercation is operative. The effect of the base/solvent combination on the emission properties of (1)(1-O-)* was also verified using fluorescence lifetime measurements and density functional theory calculations on 1-O- and its ion-pair models. On the basis of these results, we propose the following light-color modulation mechanism: (1) the light emitter is the excited singlet state of OL- [ (1)(OL-)*], and (2) light emission from (1)(OL-)* is modulated by the polarity of the active-site environment of a luciferase and the degree of covalent character of the O8'center dot center dot center dot H bond between (1)(OL-)* and a protonated basic moiety in the active site. Mechanisms for variation of the bioluminescence colors and their applications are discussed.
Scientific journal, English - CHEMIEXCITATION MECHANISM FOR CYPRIDINA (VARGULA) AND AEQUOREA BIOLUMINESCENCE
T. Hirano; H. Ohba; Y. Takahashi; S. Maki; S. Kojima; H. Ikeda; H. Niwa
BIOLUMINESCENCE AND CHEMILUMINESCENCE, WORLD SCIENTIFIC PUBL CO PTE LTD, 23, 19-22, 2009
International conference proceedings, English - Important site of luciferin on firefly bioluminescence
Shojiro A. Maki
ECS Transactions, The electrochemical society, 16, 18, 1-2, 2009, Peer-reviwed, Invited, The firefly bioluminescence is well known in the world. Although its emission efficiency is assumed the best of the earth, a color variation is aspired in top science. For producing color variation, we have innovated new technology by analyzing biofunctions. ©The Electrochemical Society.
International conference proceedings, English - Innovation of artificial Luminescence System based on Firefly Bioluminescence
S.Maki
Abstract, xx, Nov. 2008
International conference proceedings, English - Important Site of Luciferin on Firefly Bioluminescence
S.Maki
Abstract, xx, Oct. 2008
International conference proceedings, English - Study on the Bioluminescence Mechanism of the Luminous Mushroom Mycena chlorophos;various Factors affecting Luminescence Activity
K.Mori; S Kojima; S Maki; T; Hirano,H Niwa
Abstract;Luminescence, 23, 86, May 2008
International conference proceedings, English - Development of Molecular Probes based on Firefly Bioluminescence
S,Maki
Abstract, 576, May 2008
International conference proceedings, English - The reaction mechanism for the high quantum yield of Cypridina (Vargula) bioluminescence supported by the chemiluminescence of 6-aryl-2-methylimidazo[1,2-a]pyrazin-3(7H)-ones (Cypridina luciferin analogues)
Takashi Hirano; Yuto Takahashi; Hiroyuki Kondo; Shojiro Maki; Satoshi Kojima; Hiroshi Ikeda; Haruki Niwa
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, ROYAL SOC CHEMISTRY, 7, 2, 197-207, 2008, Peer-reviwed, To establish the reaction mechanism of the high-quantum-yield bioluminescence in Cypridina (Vargula), we investigated the chemiluminescence of 6-aryl-2-methylimidazo[1,2-a] pyrazin-3(7H)-ones (1H) as Cypridina luciferin analogues in DMSO-1,1,3,3-tetramethylguanidine and in diglyme-acetate buffer. We found that the chemiluminescence of 1H with an electron-donating aryl group, such as a 4-(dimethylamino) phenyl, 3-indolyl or 3-(1-methyl) indolyl group, gave a high quantum yield (Phi(CL)) in diglymeacetate buffer. This indicates that the reaction mechanism producing this high Phi(CL) involves the chemiexcitation of a neutral dioxetanone intermediate possessing an electron-donating aryl group to the singlet excited state of neutral acetamidopyrazine (the light emitter). In addition, we investigated the. fluorescence of acetamidopyrazines and performed DFT calculations for neutral dioxetanones and the transition states (TS) of the dioxetanone's decomposition. The results made it clear that the electron-donating aryl group gives the TS and the singlet-excited acetamidopyrazine (S-1) a strong intramolecular charge transfer (ICT) character, and their similar ICT character leads to the ICT TS -> S-1 route in the charge transfer-induced luminescence (CTIL) mechanism for efficient chemiexcitation. The reaction mechanism of the chemiluminescence of 1H can explain the highly efficient chemiexcitation of Cypridina bioluminescence.
Scientific journal, English - Development of molecular probes based on firefly bioluminescence
Shojiro A. Maki
ECS Transactions, 13, 20, 51-52, 2008, Peer-reviwed, Invited, Firefly bioluminescence enhancement technology is discovered by confirming on rate-determining step of luciferase reaction. This technology can apply to luciferin analogues having various emission colors. ©The Electrochemical Society.
International conference proceedings, English - Novelπ-Electron Systems for Indicator Dyes Based on the Bioluminescent Chromophores
T. Hirano; N. Kodama; Y. Takamuki; S. Fujio; D. Hashizume; S. Maki; H. Niwa
Abstracts, 131, Jul. 2007
International conference proceedings, English - Synthesis and Properties of Novel N-Containing π-Conjugated Molecules: Pyrazinoimidazole-Fused Hexaazaanthrasenes
S. Hachiya; D. Hashizume; S. Maki; S. Kojima; H. Niwa; T. Hirano
Abstracts p 150, 150, Jul. 2007
International conference proceedings, English - Mechanistic Study on the Cypridina (Vargula) Bioluminescence Reaction
Hirano, T; Takahashi, Y; Kondo, H; Ikeda, H; Maki, S; Niwa, H
Proceedings of the 14th International Symposium on Bioluminescence and Chemiluminescence: Chemistry, Biology and Applications, Ed. by A. A. Szalay, P. J. Hill, L. J. Kricka, and P. E. Stanley, 11-14, 2007, Peer-reviwed
International conference proceedings, English - MECHANISTIC STUDY ON THE CYPRIDINA (VARGULA) BIOLUMINESCENCE REACTION
T. Hirano; Y. Takahashi; H. Kondo; H. Ikeda; S. Maki; H. Niwa
BIOLUMINESCENCE AND CHEMILUMINESCENCE: CHEMISTRY, BIOLOGY AND APPLICATIONS, WORLD SCIENTIFIC PUBL CO PTE LTD, 21, 11-+, 2007
International conference proceedings, English - Chemical approach to firefly bioluminescence reactio
S.Kojima; S.Maki; T.Hirano.H.Niwa
212-213, Jan. 2007
International conference proceedings, English - Chemical approaches for enhanced firefly bioluminescence
S. Kojima; S. A. Maki; T. Hirano; H. Niwa
LUMINESCENCE, WILEY-BLACKWELL, 21, 5, 279-279, Sep. 2006
International conference proceedings, English - Electrolysis and its hybrid methods applied to decomposition of endocrine disrupting chemicals
Naomi Takagami; Kazuhiro Ohtsuki; Shojiro Maki; Haruki Niwa; Shin-ichi Hatanaka; Shigeo Hayashi
ELECTROCHEMISTRY, ELECTROCHEMICAL SOC JAPAN, 74, 8, 599-602, Aug. 2006, Peer-reviwed, Rate constants for decomposition reaction were measured for several phenols, i.e., bisphenol A, p-chlorophenol, p-octylphenol, 2,4-dichlorophenol, p-tert-butylphenol and for two other chemicals, benzophenone and PCB compounds in waste oil. The following methods were adopted: electrolysis, photolysis, sonolysis, photolytic electrolysis, and sonolytic electrolysis. The initial concentration was fixed at 50 mg/L except for the PCB, for which the concentration for all the isomers was 500 ng/L. The solvent was water, but for chemicals with insufficient solubility, mixtures with alcohols were used. Additional application of ultrasound led to remarkable enhancement for p-chlorophenol and 2,4-dichlorophenol. The electrolysis rate constant for PCB compounds was comparable to that for the phenols. Benzophenone was decomposed 10 times as slow as the phenols partly because of the solvent containing alcohols.
Scientific journal, English - Chemiluminescence of 6-aryl-2-methylimidazo[1,2-a]pyrazin-3(7H)-ones in DMSO/TMG and in diglyme/acetate buffer: support for the chemiexcitation process to generate the singlet-excited state of neutral oxyluciferin in a high quantum yield in the Cypridina (Vargula) bioluminescence mechanism
Yuto Takahashi; Hiroyuki Kondo; Shojiro Maki; Haruki Niwa; Hiroshi Ikeda; Takashi Hirano
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 47, 34, 6057-6061, Aug. 2006, Peer-reviwed, The chemiluminescence of 6-aryl-2-methylimidazo [1,2-a]pyrazin-3 (7 H) -ones (Cypridina luciferin analogues) in DMSO/ 1,1,3,3-tetramethylguanidine and in diglyme/acetate buffer was investigated. The results indicate that the reaction mechanism that produces a high chemiluminescence quantum yield involves a chemiexcitation process from a neutral dioxetanone intermediate possessing an electron-donating aryl group (sigma(Ar) <-0.6) to the singlet-excited state of neutral acetamidopyrazine. This result may be applied to the reaction mechanism for Cypridina (Vargula) bioluminescence. (c) 2006 Elsevier Ltd. All rights reserved.
Scientific journal, English - Chemistry on Oxygenation Site in Firefly Luciferase
S. Kojima; S. Maki; T. Hirano; H. Niwa
CD, Jul. 2006
International conference proceedings, English - Real light emitter in the bioluminescence of the calcium-activated photoproteins aequorin and obelin: light emission from the singlet-excited state of coelenteramide phenolate anion in a contact ion pair
Kotaro Mori; Shojiro Maki; Haruki Niwa; Hiroshi Ikeda; Takashi Hirano
TETRAHEDRON, PERGAMON-ELSEVIER SCIENCE LTD, 62, 26, 6272-6288, Jun. 2006, Peer-reviwed, Fluorescence of the phenolate anion (3(O)(-)) and the amide anion (5(N)(-)) of coelenteramide analogues in ion pairs with various counter cations was systematically investigated to elucidate the ionic structure of the light emitter in the bioluminescence of the calcium-activated photoproteins aequorin and obelin. The fluorescent properties of 3(O)- in an ion pair with a conjugate acid of an organic base (BASE-H+) were varied depending on the structural variation of the ion pair and the solvent polarity. In particular, the fluorescence of 3(O)- in the ion pair with the conjugate acid of n-butylamine (NBA-H+) indicates that the singlet-excited state of 3(O)(-) ((1)3(O)(-)*) and NBA-H+ make a contact ion pair in which the fluorescence emission maxima of 3(O)- is sensitive to the solvent polarity and the fluorescence quantum yields of 3(O)- increase in a less polar solvent. The results also confirm that (1)3(O)-* is a twisted intramolecular charge transfer state. By contrast, the fluorescence of 5(N)(-) in an ion pair depends little on the BASE-H+ or the solvent polarity. Based on these results, we conclude that the light emitter in aequorin and obelin bioluminescences is the singlet-excited state of coelenteramide phenolate anion 2(O)(-)((1)2(O)(-)*) in a contact ion pair with an imidazolium side chain of a histidine residue, which is located at the less polar active sites of the photoproteins. We also propose a mechanism for the bioluminescence reaction, including the chemiexcitation process to give (1)2(O)(-)*. (c) 2006 Elsevier Ltd. All rights reserved.
Scientific journal, English - Sugar Stereochemistry on Mass Spectrometry
Y. Ohashi; H. Hatase; T. Hirano; S. Maki; H. Niwa
CD, May 2006
International conference proceedings, English - Electron-transfer in the Reaction Mechanism of the Cypridina Bioluminescence
T. Hirano; H. Kondo; Y. Takahashi; Y. Hayakawa; H. Ikeda; S. Maki; H. Niwa
Abstracts p 14, 14, Apr. 2006
International conference proceedings, English - Cypridina Bio- and Chemiluminescence Mechanism: A Factor to Determine the Luminescence
Y. Takahashi; H. Kondo; S. Maki; H. Niwa; H. Ikeda; T. Hirano
Abstracts, 562, Apr. 2006
International conference proceedings, English - Physical Property and Chemiluminescence of -Conjugated Bisimidazopyrazinone Derivatives
N. Kodama; M. Niibe; S. Obata; S. Maki; H. Niwa; T. Hirano
Abstracts, 564, Apr. 2006
International conference proceedings, English - Synthesis and Properties of Novel Fluorescent Nitrogen-containing -Conjugated Molecule
S. Hachiya; D. Hashizume; S. Maki; H. Niwa; T. Hirano
Abstracts, 596, Apr. 2006
International conference proceedings, English - Construction of a new firefly bioluminescence system using L-luciferin as substrate
M Nakamura; K Niwa; S Maki; T Hirano; Y Ohmiya; H Niwa
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 47, 7, 1197-1200, Feb. 2006, Peer-reviwed, L-Luciferin can be converted into D-luciferin with an enzyme/co-factor system consisting of firefly luciferase, an esterase, ATP, Mg2+, and coenzyme A. By this means, a new firefly bioluminescence system can be constructed that uses L-luciferin as the substrate. (c) 2005 Published by Elsevier Ltd.
Scientific journal, English - Substituent effects on the kinetics for the chemiluminescence reaction of 6-arylimidazo[1,2-a]pyrazin-3(7H)-ones (Cypridina luciferin analogues): Support for the single electron transfer (SET)-oxygenation mechanism with triplet molecular oxygen
Hiroyuki Kondo; Takayuki Igarashi; Shojiro Maki; Haruki Niwa; Hiroshi Ikeda; Takashi Hirano
Tetrahedron Letters, 46, 7701-7704, 07 Nov. 2005, Kinetics of chemiluminescence reactions of 2-methyl-6-phenylimidazo[1,2-a] pyrazin-3(7H)-one (1c, Cypridina luciferin analogue) and substituent effects of the 6-aryl group of derivatives 1 strongly suggest that the rate-determining step is a single electron transfer from an anion derived from 1 to a triplet molecular oxygen (O2) in the oxygenation process. © 2005 Elsevier Ltd. All rights reserved. - Substituent effects on the spectroscopic properties of solvatochromic 2-phenylimidazo[1,2-a]pyrazin-3(7H)-ones: an effective control for the colorimetric sensor properties
Y Takamuki; S Maki; H Niwa; H Ikeda; T Hirano
TETRAHEDRON, PERGAMON-ELSEVIER SCIENCE LTD, 61, 42, 10073-10080, Oct. 2005, Peer-reviwed, Substituent effects on the spectroscopic properties of a solvatochromic compound, 7-methyl-2-phenylimidazo[1,2-a]pyrazin-3(7H)-one (1c), using derivatives 1 with a para-substituent R on the phenyl group, were investigated systematically. In the UV/visible absorption spectra, the solvatochromic property of I originating from hydrogen-bonding interactions was effectively regulated by the substituent effects. In particular, the cyano derivative le showed significant solvatochromism with a wide color variation range and a high sensitivity toward solvents. Similarly, the fluorescence of I showed a redshift as the electron-withdrawing property of R increased. The substituent effects were evaluated by AM1-COSMO calculations, which also suggested that derivatives 1 are good electron donors and that the electron-donating ability is regulated by R. This was confirmed by the observation of low oxidation potentials and the formation of charge-transfer complexes with tetracyanoethylene. Absorption-spectrum changes of le and le caused by metal-ion complexation were also compared, showing that the cyano derivative le is a good colorimetric sensor for the Lewis acidity of the metal ions. From these observations, it was established that para-substitution of R on the phenyl group of le caused successive modulations of the colorimetric sensor properties. (c) 2005 Elsevier Ltd. All rights reserved.
Scientific journal, English - Development of Mitigation Technology for Endocrine Disrupters by using Electrochemical Method
Shojiro Maki; Takashi Hirano; Haruki Niwa
947, Sep. 2005
International conference proceedings, English - Evident differences in FAB MS/MS spectra of the anomeric pair of a glycero-type ganglioside 1-O-octadecyl-3-O-N-acetylneuraminyl-sn-glycerol sodium salt
Yoko Ohashi; Hiroshi Hatase; Mitsuhiro Nakamura; Eiko Wada; Isao Kijima-Suda; Shojiro Maki; Takashi Hirano; Haruki Niwa; Yoshitaka Nagai
ThP036, Jun. 2005
International conference proceedings, English - Mass Spectrometry of Regio-specifically-13C-Labeled Phenylalanine
Hiroshi Hatase; Mitsuhiro Nakamura; Yoko Ohashi; Takashi Hirano; Shojiro Maki; Haruki Niwa
WP406, Jun. 2005
International conference proceedings, English - Firefly luciferase exhibits bimodal action depending on the luciferin chirality
M Nakamura; S Maki; Y Amano; Y Ohkita; K Niwa; T Hirano; Y Ohmiya; H Niwa
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, ACADEMIC PRESS INC ELSEVIER SCIENCE, 331, 2, 471-475, Jun. 2005, Peer-reviwed, Firefly luciferase is able to convert (L)-luciferin into luciferyl-CoA even under ordinary aerobic luciferin-luciferase reaction conditions. The luciferase is able to recognize strictly the chirality of the luciferin structure, serving as the acyl-CoA synthetase for (L)-luciferin, whereas (D)-luciferin is used for the bioluminescence reaction. (D)-Luciferin inhibits the luciferyl-CoA synthetase activity Of (L)-luciferin, whereas (L)-luciferin retards the bioluminescence reaction Of (D)-luciferin, meaning that both enzyme activities are prevented by the enantiomer of its own substrate. © 2005 Elsevier Inc. All rights reserved.
Scientific journal, English - Development of the chemistry of the imidazopyrazionone-bioluminescence system: From the bio- and chemiluminescence mechanism to a design of sensor molecules
T Hirano; S Nakai; S Sekiguchi; S Fujio; S Maki; H Niwa
Bioluminescence & Chemiluminescence: Progress and Perspectives, WORLD SCIENTIFIC PUBL CO PTE LTD, 117-120, 2005
International conference proceedings, English - 6,8-diarylimbazo[1, 2-a]pyrazin-3(7H) - Ones as potential chemiluminescent pH/superoxide double sensors
R Saito; N Suga; A Katoh; S Maki; T Hirano; H Niwa
Bioluminescence & Chemiluminescence: Progress and Perspectives, WORLD SCIENTIFIC PUBL CO PTE LTD, 335-338, 2005
International conference proceedings, English - Bioluminescence activity of Latia luciferin analogues: replacement of the 2,6,6-trimethylcyclohexene ring onto the methyl-substituted phenyl groups
M Nakamura; M Mamino; M Masaki; S Maki; R Matsui; S Kojima; T Hirano; Y Ohmiya; H Niwa
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 46, 1, 53-56, Jan. 2005, Peer-reviwed, A series of Latia luciferin analogues having methyl-substituted phenyl groups instead of the natural 2.6.6-trimethylhexene ring was synthesized and their bioluminescence activity were measured. The Latia luciferase was found to be able to moderately recognize the appropriately methyl-substituted phenyl analogues with the same light production kinetics as. that of natural luciferin. (C) 2004 Elsevier Ltd. All rights reserved.
Scientific journal, English - Electron-transfer oxygenation mechanism in the chemiluminescence reaction of imidazo[1,2-a]pyrazin-3(7H)-one with triplet dioxygen
Hiroyuki Kondo; Takayuki Igarashi; Shojiro Maki; Haruki Niwa; Hiroshi Ikeda; Takashi Hirano
Tetrahedron Letters, 46, 7701-7704, 2005, Peer-reviwed, ウミホタル生物発光反応を確立するため,6位のフェニル基上に種々置換基を導入した誘導体を用いて,詳細な化学発光反応の速度論を解析した.この結果,反応機構中,酸素化過程が電子移動によって支配されていることを明らかにした.
Scientific journal, English - Characterization of [1-13C]-Specifically Labeled Amino Acids Using ESIMS/MS in the Selected Reaction Monitoring Mode
Yoko Ohashi; Hiroshi Hatase; Mitsuhiro Nakamura; Takashi Hirano; Shojiro Maki; Haruki Niwa
Journal of the Mass Spectrometry Society of Japan, the Mass Spectrometry Society of Japan, 53, 309-314, 2005, Peer-reviwed
Scientific journal, English - Regioselective phenyl-substitution effects on the solvatochromism of 2-phenylimidazo[1,2-a]pyrazin-3(7H)-one derivatives: expansion of the color variation range of a visible indicator for the proton donor ability of solvents
S Fujio; D Hashizume; Y Takamuki; M Yasui; F Iwasaki; S Maki; H Niwa; H Ikeda; T Hirano
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 45, 46, 8531-8534, Nov. 2004, Peer-reviwed, Phenyl-substitution to the C8 position of an imidazopyrazinone ring resulted in the significant bathochromic shift of the lowest energy band, while the substitution to the C6 position does not produce such a shift. This provides evidence that a color variation range of the solvatochromism of 2-phenylimidazopyrazinone derivatives depends strongly on the position of phenyl-substitution. Results indicated that an imidazopyrazinone with the phenyl groups at the C2 and C8 positions acts as a potential indicator of the proton donor ability of solvents. (C) 2004 Elsevier Ltd. All rights reserved.
Scientific journal, English - Substituent effects on the solvatochromism of 2-phenylimidazopyrazinones: Effective control of the color variation range and sensitivity toward an indication of the proton-donor ability of solvents by an electron-withdrawing group substitution
Y Takamuki; S Maki; H Niwa; H Ikeda; T Hirano
CHEMISTRY LETTERS, CHEMICAL SOC JAPAN, 33, 11, 1484-1485, Nov. 2004, Peer-reviwed, A para-substitution on the phenyl group of 2-phenylimida-zopyrazinone successively resulted in a change of the solvato-chromic property, especially of the color-variation range and sensitivity to solvents, demonstrating that derivatives possessing an electron-withdrawing group are preferable as potential indicators of the proton-donor ability of solvents.
Scientific journal, English - Development of Mitigation Technology for Endocrine Disrupters by using Electrochemical Method
Kazuhiro Ohtsuki; Shojiro Maki; Takashi Hirano; Haruki Niwa; Shinichi Hatanaka; Shigeo Hayashi
246, Sep. 2004
International conference proceedings, English - Synthesis and chemiluminescence of novel p-conjugated bisimidazopyrazinone derivatives
Mika Niibe; Susumu Obata; Shojiro Maki; Haruki Niwa; Takashi Hirano
Luminescence,19,No.3,P166, Aug. 2004
International conference proceedings, English - Spectral control of 2-arylimidazopyrazinone derivatives: substituent and an interaction with biological molecules
Yoshiharu Takamuki; Shojiro Maki; Haruki Niwa; Takashi Hirano
luminescence, luminescence, 19, 3, 177-177, Aug. 2004, Peer-reviwed, ウミホタル等生物発光基質の誘導体2-アリルイミダゾピラジノンの分光学的性質に及ぼす置換基効果を確立し,その生体分子認識機能について発表した.
International conference proceedings, English - The chemiluminescence reaction mechanism of imidazopyrazinones: Effects of the reaction conditions for the chemiluminescence
Hiroyuki Kondo; Shojiro Maki; Haruki Niwa; Takashi Hirano
luminescence, 19, 3, 155-155, Aug. 2004, Peer-reviwed
International conference proceedings, English - Ionic structure of the excited light – emitter in the calcium – activated photoprotein bioluminescence”
Kotaro Mori; Shojiro Maki; Haruki Niwa; Takashi Hirano
Luminescence, 19, No. 3, p. 14, Aug. 2004
International conference proceedings, English - Synthesis and bioluminescent activity of the Latia luciferin analogs
Yoshiharu Amano; Mitsuhiro Nakamura; Shojiro Maki; Takashi Hirano; Yoshihiro Ohmiya; Haruki Niwa
Luminescence, 19, No. 3, p. 24, Aug. 2004
International conference proceedings, English - Synthesis and bioluminescent activity of the Latia luciferin analogs
Yoshiharu Amano; Mitsuhiro Nakamura; Shojiro Maki; Takashi Hirano; Yoshihiro Ohmiya; Haruki Niwa
Luminescence, 19, No. 3, p. 24, Aug. 2004
International conference proceedings, English - Chemistry of Imidazopyrazinone Bioluminescence: Development of Solvatochromic Sensor Molecules
Takashi Hirano; Yoshiharu Takamuki; Shunsuke Fujio; Shunichiro Nakai; Shojiro Maki; Haruki Niwa
270, Jul. 2004
International conference proceedings, English - Synthesis of Latia luciferin benzoate analogues and their bioluminescent activity
M Nakamura; M Masaki; S Maki; R Matsui; M Hieda; M Mamino; T Hirano; Y Ohmiya; H Niwa
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 45, 10, 2203-2205, Mar. 2004, Peer-reviwed, The bioluminescent system of the univalve shell Latia neritoides exhibits a luciferin-luciferase reaction. We study the enol formate structure of Latia luciferin, which is expected to be important for luminescent activity. The Latia luciferin analogues with an enol substituted benzoate moiety were synthesized and their bioluminescent activity was measured. The Latia luciferin benzoate analogues delay emission for natural luciferin in bioluminescence, indicating that the Latia bioluminesent activity can be controlled by the design of the enol ester. (C) 2004 Elsevier Ltd. All rights reserved.
Scientific journal, English - P-9 Effect of ultrasonic and photic irradiation on electrolysis of endocrine disruptors(Poster presentation)
TAKAGAMI Naomi; MAKI Shojiro; NIWA Haruki; HATANAKA Shin-ichi; HAYASHI Shigeo
Proceedings of the Annual Meeting of the Japan Society of Sonochemistry, The Japan Society of Sonochemistry, 13, 100-102, 2004, Degradation of 2,4-dicholophenol, p-tert-butylphenol, and benzophenone was performed by the three methods; electrolysis, photo-irradiated electrolysis and sono-irradiated electrolysis. 2,4-dicholophenol was dissolved in water. p-tert-butylphenol was dissolved in aqueous 30 vol% methanol solution and benzophenone was dissolved in aqueous 50 vol% ethanol solutions since these substance are scarcely soluble in water. The sono-irradiated electrolysis decomposed 2,4-dicholophenol and p-tert-butylphenol faster than the other methods, but these methods were of similar decomposition rate for benzophenone. The effctiveness of sono-irradiated electrolysis decreased in the order of 2,4-dicholophenol, p-tert-butylphenol and benzophenone. Cavitation effects rather than stirring effects of the ultrasounds probably played an important role in the sono- irradiated electrolysis.
Japanese - Metal-ion complexation of imidazo[1,2-a]pyrazin-3(7H)-ones: continuous changes in absorption spectra of complexes depending on the Lewis acidity of the metal ion
T Sekiguchi; S Maki; H Niwa; H Ikeda; T Hirano
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 45, 5, 1065-1069, Jan. 2004, Peer-reviwed, The spectroscopic properties of metal-ion complexes of several imidazopyrazinone derivatives with Li+, Mg2+, Ca2+, Ba2+, Sc3+, and La3+ ions were studied. The spectral characteristics and the formation constants of the complexes changed continuously depending on the Lewis acidity of the metal ion, suggesting that the imidazopyrazinones can find application as indicators of Lewis acidity. In the case of bis-imidazopyrazinone derivatives, the complexation abilities were enhanced by chelate effects. (C) 2003 Elsevier Ltd. All rights reserved.
Scientific journal, English - Fundamental studies on the structures and spectroscopic properties of imidazo[1,2-a]pyrazin-3(7H)-one derivatives
S Nakai; M Yasui; M Nakazato; F Iwasaki; S Maki; H Niwa; M Ohashi; T Hirano
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, CHEMICAL SOC JAPAN, 76, 12, 2361-2387, Dec. 2003, Peer-reviwed, The fundamental physical properties of 2-methyl and 2-phenylimidazo[1,2-a]pyrazin-3(7H)-one 1 and 2, and their N- and O-alkylated derivatives 3-6 have been investigated by X-ray crystallography, UV/vis absorption spectroscopy, NMR, and AMl-COSMO calculations. The crystal structures of 3 and 4 showed that the imidazo[1,2-a]pyrazin-3(7H)-one (imidazopyrazinone) pi-system has a planar ring structure and a weakened carbonyl character of the C3-O10 bond, suggesting that the imidazopyrazinone pi-system has the character of a zwitter-ionic resonance structure to increase the aromaticity. The data concerning the bond length alternations and the NMR chemical shifts of 1-4 also support that their imidazopyrazinone rings have small portions of aromatic character. In addition, imidazopyrazinone derivatives 1-4 showed solvatochromism originating by hydrogen-bonding interactions with hydrogen-bond donor solvent molecules; derivatives 1 and 2 prefer to be the NH form isomers in their tautomeric equilibriums. These observations were consistently evaluated by MO calculations. The physical properties of protonated species of 1-6 and anion species of 1 and 2 were also established. The fundamental properties of the imidazopyrazinone pi-system explain the several problems of the chemi- and bioluminescence reactivities of imidazopyrazi none derivatives and of the construction of a bioluminescent supramolecule.
Scientific journal, English - Unusual adduct ion to neutral sample molecules in (-) ESIMS entity of C4H9O2-”
Yoko Ohashi; Herbert Budzikiewicz; Masaki Nakazato; Takashi Hirano; Shojiro Maki; Haruki Niwa
51ST, Jul. 2003
International conference proceedings, English - Fundamental Chemistry in the Imidazopyrazinone-bioluminescence System
Takashi Hirano; Shunichiro Nakai; Shunsuke Fujio; Takashi Sekiguchi; Yoshiharu; Takamuki; Hiroyuki Kondo; Shojiro Maki; Haruki Niwa
42, Jul. 2003
International conference proceedings, English - Design of Probe Molecules from Bioluminescence Hydrolysis Reactivity of Imidazopyrazine Ester Derivatives
Hiroyuki Kondo; Shojiro Maki; Haruki Niwa; Takashi Hirano
703, Jul. 2003
International conference proceedings, English - Fluorescence Properties of the Light-emitter in Aequorin Bioluminescence- Coelenteramide Anion Species
Kotaro Mori; Toshiteru Enomoto; Yoshihiro Ohmiya; Shojiro Maki; Haruki Niwa; Takashi Hirano
454, Jul. 2003
International conference proceedings, English - Design of Sensor Molecules from Bioluminescence System
Takashi Hirano; Shunichiro Nakai; Shunsuke Fujio; Takashi Sekiguchi; Yoshiharu; Takamuki; Hiroyuki Kondo; Shojiro Maki; Haruki Niwa
701, Jul. 2003
International conference proceedings, English - Development of Mitigation Technology for Endocrine Disrupters by using Electrochemical Method
Shojiro Maki
2583, Apr. 2003
International conference proceedings, English - Hydrogenolysis-free Hydrogenation using Pd black Catalyst Deposited on Pd Sheet
Shojiro Maki; Makiko Okawa; Toshimichi Makii; Takashi Hirano; Haruki Niwa
ITE Letters, 4, 49-54, Apr. 2003, Peer-reviwed, 金属パラジウム表面に吸着したパラジウム黒を触媒として用いることで,加水素分解がおこらず,オレフィンの水素添加のみ起こる有機合成に有用な反応を見出した.
Scientific journal, English - Pd Black Deposited on Polypropylene Sheet as a Highly Selective Catalyst for Hydrogenation of Alkenes
Shojiro Maki; Makiko Okawa; Toshimichi Makii; Takashi Hirano; Haruki Niwa
Tetrahedron Letters, Elsevier Ltd., 44, 3717-3721, Mar. 2003, Peer-reviwed, 様々なオレフィンの水素添加反応について,ポリプロピレンシート表面に吸着したパラジウム黒を触媒として用いると,市販触媒では達成困難な選択的水素添加反応ができることを見出した.
Scientific journal, English - P8 Comparison between sonolytic and electrolytic degradation of hazardous organic compounds(Enviromental Application)
OHTSUKI Kazuhiro; MAKI Shojiro; NIWA Haruki; HATANAKA Shin-ichi; HAYASHI Shigeo
Proceedings of the Annual Meeting of the Japan Society of Sonochemistry, The Japan Society of Sonochemistry, 12, 78-80, 2003, Sonochemical degradation of p-chlorophenol, bisphenol A and p-n-octylphenol was performed, while it was compared with electrolytic degradation. Under the condition where the sonolysis of p-chlorophenol was almost the same rate as the electrolysis, bisphenol A was decomposed much faster by the sonolysis, in contrast to the faster degradation of p-n-octylphenol by the electrolysis. The ultrasound was irradiated with a concave transducer at 500 kHz and 25℃ liquid temperature under argon. The preliminary experiments clarified that in our ultrasonic irradiation system the degradation rate of p-chlorophenol at 500 kHz was slightly faster than that at 250 kHz. The rates were faster in the following order of ambient gas: air, oxygen and argon. The rate in 25℃ solution was faster than that in 5℃ solution. The electrolysis was performed using platinum electrodes for both anode and cathode at the constant current of 10 mA. The rate of electrolysis increased with the current as expected. On the other hand, sonochemical reactions depend on many experimental parameters. Therefore, the obtained order of the degradation rates between the sonolysis and electrolysis should not be always valid. The molecular approach to the degradation mechanism should resolve the complexity of our results.
Japanese - Fundamental Chemistry of The Luminescent Substrate in Aequorin Bioluminescence
Takashi Hirano; Shunichiro Nakai; Shunsuke Fujio; Takashi Sekiguchi; Masanori Yasui; Masaki Nakazato; Fujiko Iwasaki; Shojiro Maki; Haruki Niwa
248, Jul. 2002
International conference proceedings, English - Preparation of deoxygenated derivatives of neoanisatin, a neurotoxic sesquiterpenoid having a beta-lactone
K Obitsu; S Maki; T Hirano; H Niwa
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, CHEMICAL SOC JAPAN, 75, 2, 347-354, Feb. 2002, Peer-reviwed, Seven deoxygenated neoanisatin derivatives were prepared from anisatin and neoanisatin by utilizing methoxalyl ester/tributylstannane (n-Bu3SnH) deoxygenation procedure coupled with a novel dehydration reaction of neoanisatin.
Scientific journal, English - Preparation and Toxic Property of Carbapicrotoxinin, a Cyclopropane-containing Analog of GABA-antagonistic Sesquiterpenoid
Kazuyoshi Obitsu; Shojiro Maki; Takashi Hirano; Haruki Niwa
ITE Letters, ITE Letters, 3, 358-361, 2002, Peer-reviwed, 植物毒ピクロトキニンのシクロプロパン誘導体を含むいくつかの誘導体を合成し,そのGABAアンタゴニスト活性を見出した.
Scientific journal, English - Reduction in Desorption Mass spectrometry: Multiple Protonation on Flavins without Charge increment
Yoshiyuki Itoh; Yoko Ohashi; Akio Hayashi; Toshimichi Shibue; Shojiro Maki; Takashi Hirano; Haruki Niwa
J. Mass Spectrom. Soc. Jpn, Mass Spectrom. Soc. Jpn, 50, 52-57, 2002, Peer-reviwed, イソアロキサジン環を有するフラビン類は生体内で酸化還元反応に関わる有機化合物として重要である.質量分析法,特にFAB法,ESI法,MALDI法におけるフラビン類の生成イオン種を詳細に分析したところ,イオン化段階で酸化還元反応を起こし,特有のイオン化学種を生成することを見出した.
Scientific journal, English - Fluorescence properties of phenolate anions of coelenteramide analogues: the light-emitter structure in aequorin bioluminescence
Y Imai; T Shibata; S Maki; H Niwa; M Ohashi; T Hirano
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, ELSEVIER SCIENCE SA, 146, 1-2, 95-107, Dec. 2001, Peer-reviwed, To elucidate the ionic structure of the excited state of light-emitter coelenteramide in aequorin bioluminescence, the fluorescent properties of phenolate anions of coelenteramide analogues were investigated. Fluorescence of phenolate anion in non-polar solvents was observed by electronic excitation of a 1: 1 hydrogen-bonded complex of a coelenteramide analogue with a hydrogen-bond donor molecule such as n-butylamine. In polar solvents, the phenolate anion was directly generated using a base, and its fluorescence was studied. These results confirm that the singlet-excited state of phenolate anion of coelenteramide has an intramolecular CT character, and that its fluorescence emission wavelength changes depending upon solvent polarity. The fluoro-substituent effect on the fluorescent property of phenolate anions was also clarified to help in explaining the bioluminescent property of fluorinated semi-synthetic aequorin. These results consistently support the assignment that the phenolate anion is the ionic structure of the excited light-emitter in BFP during AQ bioluminescence. (C) 2001 Elsevier Science B.V. All rights reserved.
Scientific journal, English - Effect of solvent and hydrogen during selective hydrogenation
S Maki; Y Harada; R Matsui; M Okawa; T Hirano; H Niwa; M Koizumi; Y Nishiki; T Furuta; H Inoue; C Iwakura
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 42, 47, 8323-8327, Nov. 2001, Peer-reviwed, Described is the solvent effect for the chemoselective hydrogenation of alkenes having a benzyloxy group (Bn-O-) using a hydrogenation system employing atomic hydrogen permeating through a Pd sheet electrode. (C) 2001 Elsevier Science Ltd. All rights reserved.
Scientific journal, English - On the bioactive conformation of the rhodopsin chromophore: Absolute sense of twist around the 6-s-cis bond
Y Fujimoto; J Ishihara; S Maki; N Fujioka; T Wang; T Furuta; N Fishkin; B Borhan; N Berova; K Nakanishi
CHEMISTRY-A EUROPEAN JOURNAL, WILEY-V C H VERLAG GMBH, 7, 19, 4198-4204, Oct. 2001, Peer-reviwed, Incubation of opsin with synthetic 6-s-locked retinoids 2a and 2b only led to pigment formation from the alpha-locked 2a, the CD spectrum of which was similar to that of native rhodopsin (Rh). This establishes that the 6-s-bond of the chromophore in rhodopsin is cis, and that its helicity is negative. Earlier cross-linking studies showed that the 11 -cis to all-trans photoisomerization occurring in the batho-Rh to lumi-Rh conversion induces a flip over of the side carrying the ring moiety. The GTP-binding assay of pigment Rh-(2a), incorporating retinal analogue 2a, has shown that its activity is 80% that of the native pigment. That is. the overall conformation around the 6-s bond is retained in the steps leading to G-protein activation.
Scientific journal, English - Hydrogenolysis-free hydrogenation by Pd black powder catalyst
S Maki; M Okawa; R Matsui; T Hirano; H Niwa
SYNLETT, GEORG THIEME VERLAG KG, 10, 1590-1592, Oct. 2001, Peer-reviwed, A new general method of hydrogenolysis-free hydrogenation using a commercially available Pd black powder catalyst has developed.
Scientific journal, English - 50(P-7) The Absolute Conformation of the Retinal in Rhodopsin
Fujimoto Yukari; Ishihara Jun; Maki Shojiro; Fujioka Naoko; Wang Tao; Xie Rongyuan; Tully Sarah E.; Furuta Takumi; Fishkin Nathan; Borhan Babak; Decatur John; Berova Nina; Nakanishi Koji
Symposium on the Chemistry of Natural Products, symposium papers, Symposium on the chemistry of natural products, 43, 293-298, 01 Sep. 2001, The visual pigment rhodopsin (Rh) is comprised of an apoprotein opsin and 11-cis-retinylidene chromophore. Due to the steric interactions in Rh, the chromophore is twisted around the C6/C7 and C12/C13 single bonds. In order to determine the absolute sense of the twists, we have synthesized enantiomeric pairs of structure-locked retinal analogues, 2a/2b for the C6/C7 twist, and 3a/3b (13-trans) and 3c/3d (13-cis) for the C12/C13 twist. The twist around the 6-s-bond: The artificial retinal 2a and 2b were submitted to the binding study with opsin. It was found that 2a bound to opsin, generating the rhodopsin analog, Rh-(2a), whereas no binding was observed at 2b. Molecular modeling yielded the lowest energy conformation of 2a with a-35°twist around the C6/C7 bond. The CD of Rh-(2a) closely resembled that of native rhodopsin. In addition, a GTP binding assay showed Rh-(2a) to be 80% as active as the native pigment. The present results establish the absolute sense of helicity around 6-s-cis bond as being negative. The twist around the 12-s-bond: The binding study of 3a/3b and 3c/3d were performed. The β-locked analogs 3a and 3c bound to opsin, but not 3b and 3d. NMR measurements and molecular modeling of 3a showed that the lowest energy conformation has twist chair form of the seven-membered ring, and the C12/C13 twist was positive. However, the CD of Rh-(3a) exhibited only a weak positive CE and no obvious exciton couplet. It is possible that the CE represents the positive wing of the compressed chromophore as the CD of 3a, but the results implied that an opsin compression effect forces the chromophore in Rh-(3a) to be flattened. Efforts are ongoing to determine the absolute sense of twist around the chromophoric 12-s-bond, which is not clear in the recently determined x-ray structure of rhodopsin (2.8 A resolution) and controversial according to several other experimental and theoretical studies.
Japanese - 86(P-43) SYNTHETIC STUDY OF GINKGOLIDE B
Obitsu Kazuyoshi; Makii Toshimichi; Hashizume Yoshinobu; Maki Shojiro; Hirano Takashi; Niwa Haruki
Symposium on the Chemistry of Natural Products, symposium papers, Symposium on the chemistry of natural products, 43, 509-514, 01 Sep. 2001, Ginkgolide B isolated from Ginkgo biloba as a bitterer principle is a potent platelet-activating factor (PAF) antagonist, and is highly oxygenated cage molecule possessing a spiro[4.4]nonane skeleton, three lactone rings, one tetrahydrofuran ring, and an unusual tert-butyl group. The intriguing structure and characteristic biological activity have make ginkgolide B to be a challenging synthetic target. Described are recent results on synthetic study of ginkgolide B. Commercially available 3 was converted into spiro[4.4]nonane derivative 6 through acetylenic derivative 5. Spiro[4.4]nonane derivative 6 was converted into tricyclic compound 12 containing the ABDrings of ginkgolide B. Tricyclic compound 12 was converted into enone 21. The quarternalization of C-9 in 21 is now under investigation.
Japanese - EVALUATION OF THE ABSOLUTE SENSE OF TWIST OF RETINAL IN RHODOPSIN AROUND C6 AND C7
Jun Ishihara; Shojiro Maki; Naoko Fujioka; Tao Wang; Takumi Furuta; Nina Berova; Koji Nakanishi
CD2001 8th international conference on CD, 89, Sep. 2001
International conference proceedings, English - Purification and Characterization of the Luciferase from the Freshwater Snail, Latia neritoides
Satoshi Kojima; Shojiro Maki; Takashi Hirano; Haruki Niwa; Yoshihiro Ohmiya
The 11th International Symposium on Bioluminesence and Chemluminescence,Abstracts, 57, Sep. 2001
International conference proceedings, English - Development of Hydrogenolysis-free Hydrogenation Selective Pd black Catalyst Deposited on Pd Sheet
Shojiro Maki; Makiko Okawa; Ryo Matsui; Takashi Hirano; Haruki Niwa
International Symposium on Integrated Synthesis 2001 (ISIS2001), 25-26, Jun. 2001
International conference proceedings, English - Mass spectrometric characterization of FAD, FMN and riboflavin: Analogy to the biological redox reaction
Yoshiyuki Itoh; Yoko Ohashi; Akio Hayashi; Toshimichi Shibue; Shojiro Maki; Takashi Hirano; Haruki Niwa
49th Annual ASMS Conference - Chicago, Abstracts, 817, May 2001
International conference proceedings, English - Systematic studies on synthesis, structural elucidation, and biological evaluation of A-ring diastereomers of 2-methyl-1 alpha,25-dihydroxyvitamin D-3 and 20-epi-2-methyl-1 alpha,25-dihydroxyvitamin D-3
H Takayama; K Konno; T Fujishima; S Maki; ZP Liu; D Miura; M Chokki; S Ishizuka; C Smith; HF DeLuca; K Nakagawa; M Kurobe; T Okano
STEROIDS, ELSEVIER SCIENCE INC, 66, 3-5, 277-285, Mar. 2001, Peer-reviwed, All possible A-ring diastereomers of 2-methyl-1 alpha ,25-dihydroxyvitamin D-3 (2) and 20-epi-2-methyl-1 alpha ,25-dihydroxyvitamin D-3 (3) were synthesized by palladium-catalyzed coupling reaction of A-ring 'enyne' synthons with CD-ring portions. The A-ring synthons were rationally synthesized via a novel and practical route, starting with methyl (R)-(+)- and (S)-(-)-3-hydroxy-2-methyl-propionate, in good yields. X-ray crystallographic analysis of 2 alpha -methyl-1 alpha ,25-dihydroxyvitamin D-3 (2b) and conformational analysis of the A-ring of 2 alpha -methyl-(2b) and 2 beta -methyl-14 alpha ,25-dihydroxyvitamin D-3 (2F) were carried out, and the results are described. All A-ring diastereomers (2 and 3), thus synthesized, were biologically evaluated both in vitro and in vivo. The biologic potency was highly dependent on the stereochemistry of the A-ring substituents. In particular, 2b showed 4-fold higher vitamin D receptor [VDR] binding activity than the natural hormone, and its 20-epimer (3b) exhibited exceptionally high activity, 12-fold more potent in VDR binding, 7-fold in calcium mobilization, and 590-fold in induction of human promyelocytic leukemia (HL-60) cell differentiation as compared with the natural hormone. Further, the 20-epi-2P-Me-1 beta, 3 alpha (OH)(2) isomer (3g) had significant biologic potencies compared to the natural hormone despite having 1 beta -OH configuration. The transcriptional activities on human osteocalcin gene promoter, including VDRE in transfected mammalian cells, were also evaluated. Finally, there was a clear contrast between the effects of the 2-methyl group on the HL-60 cell differentiation- and apoptosis-inducing activities of 2 and 3. (C) 2001 Elsevier Science Inc. All rights reserved.
Scientific journal, English - "Improved Syntheses of Watasenia Preluciferin (Coelenterazine) and Watasenia Luciferin (Coelenterazine Disulfate), and Site Specific Syntheses of the Coelenterazine Monosulfates"
S. Kojima; S. Maki; H. Niwa; T. Hirano; M. Ohashi; F. I. Tsuji
ITE Letters, ITE Letters, 2, 393-397, 2001, Peer-reviwed, ホタルイカの発光基質ルシフェリンは海洋性発光生物における発光基質セレンテラジンの2つのフェノールが硫酸化されたものである.本報告ではホタルイカルシフェリンにおける硫酸基の必然性を検討するため,各種アナログの合成を行った.セレンテラジンの高効率合成法を新たに構築し,その手法を利用することによりセレンテラジンのフェノールに対する選択的合成法を確立することに成功した.
Scientific journal, English - Photochemical Properties of the Related Compounds to Aequorin Bioluminescence
Hirano, T; Imai, Y; Nakai, S; Iga, Y; Fujio, S; Sekiguchi, T; Yasui, K; Maki, S; Niwa, H; Ohashi, M
#, Dec. 2000
International conference proceedings, English - Synthesis, biological evaluation, and conformational analysis of A-ring diastereomers of 2-methyl-1,25-dihydroxyvitamin D-3 and their 20-epimers: Unique activity profiles depending on the stereochemistry of the A-ring and at C-20
K Konno; T Fujishima; S Maki; ZP Liu; D Miura; M Chokki; S Ishizuka; K Yamaguchi; Y Kan; M Kurihara; N Miyata; C Smith; HF DeLuca; H Takayama
JOURNAL OF MEDICINAL CHEMISTRY, AMER CHEMICAL SOC, 43, 22, 4247-4265, Nov. 2000, Peer-reviwed, All eight; possible A-ring diastereomers of 2-methyl-1,25-dihydroxyvitamin D-3 (2) and 2-methyl-20-epi-1,25-dihydroxyvitamin D-3 (3) were convergently synthesized. The A-ring enyne synthons 19 were synthesized starting with methyl(S)-(+)- or (R)-(-)-3-hydroxy-2-methylpropionate (8). This was converted to the alcohol 14 as a 1:1 epimeric mixture in several steps. After having been separated by column chromatography, each isomer led to the requisite A-ring enyne synthons 19 again as 1:1 mixtures at C-1. Coupling of the resulting A-ring enynes 20a-h with the CD-ring portions 5a,b in the presence of a Pd catalyst afforded the 2-methyl analogues 2a-h and 3a-h in good yield. In this way, all possible A-ring diastereomers were synthesized. The synthesized analogues were biologically evaluated both in vitro and in vivo. The potency was highly dependent on the stereochemistry of each isomer. In particular, the alpha alpha beta -isomer 2g exhibited 4-fold higher potency than 1 alpha ,25-dihydroxyvitamin D-3 (1) both in bovine thymus VDR binding and in elevation of rat serum calcium concentration and was twice as potent, as the parent compound in HL-60 cell differentiation. Furthermore, its 20-epimer, that is, 20epi-alpha alpha beta 3g, exhibited exceptionally high activities: 12-fold higher in VDR binding affinity, 7-fold higher in calcium mobilization, and 590-fold higher in HL-60 cell differentiation, as compared to 1 alpha ,25-dihydroxyvitamin D3 (1). Accordingly, the double modification of 2-methyl substitution and 20-epimerization resulted in unique activity profiles. Conformational analysis of the A-ring by H-1 NMR and an X-ray crystallographic analysis of the alpha alpha beta -isomer 2g are also described.
Scientific journal, English - Facile cleavage of vicinal tertiary diols, by pyridinium dichromate
S Maki; J Ishihara; K Nakanishi
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, INDIAN CHEMICAL SOC, 77, 11-12, 651-655, Nov. 2000, Peer-reviwed, Invited, Vicinal tertiary diols with diaxial hydroxyl groups are cleaved selectively by PDC (pyridinium dichromate) under mild conditions to give the corresponding diketones in high yields.
Scientific journal, English - 93(P-2) Molecular Bases on Latia Bioluminescence
Kojima Satoshi; Nabetani Takuji; Itoh Yoshiyuki; Maki Shojiro; Hirano Takashi; Niwa Haruki; Suzuki Chie; Ohmiya Yoshihiro; Kinumi Tomoya
Symposium on the Chemistry of Natural Products, symposium papers, Symposium on the chemistry of natural products, 42, 553-558, 01 Oct. 2000, (1) Purification of Latia luciferase was achieved by a 5-step procedure including affinity chromatography on a Con A-supported column. (2) The purified luciferase exhibited a luciferin/luciferase reaction with Latia luciferin (1) without any cofactors such as "purple protein," and gave the same bioluminescence spectrum as those obtained with the crude luciferase containing "purple protein," indicating that the light emitter of Latia bioluminescence is a fluorophore present in the luciferase molecule. (3) The bioluminescent-active luciferase was found to have a molecular mass of 150kDa and to be present as an oligomer of bioluminescent-inactive monomers having a molecular mass of 31kDa. (4) The Latia luciferase was found to be a glycoprotein. The glycoside moiety may be important for keeping the oligomeric structure and/or for bioluminescence reaction. (5) Studies on substrate specificity using a series of luciferin analogs suggested that the Latia luciferase recognized strictly the 2,6,6-trimethylcyclohexene ring moiety in the luciferin structure. The enol acetate analogue (E-6) possessed 60% activity compared to natural luciferin (1) with an enol formate structure, indicating the formate moiety to be not essential for the Latia bioluminescence reaction.
Japanese - Novel Reactions of Anisatins
Kazuyoshi Obitsu; Shojiro Maki; Takashi Hirano; Haruki Niwa; メNovel Reactions of Anisatins
2000 International Symposium on Organic Reactions, 272-273, Oct. 2000
International conference proceedings, English - Isoquinoline formation by a novel photochemical intermolecular cycloaddition of 1,1-diphenylethene derivatives to 1,4-dicyanobenzene
H Ishii; Y Imai; T Hirano; S Maki; H Niwa; M Ohashi
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 41, 33, 6467-6471, Aug. 2000, Peer-reviwed, Phenanthrene-sensitized photoreaction of 1,1-diphenylethene (DPE) derivatives and 1,4-dicyanobenzene (DCNB) in benzene leads to a novel intermolecular cycloaddition to give isoquinoline derivatives as a novel synthetic method. The feasibility of this reaction was dependent upon the side chain structure of DPE derivatives, which would regulate the stability of radical cation DPE+. in a highly polar exciplex, and/or a contact radical ion pair, by hyperconjugation or neighboring group participation. (C) 2000 Elsevier Science Ltd. All rights reserved.
Scientific journal, English - Bioluminescence activity of Latia luciferin analogs
S Kojima; S Maki; T Hirano; Y Ohmiya; H Niwa
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 41, 22, 4409-4413, Jun. 2000, Peer-reviwed, Latia luciferin analogs were synthesized and their bioluminescence activities were measured. The Latia luciferase was found to recognize strictly the 2,6,6-trimethylcyclohexene ring moiety in the luciferin structure. While the enol ether analogs exhibited no bioluminescence activity, the corresponding enol acetate analog possessed 60% activity compared to natural luciferin having an enol formate structure, implying that the initial step of the light producing reaction is an enzymatic hydrolysis to yield the corresponding enolate anion. (C) 2000 Elsevier Science Ltd. All rights reserved.
Scientific journal, English - Selective Alkene Hydrogenation with Atomic Hydrogen Permeating through a Pd Sheet Electrode
Shojiro Maki; Yasuhiro Harada; Ryo Matsui; Takashi Hirano; Haruki Niwa; Yasuki Yoshida; Setsuro Ogata; Shuji Nakamatsu; Hiroshi Inoue; ChiakiIwakura
The 197th Meeting of the Electrochemical Society (Tronto, Canada),Abstract, 211, May 2000
International conference proceedings, English - Synthesis, chemi- and bioluminescence properties, and photolysis of a coelenterazine analogue having a photoreactive azido group
JL Zheng; FQ Chen; T Hirano; Y Ohmiya; S Maki; H Niwa; M Ohashi
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, CHEMICAL SOC JAPAN, 73, 2, 465-469, Feb. 2000, Peer-reviwed, A photoreactive analogue of coelenterazine having an azido group was synthesized. The analogue showed similar chemi- and bioluminescence properties to those of the natural coelenterazine. Photolysis of the analogue in the presence of diethylamine gave a derivative azepine as the major product.
Scientific journal, English - Selective alkene hydrogenation with atomic hydrogen permeating through a Pd sheet electrode
S Maki; Y Harada; T Hirano; H Niwa; Y Yoshida; S Ogata; S Nakamatsu; H Inoue; C Iwakura
SYNTHETIC COMMUNICATIONS, TAYLOR & FRANCIS INC, 30, 19, 3575-3583, 2000, Chemoselective hydrogenation of olefinic double bonds without concomitant hydrogenolysis of allylic and benzylic C-O linkages was performed successfully by the aid of active hydrogen permeated through a Pd sheet electrode.
Scientific journal, English - Selective alkene hydrogenation with atomic hydrogen permeating through a Pd sheet electrode
S Maki; Y Harada; T Hirano; H Niwa; Y Yoshida; S Ogata; S Nakamatsu; H Inoue; C Iwakura
SYNTHETIC COMMUNICATIONS, TAYLOR & FRANCIS INC, 30, 19, 3575-3583, 2000, Peer-reviwed, Chemoselective hydrogenation of olefinic double bonds without concomitant hydrogenolysis of allylic and benzylic C-O linkages was performed successfully by the aid of active hydrogen permeated through a Pd sheet electrode.
Scientific journal, English - Bioorganic Studies of The Visual System
Shimon Ben-Shabat; Nina Berova; Babak Borham; Yukari Fujimoto; Yasuhiro Itagaki; Jianghua Liu; Shojiro. Maki; Koji Nakanishi; Craig Parish; Maria Souto; Janet Sparrow; Xiaoyun Wu; Rongyuan Xie
Twelfth Annual Industrial Associates Symposium, Dept. of Chemistry Columbia University, Dept, Aug. 1999
International conference proceedings, English - Novel oxidation of vitamin D-2 by an electrochemical method
K Konno; S Maki; H Takayama
CHEMICAL & PHARMACEUTICAL BULLETIN, PHARMACEUTICAL SOC JAPAN, 47, 5, 711-712, May 1999, Peer-reviwed, Novel oxidation of vitamin D-2 was achieved by an electrochemical method. Under the conditions employing a metal salt-hematoporphyrin-O-2-cathodic reduction system, only the conjugated triene moiety of vitamin D-2 was affected, giving the cleavage products, while the double bond in the side chain remained intact.
Scientific journal, English - Regiocontrolled construction of functionalized spiro[4,4]nonanones through mercury(II) salt-assisted and acid-induced spiroannulation reactions
Y Hashizume; S Maki; M Ohashi; H Niwa
SYNTHETIC COMMUNICATIONS, MARCEL DEKKER INC, 29, 7, 1223-1233, 1999, Peer-reviwed, The mercuric(II)-assisted spiroannulation reactions of the enol silyl ethers derived from alpha-(4-pentynyl)-cyclopentanones 8a and 11 gave functionalized spiro[4.4]nonanones, exo-3 and exo-4, respectively, in moderate yields. On the other hand, the treatment of 8a and 8b with methanesulfonic acid provided endo-3 in high yield.
Scientific journal, English - Synthesis of (+/-)-isoitalicene by electrolysis under irradiation as a key step
Y Harada; S Maki; H Niwa; T Hirano; S Yamamura
SYNLETT, GEORG THIEME VERLAG, 12, 1313-1314, Dec. 1998, Peer-reviwed, By utilizing electrolysis under irradiation, isoitalicene possessing a unique tricycle [5.4.0.0(1,5)] undec-8-ene skeleton was efficiently synthesized in high yield from a phenol derivative bearing an olefinic side chain.
Scientific journal, English - Synthesis of dimethyl gloiosiphone A
Y Hashizume; S Maki; M Ohashi; H Niwa
SYNLETT, GEORG THIEME VERLAG, 12, 1357-1358, Dec. 1998, Peer-reviwed, A formal total synthesis of dimethyl gloiosiphone A (1) possessing a novel, densely oxygenated spiro[4.4]nonanedione framework was achieved starting with 6-methylenespiro[4.4]nonan-1-one.
Scientific journal, English - Stereoselective tandem cyclization of 1,1-diphenyl-1,n-alkadienes via photoinduced electron transfer reaction
H Ishii; R Yamaoka; Y Imai; T Hirano; S Maki; H Niwa; D Hashizume; F Iwasaki; M Ohashi
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 39, 51, 9501-9504, Dec. 1998, Peer-reviwed, The photoinduced electron transfer reaction of 1,1-diphenyl- 1,n-alkadienes in the presence of phenanthrene and 1,4-dicyanobenzene as a sensitizer and an electron acceptor, respectively gave intramolecular tandem cyclization products in highly stereocontrolled manner. (C) 1998 Elsevier Science Ltd. All rights reserved.
Scientific journal, English - A novel and practical route to A-ring enyne synthon for 1 alpha,25-dihydroxyvitamin D-3 analogs: synthesis of A-ring diastereomers of 1 alpha,25-dihydroxyvitamin D-3 and 2-methyl-1,25-dihydroxyvitamin D-3 (vol 8, pg 151, 1998)
K Konno; S Maki; T Fujishima; ZP Liu; D Miura; M Chokki; H Takayama
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 8, 19, 2817-2817, Oct. 1998, Peer-reviwed, ビタミンD3のA環部2位をメチル基を導入して修飾し,さらに両側にある水酸基の相対立体と共に全8種類の異性体をそれぞれ合成した.これらの構造活性相関について検証した.
Scientific journal, English - The application of electroorganic chemical reaction
S Maki; H Niwa
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, SOC SYNTHETIC ORGANIC CHEM JPN, 56, 9, 725-735, Sep. 1998, Peer-reviwed, The chemical, site-specific oxidations of saturated hydrocarbons as mimic for biological process are important subjects in synthetic organic chemistry. Such oxidations are seldom achieved in conventional chemistry. The development of such methodology is challenging, extensive studies which are currently ongoing in many laboratories. Recently we found that the electrochemical oxidation can achieve the site-specific hydroxylation of a certain inactivated methine and methylene groups in moderate or good yields. Further we achieved stereoselective chlorination of steroidal double bonds and selective cleavage of styrylic olefins as well as the triene of Vitamin D-2 by electrolysis. Descried herein are the scope and limitation, and the synthetic application of such electrochemical oxidation reactions.
Scientific journal, Japanese - Structure elucidation and fluorescent property of the light-emitter in aequorin bioluminescence.
T Hirano; T Shibata; Y Ohmiya; S Maki; H Niwa; Ohashi, I
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, AMER CHEMICAL SOC, 216, U746-U746, Aug. 1998
International conference proceedings, English - Fluorescent properties of model chromophores of tyrosine-66 substituted mutants of Aequorea green fluorescent protein (GFP)
S Kojima; H Ohkawa; T Hirano; S Maki; H Niwa; M Ohashi; S Inouye; FI Tsuji
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 39, 29, 5239-5242, Jul. 1998, Peer-reviwed, In an ethanol-glass marix at 77 K, model compounds of the chromophores of recombinant GFP-Y66F, GFP-Y66W, and GEP-Y66H exhibited fluorescence properties close to those of the corresponding mutant proteins. (C) 1998 Elsevier Science Ltd. All rights reserved.
Scientific journal, English - Bioluminescent properties of fluorinated semi-synthetic aequorins
T Hirano; Y Ohmiya; S Maki; H Niwa; M Ohashi
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 39, 31, 5541-5544, Jul. 1998, Peer-reviwed, Bioluminescent properties of semi-synthetic aequorins containing coelenterazine analogues possessing fluoro group(s) on the 6-(4-hydroxyphenyl) group match the fluorescent behavior of the phenolate anions of the corresponding fluorinated coelenteramide analogues, indicating that the phenolate anion of coelenteramide is the light-emitter in aequorin bioluminescence. (C) 1998 Elsevier Science Ltd. All rights reserved.
Scientific journal, English - Stereoselective chlorination of steroidal 5,6-olefin by an electrochemical method; A convenient synthesis of blattelastanoside B
S Maki; K Konno; S Ohba; H Takayama
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 39, 21, 3541-3542, May 1998, Peer-reviwed, Stereoselective chlorination of cholesterol (1) was achieved by an electrochemical method to give a dichloride 2 and a cholohydrin 3. Using this procedure, blattelastanoside B (6), an aggregation pheromone of the German cockroach, was synthesized from beta-sitosterol (5) in short steps. (C) 1998 Elsevier Science Ltd. All rights reserved.
Scientific journal, English - A novel, stereoselective photo-Ritter reaction of 1,1-diphenyl-1,6-heptadiene via photoindnced electron transfer reaction
H Ishii; T Hirano; S Maki; H Niwa; M Ohashi
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 39, 18, 2791-2792, Apr. 1998, Peer-reviwed, Irradiation of a wet acetonitrile nitrile solution of 1,1-diphenyl-1,6-heptadiene in the presence of 1,4-dicyanobenzene and phenanthrene provided cis-1-acetamido-3-(diphenylmethyl)cyclohexane in high yields with high stereoselectivity. Several examples leading to cis-1-acylamino-3-(diphenylmethyl)cyclohexanes were also described. (C) 1998 Elsevier Science Ltd. All rights reserved.
Scientific journal, English - A novel and practical route to A-ring enyne synthon for 1α,25-dihydroxyvitamin D3 analogs: Synthesis of A-ring diastereomert of 1α,25-dihydroxyvitamin D3 and 2-methyl-1,25-dihydroxyvitamin D3
Katsuhiro Konno; Shojiro Maki; Toshie Fujishima; Liu Zhaopeng; Daishiro Miura; Manabu Chokki; Hiroaki Takayama
Bioorganic and Medicinal Chemistry Letters, 8, 2, 151-156, 20 Jan. 1998, Peer-reviwed, A novel and practical route to the A-ring enyne synthon (2), which can be versatile far a variety of A-ring analogs of 1α,25-dihydroxyvitamin D3 (1), was developed. This novel method led to an improved synthesis of the A-ring diastereomers of 1, the compounds 13-15, and synthesis of the new analogs, 2-methyl-1,25-dihydroxyvitamin D3 (4) with its all possible diastereomers. The biological evaluation of the 2-methyl analogs showed the ααβ-isomer to be more potent than 1.
Scientific journal, English - Facile cleavage reactions of styrylic olefins using electrochemical methods
S Maki; H Niwa; T Hirano
SYNLETT, GEORG THIEME VERLAG, 12, 1385-1386, Dec. 1997, Negative constant current electrolysis of styrylic olefins in an aqueous solvent resulted in the oxidative cleavage of the double bonds, giving carbonyl compounds in good yields. The double bond conjugated with more than one aromatic ring was selectively cleaved.
Scientific journal, English - Novel dehydration reaction of neoanisatin and transformation of neoanisatin into anisatin
J Yoshizawa; K Obitsu; S Maki; H Niwa; T Hirano; M Ohashi
SYNLETT, GEORG THIEME VERLAG, 12, 1387-1388, Dec. 1997, Peer-reviwed, Reaction of neoanisatin with methyl oxalyl chloride in pyridine gave a novel dehydration product, from which anisatin was prepared.
Scientific journal, English - Improved Syntheses of Watasenia Preluciferin (Coelenterazine), Watasenia Luciferin (Coelenterazine Disulfate), and the Related Monosulfates
Satoshi Kojima; Shojiro Maki; Takashi Hirano; Haruki Niwa; Mamoru Ohashi; Frederick I. Tsuji
The Nagoya COE Conference on Molecular Mechanism of Biofunctions, Abstracts, 51, Oct. 1997
International conference proceedings, English - Selective oxidation of terminal isopropyl groups to tertiary alcohols by electrochemical methodology
S Maki; K Konno; H Takayama
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 38, 40, 7067-7070, Oct. 1997, Selective oxidation of terminal isopropyl groups to the corresponding tertiary alcohols by an electrochemical method is described. Under the conditions using the T1(TFA)(3)-hematoporphyrin-O-2-cathodic reduction system, several substrates such as cholesterol (1) and Grundmann's alcohol (3) gave the corresponding tertiary alcohols 2 and 4, respectively, in reasonable yield. (C) 1997 Elsevier Science Ltd.
Scientific journal, English - SYNTHESIS AND BIOLOGICAL ACTIVITIES OF 2-METHYL ANALOGS OF 1,25-DIHYDROXYVITAMIN D3
Katsuhiro Konno; Toshie Fujishima; Zaopeng. Liu; Shojiro Maki; Hiroaki Takayama
Fifth Annual Brown University Symposium on Vitamin D, Abstracts, Providence, Providence, Sep. 1997
International conference proceedings, English - Abnormal reactivity of anisatin and neoanisatin to samarium iodide hexamethylphosphorictriamide
K Obitsu; S Maki; H Niwa; T Hirano; M Ohashi
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 38, 23, 4111-4112, Jun. 1997, Peer-reviwed, Reactions of anisatin and neoanisatin with SmI2 in the presence of HMPA give novel products having an oxaadamanthane skeleton accompanied by decarboxylation from the spiro beta-lactone functionality. (C) 1997 Elsevier Science Ltd.
Scientific journal, English - Novel Oxidation of Vitamin D and Their Related Compounds by Electrochemical Methodology
Shojiro Maki; Katsuhiro Konno; Takahiro Suzuki; Hiroaki Takayama
Tenth Workshop on Vitamin D, Abstracts, 203, May 1997
International conference proceedings, English - Synthesis and Biological Activities of 2-Methyl-1, 25-Dihydoxyvitamin D3
Katsuhiro Konno; Shojiro Maki; Zaopeng. Liu; Toshie Fujishima; Takairo Suzuki; Hiroaki Takayama
10th Workshop on Vitamin D, Abstracts, 8, May 1997
International conference proceedings, English - Novel Dehydration Reaction of Neoanisatin and Trasformation of Neoanisatin into Anisatin(共著)
Yoshizawa, J; Obitsu, K; Maki, S; Niwa, H; Hirano, T; Ohashi, M
Synlett., 1389-1390, 1997, Peer-reviwed
Scientific journal, English - A Novel Approach to Functionalized Polycyclic Systems; New Aspects of The Chemistry of 2-acyl derivatives of 4H, 6H,-thieno[3,4-c]furan 5,5-dioxide
Katsuhiro Konno; Shojiro Maki; Takahiro Suzuki; Hiroaki Takayama
17th International Symposium on the Organic Chemistry of Surfur,Abstracts, 144, Jul. 1996
International conference proceedings, English - The first synthesis of 24,24-difluoro-1α-hydroxyvitamin D3 by means of radical deoxygenation of alcohols
Fumihiro Kondo; Shojiro Maki; Katsuhiro Konno; Hiroaki Takayama
Chemical and Pharmaceutical Bulletin, Pharmaceutical Society of Japan, 44, 1, 62-66, 1996, Peer-reviwed, The first synthesis of the title compound 4, a novel analog of 1α- hydroxyvitamin D (α-calcidiol) that might be therapeutically useful, is described. A key feature in the synthesis is the radical deoxygenation of the diol 21, which was prepared according to the previously reported procedure starting from 17. The resulting deoxygenated product 22 with the desired side-chain moiety was finally led to 4 in a conventional manner. Some aspects of the unusual reactivity of 25-OH on radical deoxygenation are also discussed.
Scientific journal, English - "Synthesis of 24,24-Difluoro-1α-hydroxyvitamin D3. Unusual Reactivity of Tertiary Alcohol Adjacent to gem-Difluoro Group on Radical Deoxygenation. "
Fumihiro Kondo; Shojiro Maki; Katsuhiro Konno; Hiroaki Takayama
Chem. Pharm. Bull. ,, The Pharmaceutical Society of Japan, 44, 62-66, 1996, Peer-reviwed, ビタミンD3は,1位と側鎖25位のヒドロキシル化で活性化され,24位のヒドロキシル化で不活化される.そこで24位の2つの水素をフッ素置換して,酵素的ヒドロキシル化を阻害したアナログを合成した.
Scientific journal, English - Biomimetic Oxidation with Activated Oxygen Produced by Electrochemical Methodology
Shojiro Maki; Katsuhiro Konno; Hiroaki Takayama
Proceedings of 1996 International Symposium on Organic Reactions, 166, 1996
International conference proceedings, English - NOVEL-APPROACH TO FUNCTIONALIZED POLYCYCLIC SYSTEMS - NEW ASPECTS OF THE DIELS-ALDER REACTIONS OF 2-ACYL DERIVATIVE OF 4H,6H-THIENO[3,4-C]FURAN 5,5-DIOXIDE
S MAKI; K KONNO; H TAKAYAMA
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, ROYAL SOC CHEMISTRY, 19, 2025-2026, Oct. 1995, Peer-reviwed, 側鎖にオレフィン部を有するフランスルホレンをディールス・アルダー反応に付すと,環化付加体が得られる.本系にモレキュラーシーブス4Aを共存させると,反応が促進されると同時に収率が向上することを見いだした.
Scientific journal, English - OXIDATION OF ALLYLIC ALCOHOLS BY MEANS OF ELECTROCHEMICAL METHODOLOGY - NOVEL REARRANGEMENT OF PRENOL UNDER DIRECT ANODIC-OXIDATION CONDITIONS
S MAKI; K KONNO; H TAKAYAMA
CHEMISTRY LETTERS, CHEMICAL SOC JAPAN, 7, 559-560, Jul. 1995, Peer-reviwed, Electrochemical oxidation of naturally occurring allylic alcohols is described. Under direct anodic oxidation conditions, prenol 1 was readily oxidized, followed by rearrangement presumably on the surface of the anodic electrode, to give 3-hydroxy-2,2'-dimethyl- 1,1'-dimerhoxy propane 2 in high yield, whereas geraniol 5 afforded citral 6 under the same conditions.
Scientific journal, English - NOVEL-APPROACH TO FUNCTIONALIZED POLYCYCLIC SYSTEMS - LEWIS-ACID INDUCED REARRANGEMENTS OF 7-OXA-2,3-DIMETHYLENENORBORNENE DERIVATIVES
K KONNO; S MAKI; S SAGARA; H TAKAYAMA
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 36, 11, 1865-1866, Mar. 1995, Peer-reviwed, The 7-oxa-2,3-dimethylenenorbornene derivative 3, synthesized previously from 4H,6H-thieno[3,4-c]furan 5,5-dioxide (1) via its 2-acyl derivative 2, readily rearranged ro give 5 by treatment with Lewis acids in high yield.
Scientific journal, English - SYNTHESES AND BIOLOGICAL ACTIVITIES OF 24, 24-DIFLUORO- VITAMIN D3 ANALOGS"
Katsuhiro Konno; Shojiro Maki; Hiroaki Takayama
AIMECS 95, Program, Abstracts and Handbook, 27, 1995
International conference proceedings, English - FACILE SYNTHESIS OF BOTH LINEAR AND ANGULAR TRIQUINANES FROM THE TRICYCLO[5.4.0.0(1,5)]UNDEC-9-ENE-8,11-DIONE EFFICIENTLY PRODUCED BY A COMBINATION OF ELECTROCHEMICAL AND PHOTOCHEMICAL-REACTIONS
S MAKI; K TOYODA; T MORI; S KOSEMURA; S YAMAMURA
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 35, 27, 4817-4818, Jul. 1994, Peer-reviwed, Both linear and angular triquinanes have been efficiently synthesized from 9-methoxy-6 alpha-methoxycarbonyl-2 beta-methyltricyclo[5.4.0.0(1,5)]undec-9-ene-8,11-dione.
Scientific journal, English - Synthetic Studies on Natural Products by Using Anodic Oxidation of Phenols as a Key Step
Shosuke Yamamura; Shojiro Maki
The Electrochemical Society, Extended Abstracts 1, 1156, 1994
International conference proceedings, English - FACILE SYNTHESIS OF TRICYCLO[5.4.0.01,5]UNDEC-9-ENE-8,11-DIONES FROM PHENOLS WITH AN OLEFIN BEARING AN ELECTRON-ATTRACTING GROUP AT THE SIDE-CHAIN
S MAKI; S KOSEMURA; S YAMAMURA; S OHBA
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 34, 38, 6083-6086, Sep. 1993, Peer-reviwed, 3,4-Dimethoxyphenol with a trans p-nitrostyryl group at the side chain was electrolyzed in acetic anhydride containing nBu4NBF4 to afford a tricyclo[5.3.1.0(1.5)]undec-9-ene-8,11-dione, while the cis isomer was converted into a tricyclo[5.4.0.0(1,5)]undec-9-ene-8,11-dione as a major product. In the case of several phenols with an alpha,beta-unsaturated ketone or ester grouping, the corresponding tricyclo[5.4.0.0(1,5)]undec-9-ene-8,11-diones were also obtained in good yields.
Scientific journal, English - STEREOSPECIFIC SYNTHESIS OF TRICYCLO[5.3.1.01,5]UNDEC-9-ENE-8,11-DIONES BY MEANS OF ELECTROCHEMICAL METHODOLOGY AND THEIR BASE-CATALYZED FRAGMENTATION REACTION
S MAKI; K TOYODA; S KOSEMURA; S YAMAMURA
CHEMISTRY LETTERS, CHEMICAL SOC JAPAN, 6, 1059-1062, Jun. 1993, Peer-reviwed, Several tricyclo[5.3.1.0(1,5)]undec-9-ene-8,11-diones have been synthesized in stereospecific manner, by using electrochemical oxidation of the corresponding phenols with trans or cis para-halo substituted styryl group. Two of the products were subjected to base-catalyzed fragmentation reaction to afford two different types of bicyclic compounds selectively, one of which has been readily converted into a triquinane-type compound.
Scientific journal, English - Synthetic Studies on Bioactive Natural Products by Using Anodic Oxidation of Phenols as a Key Step
Shosuke Yamamura; Shojiro Maki
The Electrochemical Society, Extended Abstracts,, vol. 93-1, 2225, 1993
International conference proceedings, English - FACILE SYNTHESES OF SOME TRANSHYDROAZULENES BY MEANS OF ELECTROCHEMICAL METHODOLOGY COUPLED WITH BASE-CATALYZED FRAGMENTATION REACTION
S MAKI; N ASABA; S KOSEMURA; S YAMAMURA
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 33, 29, 4169-4172, Jul. 1992, Peer-reviwed, Some phenols with an olefinic side chain have been electrolyzed under various conditions to afford tricyclo[5.3.1.0(1,5)]undec-9-en-8,11-diones. These products were treated with potassium carbonate in methanol to give rise to the corresponding trans-hydroazulenes which are regarded as a promising synthetic intermediate of bioactive sesqui- and diterpenoids.
Scientific journal, English - ELECTROCHEMICAL SYNTHESIS OF A TRICYCLO[5.4.0.0(1,5)]UNDEC-9-EN-8,11-DIONE AND ITS CONVERSION TO A TRIQINANE-TYPE COMPOUND
S MAKI; S KOSEMURA; S YAMAMURA; S KAWANO; S OHBA
CHEMISTRY LETTERS, CHEMICAL SOC JAPAN, 4, 651-654, Apr. 1992, Peer-reviwed, 9-Methoxy-6-beta-(3',4'-dimethoxyphenyl)-2-beta,5-alpha-dimethyltricyclo[5.4.0.0(1,5)]undec-9-en-8,11-dione has been synthesized by using electrochemical oxidation of the corresponding phenol and then readily converted into a triquinane-type compound in 8 steps.
Scientific journal, English - INTRAMOLECULAR REACTION OF ELECTROGENERATED PHENOXY CATIONS WITH AN OLEFIN BEARING AN ELECTRON-RELEASING GROUP AT THE SIDE-CHAIN
S MAKI; T SUZUKI; S KOSEMURA; Y SHIZURI; S YAMAMURA
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 32, 37, 4973-4976, Sep. 1991, Peer-reviwed, Some phenols with an olefinic side chain have been electrolyzed under various conditions to afford both intramolecular [5 + 2]cycloaddition products and spiro compounds depending on solvent, substituents on the olefinic double bond and others. These reaction products are regarded as a synthetic key intermediate of bioactive terpenoids.
Scientific journal, English - Intramolecular Reaction of Electrogenerated Phenoxycations with an OlefinicSide Chain" 1991 International Symposium on Organic Reactions
Shojiro Maki; Toshiyuki Suzuki; Yoshikazu Shiuzuri; Seiji Kosemura; Shosuke Yamamura
Book of Abstracts, 57, 1991
International conference proceedings, English - SYNTHESIS OF (+/-)-PENTALENENE USING ELECTROCHEMICAL METHOD AS A KEY STEP
Y SHIZURI; S MAKI; M OHKUBO; S YAMAMURA
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 31, 49, 7167-7168, 1990, Peer-reviwed, 生体内酵素モデルとして,電解反応を鍵反応とした生理活性天然有機化合物であるペンタレネンの形式全合成を行った.市販の3, 4-ジメトキシフェノールに側鎖の導入・伸長を行い,電解基質となるフェノール化合物を収率よく合成した.これに電解反応を行い,標的天然物の立体化学構造を満たし,かつ3次元的連続縮環構造を有したトリシクロ体へと1段階で変換した.これを適宜誘導することでペンタレネンの形式全合成を完了した.
Scientific journal, English
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2021, 日本薬学会年会要旨集(Web), 141st, 0918-9823, 202102248966006180 - Non-invasive detection of pharyngeal residue using near-infrared fluorescence-Evaluation of the detectability by phantom experiments-
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北田昇雄; 齊藤亮平; 口丸高弘; 近藤科江; 中山淳; 中山淳; 仙波憲太郎; 牧昌次郎; 牧昌次郎
2019, 日本癌学会学術総会抄録集(Web), 78th, 202002284518626981 - 生物発光を利用したBDNF遺伝子発現変化の計測
福地守; 福地守; 和泉宏謙; 森寿; 木山正啓; 大塚智史; 牧昌次郎; 田渕明子; 津田正明
生命科学系学会合同年次大会運営事務局, Dec. 2017, 日本生化学会大会(Web), 2017年度, [2P-1200], Japanese, 2018274849, 201702241717922568 - ホタルルシフェリンアナログのアリル基導入による波長制御
北田昇雄; 木山正啓; 齊藤亮平; 斉藤毅; 西山繁; 丹羽治樹; 平野誉; 牧昌次郎
2017, 日本化学会春季年会講演予稿集(CD-ROM), 97th, 201702284117570298 - ホタルルシフェリンアナログのアリル基導入による波長制御
北田昇雄; 木山正啓; 齊藤亮平; 斉藤毅; 西山繁; 丹羽治樹; 平野誉; 牧昌次郎; 牧昌次郎
2017, 有機電子移動化学討論会講演要旨集, 41st, 201702242781624321 - 新規発光物質の開発を目的としたホタルルシフェリンアナログの合成と活性評価
井岡秀二; 斉藤毅; 岩野智; 牧昌次郎; 鈴木孝治; 井本正哉; 西山繁
2016, 日本化学会春季年会講演予稿集(CD-ROM), 96th, 201602233898811866 - 生体内フリーラジカルの検出を目的とした新規ホタルルシフェリンアナログの開発
井岡秀二; 斉藤毅; 岩野智; 牧昌次郎; 丹羽治樹; 西山繁; 井本正哉
2015, 日本化学会講演予稿集, 95th, 4, 0285-7626, 201502261648635513 - 「ホタル生物発光を利用した長波長発光標識材料の創製」
2015, ケミカルエンジニアリング, 60, 8, 28-33, Japanese, Introduction scientific journal - 世界最長波長で発光する新規ルシフェリンアナログの創製
軽部一磨; 北田昇雄; 三浦千弥; 岩野智; 平野誉; 丹羽治樹; 牧昌次郎; 斉藤毅; 西山繁
2014, 日本化学会講演予稿集, 94th, 4, 0285-7626, 201402247592690770 - ホタル生物発光反応の解明を目的としたホタルルシフェリンの構造活性相関研究
安達悠樹; 斉藤毅; 井岡秀二; 牧昌次郎; 丹羽治樹; 西山繁
2014, 日本化学会講演予稿集, 94th, 4, 0285-7626, 201402211785353393 - ホタルルシフェリンの構造活性相関研究と新規ルシフェリンアナログの開発
井岡秀二; 斉藤毅; 岩野智; 牧昌次郎; 丹羽治樹; 西山繁
2014, 日本化学会講演予稿集, 94th, 4, 0285-7626, 201402236599067502 - ホタル生物発光の多色化への挑戦
牧 昌次郎
ホタル生物発光型標識材料について,波長変換技術,高輝度化技術,長波長発光材料の水溶性化と新規ピリジン型材料までを解説してまとめた., 日本生物工学会, 2014, 生物工学会誌(日本生物工学会), 92, 8, 432-436, Japanese, Peer-reviwed, Invited, Introduction scientific journal, 0919-3758, 110009843975, AN10401118 - ホタルルシフェリンの構造活性相関研究と新規ルシフェリンアナログの開発
井岡秀二; 斉藤毅; 岩野智; 牧昌次郎; 丹羽治樹; 西山繁
2013, 日本化学会講演予稿集, 93rd, 4, 0285-7626, 201302252112929944 - 世界最長波長で発光する新規ホタルルシフェリンアナログの創製
軽部一磨; 北田昇雄; 三浦千弥; 岩野智; 平野誉; 丹羽治樹; 牧昌次郎; 斉藤毅; 西山繁
2013, 電気化学秋季大会講演要旨集, 2013, 201302226074753372 - 世界最長波長で発光する新規ホタルルシフェリンアナログの創製
軽部一磨; 北田昇雄; 三浦千弥; 岩野智; 平野誉; 丹羽治樹; 牧昌次郎; 斉藤毅; 西山繁
2013, 日本分子生物学会年会プログラム・要旨集(Web), 36th, 201402217093474830 - 世界最長波長で発光する新規ホタルルシフェリンアナログの創製
軽部一磨; 北田昇雄; 三浦千弥; 岩野智; 平野誉; 丹羽治樹; 牧昌次郎; 斉藤毅; 西山繁
2013, 有機電子移動化学討論会講演要旨集, 37th, 201302212050717692 - ホタルルシフェリンの構造活性相関と新規ルシフェリンアナログの開発
井岡秀二; 斉藤毅; 岩野智; 牧昌次郎; 丹羽治樹; 西山繁
2013, 有機電子移動化学討論会講演要旨集, 37th, 201302228146529335 - バイオイメージングを志向したNIRルシフェリンの創製
北田昇雄; 浜一敏; 岩野智; 斉藤毅; 西山繁; 平野誉; 牧昌次郎; 丹羽治樹
2012, 日本化学会講演予稿集, 92nd, 3, 0285-7626, 201202245114490342 - In vivoイメージングにおける近赤外発光の実用的意義
岩野智; 小島哲; 牧昌次郎; 平野誉; 丹羽治樹; 斉藤毅; 西山繁
2012, バイオイメージング, 21, 2, 1342-2634, 201202240462961799 - 世界で最も光り効率がよい「生物を模倣」した超発光マテリアル
牧 昌次郎
Oct. 2011, 月刊 マテリアルステージ, 11月, 10-12, Japanese, Introduction other - ホタル生物発光をモデルとした発光プローブ材料の改良
松橋章光; 木山正啓; 三浦千弥; 斉藤毅; 西山繁; 小島哲; 牧昌次郎; 平野誉; 丹羽治樹
2011, 日本化学会講演予稿集, 91st, 3, 0285-7626, 201102267174681500 - 近赤外発光を示すホタル生物発光系の創製
斉藤毅; 岩野智; 丹羽治樹; 牧昌次郎; 西山繁
2011, 日本化学会講演予稿集, 91st, 4, 0285-7626, 201102277299943650 - ホタル発光生物を利用した多色発光材料
牧 昌次郎
日本工業出版, 2011, 光アライアンス, 22, 3, 16-19, Japanese, Peer-reviwed, Introduction other, 0917-026X, 40018280561, AA11758790 - 赤色発光材料と人工発光系
牧 昌次郎
2011, 和光純薬時報, 79, 2-5, Japanese, Introduction other - ホタル生物発光をモデルとした赤色発光基質の創製
斉藤 毅; 牧 昌次郎; 西山 繁
2011, Chemical Biology, 4, 1, 3-6, Japanese, Peer-reviwed, Introduction other - 発光生物に学ぶ人工発光系の創製
牧 昌次郎
Jul. 2010, 光学(日本光学会誌:応用物理学会), 7, 320-325, Japanese, Peer-reviwed, Introduction other - ホタル生物発光の発光色制御と赤色発光基質の創製
斉藤毅; 牧昌次郎; 西山繁
2010, 有機電子移動化学討論会講演要旨集, 34th, 201002212929206061 - 発光生物に学ぶ人工発光系の創製
牧 昌次郎
2010, 光学(日本光学会<応用物理学会>), 7, 320-325, Japanese, Peer-reviwed, Introduction other - Innovation of emission probe based on firefly bioluminescence
木山正啓; 斉藤毅; 西山繁; 小島哲; 牧昌次郎; 平野誉; 丹羽治樹
2009, 日本化学会講演予稿集, 89th, 2, 0285-7626, 200902260185278160 - Innovation of artificial emitter system based on firefly bioluminescence
柳内悟; 斉藤毅; 西山繁; 小島哲; 牧昌次郎; 平野誉; 丹羽治樹
2009, 日本化学会講演予稿集, 89th, 2, 0285-7626, 200902274585058496 - ホタル生物発光をモデルとした新規発光材料の開発
牧昌次郎; 斉藤毅; 柳内悟; 小島哲; 西山繁; 平野誉; 丹羽治樹
2009, 電気化学会大会講演要旨集, 76th, 200902273382301623 - ホタル生物発光をモデルとしたプローブ材料
木山正啓; 斉藤毅; 西山繁; 小島哲; 牧昌次郎; 平野誉; 丹羽治樹
2009, 有機電子移動化学討論会講演要旨集, 33rd, 201002252543427650 - ホタル生物発光をモデル化した多色発光材料の創製
牧 昌次郎
加工技術研究会, 2009, コンバーテック(加工技術研究会), 37, 10, 54-58, Japanese, Peer-reviwed, Introduction other, 0911-2316, 40016780082, AN10197190 - Biosynthesis of firefly D-luciferin
Kazuki Niwa; M. Nakamura; S. Maki; T. Hirano; H. Niwa; Y. Ohmiya
WILEY-BLACKWELL, Sep. 2006, LUMINESCENCE, 21, 5, 286-286, English, Summary international conference, 1522-7235, WOS:000242035200062 - Mechanistic study of the Cypridina (Vargula) bioluminescence reaction
T. Hirano; Y. Takahashi; H. Kondo; H. Ikeda; S. Maki; H. Niwa
WILEY-BLACKWELL, Sep. 2006, LUMINESCENCE, 21, 5, 278-278, English, Summary international conference, 1522-7235, WOS:000242035200034 - 実用的有機トランジスタ材料の新規基本骨格: IDタグ社会の到来は近いか?
牧 昌次郎
Mar. 2006, 月刊「化学」, 61, 61-62, Japanese, Introduction other - Luciferin chiral selectivity divides action mode of firefly luciferase: L-selective coenzyme A ligation and D-selective bioluminescence.
Mitsuhiro Nakamura; Shojiro Maki; Yoshiharu Amano; Yutaka Ohkita; Kazuki Niwa; Takashi Hirano; Yoshihiro Ohmiya; Haruki Niwa
Jun. 2005, Biochemical and Biophysical Research Communications, 331, 471-475 - Study on the bioluminescent mechanism of luminous snail Latia neritoides: the Km value of luciferase and the product analyses of bioluminescent reactions of the Latia luciferin analogs
MASAKI MIZUKI; MAMINO MASASHI; NAGAIE SATOSHI; NAKAMURA MITSUHIRO; KOJIMA SATOSHI; OMIYA YOSHIHIRO; MAKI SHOJIRO; HIRANO TAKASHI; NIWA HARUKI
11 Mar. 2005, 日本化学会講演予稿集, 85th, 2, 862, Japanese, 0285-7626, 200902221179445784 - 太陽光をエネルギー源にする,クリーンな化学物質分解浄化技術
牧 昌次郎
2005, 実用産業情報:環境関連技術および装置・機器, 35, Japanese, Introduction other - 太陽光をエネルギー源にする,クリーンな化学物質分解 浄化技術
牧 昌次郎
2004, 実用産業情報, 別冊保存板, Japanese, Introduction other - 有機合成における電極反応の応用
牧昌次郎; 丹羽治樹
1998, 有機合成化学協会誌,, 9, 725-735, Japanese, Peer-reviwed, Introduction other
Books and other publications
- 「理系における社会教育の実践事例にみる理科教育法のあり方とその考察〜科学技術立国推進に資する人材育成を遠望した本学の取り組み〜」
梶川 翔平; 牧 昌次郎; 山路 浩夫
Joint work, 電気通信大学紀要,37 巻第1号,pp.1-8(370101), 2024 - 化学と生物
仲村 厚志; 牧 昌次郎
Scholarly book, Japanese, Joint work, ホタル生物発光の人工発光系へのモデル化とヒトの生体内精密計測に向けた挑戦, 農芸化学会, 01 Feb. 2022 - ”Visible Light Bioluminescence Imaging Platform for Animal Cell Imaging”, ”Bioluminescence:Methods and Protocols” Volume 1, Methods in Molecular Biology
Nobuo Kitada; Shojiro Maki; Sung-Bae Kim
Scholarly book, English, Joint work, DOI: 10.1007/978-1-0716-2453-1_3., Springer Science+Business Media, LLC, part of Springer Nature, 01 Jan. 2022 - ホタル生物発光の人工発光系へのモデル化とヒトの生体内精密計測に向けた挑戦
仲村 厚志; 牧 昌次郎
Scholarly book, Japanese, Joint work, 化学と生物(農芸化学会), 2021 - Bioluminescence “Near-Infrared luciferin analogs for in vivo optical imaging”
Ryohei Saito-Moriya; Rika Obata; Shojiro A. Maki
Scholarly book, English, Joint work, Intech Open Limited, 2021, 概要:オープンアクセス書籍.発光基質について,研究室で合成してきたアナログを中心に,関連する材料についてもまとめた.著者:Ryohei Saito-Moriya, Rika Obata, Shojiro A. Maki, https://www.intechopen.com/online-first/near-infrared-luciferin-analogs-for-in-vivo-optical-imagingで掲載. - 「蛍の光が教えてくれた,生体内深部可視化」
牧 昌次郎
Scholarly book, Japanese, Single work, 光学(日本光学会),第50巻・第4号,, 日本光学会, 2021, ホタル生物発光系の多色発光材料化と高輝度化について,2010年から2020年の出願技術を中心に,応用研究を解説した. - “Color-Tunable Bioluminescence Imaging Portfolio for Cell Imaging”
Shota Tamaki; Nobuo Kitada; Masahiro Kiyama; Rika Fujii; Takashi Hirano; Sung Bae Kim; Shojiro Maki
Scholarly book, English, Joint work, Scientific Reports, 11, 2219 (2021), Nature, 2021, セレンテレラジン系誘導体を海シイタケ発光酵素変異体や発酵エビ(カイアシ)発光酵素変異体と掛け合わせて発光波長を測定したところ,RLuc8.6-547とアナログ基質で674 nmの近赤外発光を実現した.またALucと掛け合わせ,多彩な発光を実現した.この詳細をまとめた. - “Isomeric Difference in the Crystalline-state Chemiluminescence Property of an Adamantylideneadamantane 1,2-Dioxetane with a Phthahlimide Chromophore”
Matsuhashi, Chihiro; Ueno, Takuya; Uekusa, Hidehiro; Sato-Tomita, Ayana; Ichiyanagi, Kouhei; Maki, Shojiro; Hirano, Takashi
Others, English, Joint work, 56, 3369-3372, Royal Society of Chemistry, 2020, 概要: Syn‐ and anti‐isomers of an adamantylideneadamantane 1,2‐dioxetane が熱で開裂し,そのエネルギーがN‐(4‐trifluoromethylphenyl)phthalimideへ移動して,発光することを確認した.またadamantylideneadamantane 1,2‐dioxetaneのsynとantiをそれぞれ単結晶化して構造確認も行なった. - 次世代のポリマー・高分子開発,新しい用途展開と将来展望
牧 昌次郎
Scholarly book, Japanese, Single work, 第10章 第5節「生物機能模倣による,発光イメージング技術が 拓く次世代医療技術」, 株式会社 技術情報協会, 2019, ホタル生物発光型標識材料の開発および長波長発光標識材料の実用化とがん研究への応用,ミニブタの光イメージングの試みと臓器イメージングの可能性,新規材料“SeMpai”について記載した. - 実験医学別冊発光イメージング実験ガイド
牧 昌次郎
Scholarly book, Japanese, Single work, 発展編第1章「生体内深部可視化を可能とするホタル生物発光型長波長発光材料」, 株式会社 羊土社, 2019, 電気通信大学で創製したホタル標識材料の技術をAkaLuc, SeMpaiまで解説してまとめた. - 実験医学別冊発光イメージング実験ガイド
岩野 智; 牧 昌次郎; 宮脇 敦史
Scholarly book, Japanese, Joint work, 発展編第2章「動物にやさしいin vivo生物発光イメージング」, 株式会社 羊土社, 2019, 理化学研究所宮脇グループで開発されたAkaBLIを解説した. - 「In vivoイメージングを目指したホタル生物発光」
牧 昌次郎
Others, Japanese, Single work, 日本レーザー医学会誌,第37巻・第4号,, 日本レーザー医学会, 2017 - ホタル生物発光を利用した長波長発光標識材料の創製
牧 昌次郎
Scholarly book, Japanese, Single work, ケミカルエンジニアリング,第60巻・第8号, 化学工業社, 2015 - がん研究読本3
牧 昌次郎他多数
General book, Japanese, Joint work, 3章 “がん細胞を長波長で赤く光らせ,生きたまま体外から観察する”, がん研究分野の特性等を踏まえた支援活動(文部科学省), 2014, がん研究分野の特性等を踏まえた支援活動の一環として,ホタル生物発光を応用した長波長発光標識材料の実用化とがん研究への応用について記載した. - たまの力
牧 昌次郎他
General book, Japanese, Joint work, industria,セキコーポレーション,NAS技研,旭栄研磨加工,相馬光学,日本分析工業,日新技研,千代田第一工業,オンチップバイオテクノロジーズ,ガリレオ, 多摩ブルー・グリーン倶楽部(けやき出版), 2013, 9784877515089, 多摩地区の中小企業さんを10社訪問し,各企業さんの技術を紹介し,その特徴などについてまとめた. - ユニーク&エキサイティングサイエンスII
牧 昌次郎
General book, Japanese, Joint work, 5章 ホタルの発光現象を医療に活用せよ!, 近代科学社, 2013, 9784764904538, ホタル生物発光を利用した,長波長発光材料の創製と実用化について,実用例を含め解説した,実用化に当たり,苦労したことや技術の将来展望も記載した. - International Workshop on Modern Science and Technology 2008
,
Shojiro A.Maki 他多数
English, Joint work, Innovation of artificial Luminescence System based on Firefly Bioluminescence, Harbin Engineering University(China), 2008 - Bioluminescence and Chemiluminescence-Chemistry,Biology and Applications-
,"
Shojiro Maki 他多数
English, Joint work, Mechanistic study on the Cypridina(Vagula) Bioluminescence Reaction, World Scientific Ltd.(USA), 2007 - ファイバー スーパーバイオミメテックス〜近未来創造テクノロジー
牧 昌次郎
Japanese, Joint work, 生物発光(蛍)系をモデルとした発光分子材料」, (株)エヌ・ティー・エス, 2006 - ファイバー スーパーバイオミメテックス〜近未来創造テクノロジー
牧 昌次郎
Japanese, Joint work, 生物発光(蛍)系をモデルとした発光分子材料」, (株)エヌ・ティー・エス, 2006 - Analytical Mechanical and Synthetic Organic Electrochemistry
Shojiro MAKI 他多数
English, Joint work, Biomimetic Oxygenation using Electrochemical Method, The Electrochemical Society, Inc., 2004 - Mechanistic and Synthetic Aspects of Organic and Biological Electrochemistry
Shojiro MAKI 他多数
English, Joint work, Development of Selective Hydrogenation Pd black Catalyst Deposited on Pd Sheet, The Electrochemical Society, Inc., 2003 - Organic Electrochemistry (Manuel M. Baizer Award)
Shojiro MAKI 他多数
English, Joint work, Development of Hydrogenolysis-free Hydrogenation Selective Pd black Catalyst Deposited on Sheet, The Electrochemical Society, Inc., 2002 - Biology and Clinical Applications of the Steroid Hormone
Shojiro Maki; Katsuhiro Konno; Takayoshi Suzuki; Hiroaki Takayama
Scholarly book, English, Joint work, "Novel Oxidation of Vitamin D and Their Related Compounds by Electrochemical Methodology", “Synthesis and Biological Activities of 2-Methyl-1, 25-Dihydroxyvitamin D3”, Walter de Gruyter, Berlin, Inc., 1997, 電極反応を利用して通常反応では困難な反応を進行させ,ビタミンDとその関連化合物の合成を行った.特にトリエン部分の選択的酸化切断反応は,通常反応では困難を極めるが,電極反応を利用することでこれを克服した.また電極反応によるステロイド側鎖25位の選択的酸素化(水酸基化)反応にも成功し,活性型ビタミンD関連化合物のクリーンかつ連続的な新規合成法を開拓した. - Biology and Clinical Applications of the Steroid Hormone
Shojiro MAKI 他多数
English, Joint work, Novel Oxidation of Vitamin D and Their Related Compounds by Electrochemical Methodology” p. 42-43, “Synthesis and Biological Activities of 2-Methyl-1, 25-Dihydroxyvitamin D3” p. 73-74., Walter de Gruyter, Berlin, Inc, 1997
Lectures, oral presentations, etc.
- 微弱な in vivo;生物発光の分光測定に向けたマウス肝臓の生物発光光子数の見積もり
川田 秀斗; 猪狩 侑真; 北田 昇雄; 牧 昌次郎; 仲村 厚志; 丹治 はるか
日本光学会年次学術講演会(調布)
Nov. 2024 - “Regiospecific Coelenterazine Analogues for Bioassays;Molecular Imaging”
Sung-Bae Kim; Genta Kamiya; Nobuo Kitada; Tadaomi Furuta; Suresh Thangudu; Arutselvan Natarajan; Ramasamy Paulmurugan; Shojiro A. Maki
日本分析化学会第73年会(名古屋)
Sep. 2024 - “Noninvasive Bioluminescence Imaging of Serum Albumins in Living Mice”
Sung-Bae Kim; Genta Kamiya; Tadaomi Furuta; Nobuo Kitada; Suresh Thangudu; Arutselvan Natarajan; Shojiro A. Maki; Ramasamy Paulm
日本分析化学会第73年会(名古屋)
Sep. 2024 - 「ホタル⽣物発光基質類似体seMpaiの吸収・蛍光・発光特性の実験および理論研究」
原田 昌拓; 小野 稜平; 内山 保; 野口 良史; 森屋 亮平; 山 洋史; 北田 昇雄; 牧 昌次郎; 平野 誉; 小林 真隆; 秋山 英文; 板橋 英之; 樋山 みやび
第18回分子科学討論会2024(京都)
Sep. 2024 - 「ルシフェリン誘導体TokeOniによる新規生物発光機構」
仲村 厚志; 林 唯奈; 北田 昇雄; 森屋 亮平; 牧 昌次郎; 吉川 朋子
第51回日本毒性学会学術年会2024(福岡)
Jul. 2024 - 「近赤外線領域および高輝度の生物発光イメージングを用いた生体マウスの脳内BDNF発現を可視化するためのマウスモデルの開発」
福地 守; 櫻井 大地; 篠原 優人; 和泉 宏謙; 森屋 亮平; 北田 昇雄; 牧 昌次郎
NEURO2024(福岡)
Jul. 2024 - 「理論・実験の融合研究:ルシフェリン−ルシフェラーゼ反応」
牧 昌次郎
物性研短期研究会(東京大学物性研 柏)
08 Mar. 2024 - タイトル要確認 、講演要旨集O-5 (2023)
牧 昌次郎
生物発光化学発光研究会第38回学術講演会(東京調布)
Nov. 2023 - ”Absorption and fluorescence properties of the near-infrared emitting substrate ;seMpai”
原田 昌拓; 小野 稜平; 内山 保; 野口 良史; 森屋 亮平; 青山 洋史; 北田 昇雄; 牧 昌次郎; 平野 誉; 秋山 英文; 板橋 英之; 樋山 みやび
第17回分子科学討論会2023(大阪)
12 Sep. 2023
12 Sep. 2023- 15 Sep. 2023 - ”Implication of CYP for new bioluminescence system by luciferin analogue TokeOni”
仲村 厚志; 林 唯奈; 猪狩 侑真; 北田 昇雄; 森屋 亮平; 牧 昌次郎; 吉川 朋子
Oral presentation, Japanese, 第50回日本毒性学会学術年会(横浜)
19 Jun. 2023
19 Jun. 2023- 21 Jun. 2023 - 高輝度近赤外発光基質AkaSuke及び誘導体の発光特性に関する研究
森屋 亮平; 口丸 高弘; 佐藤 希実; 北田 昇雄; 岩野 智; 山崎 倫尚; 神谷 弦太; 小畠 りか; 伊集院 良祐; 平野 誉; 阿部 秀樹; 牧 昌次郎; 青山 洋史
Oral presentation, Japanese, 第47回有機電子移動化学討論会
16 Jun. 2023
16 Jun. 2023- 17 Jun. 2023 - 「海洋生物発光基質セレンテレラジン誘導体と各種発光酵素における発光特性評価に関する研究
神谷 弦汰; 北田 昇雄; 古谷 忠臣; 平野 誉; 金 誠培; 牧 昌次郎
Oral presentation, 第47回有機電子移動化学討論会
16 Jun. 2023
16 Jun. 2023- 17 Jun. 2023 - 近赤外発光を有する新規ルシフェリンアナログの開発
畠山 純平; 神谷 弦汰; 北田 昇雄; 森屋 亮平; 平野 誉; 牧 昌次郎
Oral presentation, 第47回有機電子移動化学討論会
16 Jun. 2023
16 Jun. 2023- 17 Jun. 2023 - 17. 第129回研究開発セミナー「生命科学研究ステーションの紹介 研究紹介「抗がん剤創薬研究」」
牧 昌次郎
Public discourse, Japanese
09 Jun. 2023
09 Jun. 2023- 09 Jun. 2023 - 「高輝度近赤外発光を志向した新規ルシフェリンアナログの創製
石貫 達哉; 畠山 純平; 神谷 弦汰; 北田 昇雄; 森屋 亮平; 平野 誉; 牧 昌次郎
Oral presentation, 第47回有機電子移動化学討論会
Jun. 2023
Jun. 2023 Jun. 2023 - 「近赤外発光による細菌性肺炎の生体内ライブイメージング」
山口 大貴; 鴨志田 剛; 山田 倫暉; 川久保 駿; 成田 晴香; 奥田 絢音; 森屋 亮平; 北田 昇雄; 岩野 智; 牧 昌次郎; 八尋 錦之助; 加藤 伸一
Oral presentation, Japanese, 日本薬学会第143年会(札幌)
25 Mar. 2023
25 Mar. 2023- 28 Mar. 2023 - 「新規白血病治療薬候補化合物の創製」
土井 美沙; 細谷 朋輝; 東 智也; 保屋野 翔太; 関 文哉; 原 孝彦; 城戸 文; 北田 昇雄; 平野 誉; 牧 昌次郎
第45回日本分子生物学会年会(千葉)
30 Nov. 2022
30 Nov. 2022- 02 Dec. 2022 - 「マルチカラー発光を示す海洋生物由来発光システムの開発」
北田 昇雄; 玉城 翔太; 木山 正啓; 金 誠培; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 第45回日本分子生物学会年会(千葉)
30 Nov. 2022
30 Nov. 2022- 02 Dec. 2022 - “Bioluminescence by luciferin analogues in mice, pill bugs, and blow flies”,
Yukimasa Ikari; Yuna Hayashi; Mifuru Fukuda; Nobuo Kitada; Ryohei Saito; Shojiro Maki
Oral presentation, English, 第44回 日本比較生理生化学会, 高知
26 Nov. 2022 - ”The Challenge of Discovery for a novel antitumor product by simplifying the Auxarconjugatin-B”
東 智也; 中田 千尋; 保屋野 翔太; 関 文哉; 原 孝彦; 旦 慎吾; 北田 昇雄; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 第39回メディシナルケミストリーシンポジウム
25 Nov. 2022 - 「π共役制御による安定型セレンテラジン類縁体の開発」
當眞 英明; 神谷 弦太; 北田 昇雄; 牧 昌次郎; 金 誠培; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第37回学術講演会(和歌山)
12 Nov. 2022
12 Nov. 2022- 12 Nov. 2022 - 「近赤外発光を有する新規ルシフェリンアナログの開発」
畠山 純平; 神谷 弦汰; 北田 昇雄; 森屋 亮平; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 生物発光化学発光研究会第37回学術講演会(和歌山)
12 Nov. 2022
12 Nov. 2022- 12 Nov. 2022 - 「強発光性蛍光団を導入したアダマンチリデンアダマンタン 1,2-ジオキセタン構造異性体結晶の固相-固相相転移型化学発光反応の発現」
松橋 千尋; 大山 滉永; 植草 秀裕; 佐藤 文菜; 一柳 光平; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第37回学術講演会(和歌山)
12 Nov. 2022
12 Nov. 2022- 12 Nov. 2022 - 「アントラセンエンドペルオキシドによる結晶特有の化学発光特性」
山﨑 倫尚; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第37回学術講演会(和歌山)
12 Nov. 2022
12 Nov. 2022- 12 Nov. 2022 - ”Multiplex quadruple bioluminescent assay system”
金 誠培; 神谷 弦汰; 北田 昇雄; 牧 昌次郎
Oral presentation, Japanese, 日本分析化学会第71年会, Domestic conference
14 Sep. 2022 - 「生体内深部可視化を刷新する発光イメージング材料」
Oral presentation, Japanese, 脳・医工学研究センター(CNBE)と国立研究開発法人量子科学技術研究開発機構(QST)量子生命科学研究所との合同シンポジウム
04 Aug. 2022 - ”Implication of CYP for bioluminescence by luciferin analogue TokeOni in mice, pill bugs, and blow flie”
Yuna Hayashi; Mifuru Fukuda; Nobuo Kitada; Ryohei Saito; Shojiro Maki; Tomoko Yoshikawa; Atsushi Nakamura
Oral presentation, Japanese, 第49回 日本毒性学会学術年会(札幌)
30 Jun. 2022 - 「世界最長波長ルシフェリンアナログの開発」
畠山 純平; 神谷 弦汰; 北田 昇雄; 森屋 亮平; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 第46回有機電子移動化学討論会, オンライン・鳥取, Domestic conference
17 Jun. 2022 - 「マルチカラールシフェリンアナログの開発」
北田 昇雄; 神谷 弦太; 森屋-齊藤 亮平; 岩野智; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 日本化学会 第102回春季年会(オンライン&西宮), 西宮, Domestic conference
23 Mar. 2022 - In vivo imaging by using high luminescent intensity NIR luciferin analogue AkaSuke
森屋(齊藤) 亮平; 口丸高弘; 岩野智; 北田昇雄; 神谷弦汰; 小畠りか; 伊集院良祐; 平野誉; 牧昌次郎; 青山洋史
Oral presentation, Japanese, 第44回 分子生物学会(横浜)
21 Dec. 2021 - Development of a novel anticancer substance against T-cell acute lymphocytic leukemia by modifying the skeletal structure of the natural product Rumbrin
東智也; 藤田優希; 吉田千尋; 中田千尋; 保屋野翔太; 関文哉; 北田昇雄; 平野誉; 原孝彦; 牧昌次郎
Oral presentation, Japanese, 第44回 分子生物学会(横浜)
21 Dec. 2021 - 「色素連結型アダマンチリデンアダマンタン系ジオキセタンの結晶化学発光特性評価」
松橋 千尋; 上野 拓哉; 植草 秀裕; 佐藤 文菜; 一柳 光平; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第36回学術講演会
27 Nov. 2021 - 「マルチカラーセレンテラジンアナログの開発」
北田昇雄; 木山正啓; 玉城翔太; 金誠培; 平野誉; 牧昌次郎
Oral presentation, Japanese, 生物発光化学発光研究会第36回学術講演会
27 Nov. 2021 - 「T細胞性急性リンパ性白血病に対して抗腫瘍活性を有する天然物誘導体の開発」
東智也; 藤田優希; 吉田千紘; 中田千尋; 保屋野翔太; 関文哉; 北田昇雄; 平野誉; 原孝彦; 牧昌次郎
Oral presentation, Japanese, 先端モデル動物支援プラットフォーム 2021年度若手支援技術講習会(オンライン9月6日), Domestic conference
06 Sep. 2021 - Absorption spectra for Firefly Bioluminescence Substrate, Analog:TokeOni in Various pH Solutions
小川晴寿; 小野稜平; 野口良史; 北田昇雄; 森屋亮平; 牧 昌次郎; 秋山英文; 板橋英之; 樋山みやび
Oral presentation, Japanese, 第15回分子科学討論会, 北海道
Sep. 2021 - Luminescence quantum yield measurement of red luminescent substrate ”TokeOni”
小野稜平; 高橋由太翔; 小川晴寿; 野口良史; 北田昇雄; 森屋亮平; 牧昌次郎; 平野誉; 柴田桂成; 秋山英文; 板橋英之; 樋山みやび
Oral presentation, Japanese, 第15回分子科学討論会, 北海道
Sep. 2021 - 近赤外発光試薬 seMpai によるがん転移のイメージング
森屋(齊藤) 亮平; 中山 淳; 北田 昇雄; 牧 昌次郎
Oral presentation, Japanese, 第80回日本癌学会学術総会, 横浜/オンライン
Sep. 2021 - マルチカラールシフェリンアナログの開発」
北田 昇雄; 神谷 弦太; 森屋-齊藤 亮平; 岩野智; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 日本化学会 第102回春季年会(オンライン&西宮3月)
23 Mar. 2021 - 「一重項酸素による近赤外発光を示す結晶化学発光系の構築」
山﨑 倫尚; 松橋 千尋; 植草 秀裕; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第101回春季年会 (オンライン3月), 日本化学会, オンライン, Domestic conference
19 Mar. 2021 - 「強発光蛍光団を連結したアダマンチリデンアダマンタン1,2-ジオキセタンの結晶化学発光特性評価」
松橋 _千尋; 大山 _滉永; 植草 _秀裕; 佐藤 _文菜; 一柳 _光平; 牧 _昌次郎; 平野 _誉
Oral presentation, Japanese, 日本化学会第101回春季年会 (オンライン3月), 日本化学会, オンライン, Domestic conference
19 Mar. 2021 - 「アミノルシフェリンアナログのホタル生物発光特性」
鈴木 雄大; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第101回春季年会 (オンライン3月), 日本化学会, オンライン, Domestic conference
19 Mar. 2021 - 「マルチカラー発光を示す海洋生物由来発光システムの開発」
北田昇雄; 玉城翔太; 木山正啓; 金誠培; 平野誉; 牧昌次郎
Oral presentation, Japanese, 日本化学会第101回春季年会 (オンライン3月), 日本化学会, オンライン, Domestic conference
19 Mar. 2021 - 「ソフトクリスタルを志向した嵩高い置換基を有するアントラセン誘導体の合成と結晶構造、蛍光特性の評価」
納田菜摘; 松橋千尋; 石田尚行; 齋藤大将; 加藤昌子; 牧昌次郎; 平野誉
Oral presentation, Japanese, 日本化学会第101回春季年会 (オンライン3月), 日本化学会, オンライン, Domestic conference
19 Mar. 2021 - “Development of novel antitumor active drug for leukemia cells with simplified natural products”
Tomoya Higashi; Chihiro Yoshida; Yoshifumi Hachiro; Chihiro Nakata; Takuya Yagi; Adusa Takechi; Nobuo Kitada; Takahiko Hara; Shojiro Maki
Oral presentation, Japanese, 日本化学会第101回春季年会 (オンライン3月), 日本化学会, オンライン, Domestic conference
19 Mar. 2021 - “Development of compounds with specific growth inhibitory activity against T-cell acute lymphoblastic leukemia-derived cells”
Yuki Fujita; Chihiro Yoshida; Tomoya Higashi; Yoshifumi Hachiro; Chihiro Nakata; Takuya Yagi; Azusa Takechi; Nobuo Kitada; Rika Obata; Takahiko Hara; Shojiro Maki
Oral presentation, English, The 2020 International Chemical Congress of Pacific Basin Societies (Pacifichem), ホノルル、ハワイ, International conference
15 Dec. 2020 - 「哺乳類由来酵素による肝臓発光現象」
林 唯奈; 牧 昌次郎; 齊藤 亮平; 北田 昇雄; 吉川 朋子; 仲村 厚志
Oral presentation, Japanese, 日本動物学会 第91回大会(オンライン)
04 Sep. 2020 - 「長波長発光を示すセレンテラジン類縁体の開発」
玉城 翔太; 木山 正啓; 北田 昇雄; 盛満 玲; 金 誠培; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 日本化学会第100回春季年会, 千葉
22 Mar. 2020 - 「近赤外発光を示すホタルルシフェリンアナログの合成」
神谷弦汰; 北田昇雄; 齊藤亮平; 岩野智; 宮脇敦史; 平野誉; 牧昌次郎
Oral presentation, Japanese, 日本化学会第100回春季年会, 千葉
22 Mar. 2020 - 「急性Tリンパ芽球性白血病細胞に対し、特異的な増殖抑制活性を目指した化合物の合成」
藤田 優希; 吉田 千紘; 東 智也; 鉢呂 佳史; 中田 千尋; 八木 拓哉; 武智 あづさ; 北田 昇雄; 原 孝彦; 牧 昌次郎
Oral presentation, Japanese, 日本化学会第100回春季年会, 千葉
22 Mar. 2020 - 「急性Tリンパ芽球性白血病細胞の増殖を特異的に抑制する化合物の構造活性相関」
吉田 千紘; 鉢呂 佳史; 東 智也; 中田 千尋; 八木 拓哉; 武智 あづさ; 北田 昇雄; 原 孝彦; 牧 昌次郎
Oral presentation, Japanese, 日本化学会第100回春季年会, 千葉
22 Mar. 2020 - 「急性Tリンパ芽球性白血病細胞に対する増殖抑制活性を向上させた化合物の創製」
東 智也; 吉田 千紘; 鉢呂 佳史; 中田 千尋; 八木 拓哉; 武智 あづさ; 北田 昇雄; 原 孝彦; 牧 昌次郎
Oral presentation, Japanese, 日本化学会第100回春季年会, 千葉
22 Mar. 2020 - 「ルシフェリン構造改変によるホタル生物発光機構の解明」
伊藤 真一; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第100回春季年会, 千葉
22 Mar. 2020 - 「置換基導入型アミノルシフェリンによるホタル生物発光特性制御」
鈴木 雄大; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第100回春季年会, 千葉
22 Mar. 2020 - 「フェナセン側鎖を有する1,2-ジオキセタンの結晶依存型化学発光特性の評価」
石谷 薫; 松橋 千尋; 山路 稔; 植草 秀裕; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第100回春季年会, 千葉
22 Mar. 2020 - 「色素連結構造の調整による1,2-ジオキセタンの結晶化学発光特性の制御」
松橋 千尋; 植草 秀裕; 佐藤 文菜; 一柳 光平; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第100回春季年会, 千葉
22 Mar. 2020 - 「アクリジン構造を有する1,2-ジオキセタン誘導体の結晶化学発光」
小浦 史也; 松橋 千尋; 植草 秀裕; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第100回春季年会, 千葉
22 Mar. 2020 - 「強発光性蛍光色素を連結した1,2-ジオキセタンの結晶化学発光特性の評価」
中川 真歩; 松橋 千尋; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第100回春季年会, 千葉
22 Mar. 2020 - 「ヒト白血病由来細胞株に対して増殖抑制活性をもつ化合物の構造活性相関」
竹下 嘉人; 吉田 千紘; 東 智也; 鉢呂 佳史; 中田 千尋; 八木 拓哉; 武智 あづさ; 北田 昇雄; 原 孝彦; 牧 昌次郎
Oral presentation, Japanese, 日本化学会第100回春季年会, 千葉
22 Mar. 2020 - 「急性Tリンパ芽球性白血病細胞を特異的に死滅させる化合物の標的分子探索」
中田 千尋; 八木 拓哉; 鉢呂 佳史; 吉田 千紘; 東 智也; 武智 あづさ; 西藤 泰昌; 牧 昌次郎; 原 孝彦
Oral presentation, Japanese, 第42回日本分子生物学会年会(福岡)
03 Dec. 2019 - 「in vivo 光イメージングに適した新規ルシフェリンアナログの開発」
北田 昇雄; 齊藤 亮平; 木山 正啓; 岩野 智; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 第42回日本分子生物学会年会(福岡)
03 Dec. 2019 - 「長波長を示すセレンテラジン類縁体」
玉城 翔太; 木山 正啓; 盛満 玲; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 第42回日本分子生物学会年会(福岡)
03 Dec. 2019 - 「急性Tリンパ芽球性白血病細胞の増殖を特異的に抑制する化合物の構造活性相関」
吉田 千紘; 鉢呂 佳史; 東 智也; 中田 千尋; 八木 拓哉; 武智 あづさ; 原 孝彦; 牧 昌次郎
Oral presentation, Japanese, 第42回日本分子生物学会年会(福岡)
03 Dec. 2019 - 「急性Tリンパ芽球性白血病細胞に対する増殖抑制活性を向上させた化合物の創製」
東 智也; 吉田 千紘; 鉢呂 佳史; 中田 千尋; 八木 拓哉; 武智 あづさ; 原 孝彦; 牧 昌次郎
Oral presentation, Japanese, 第42回日本分子生物学会年会(福岡)
03 Dec. 2019 - 誤嚥検査のための近赤外蛍光を用いた咽頭残留検出システムの開発
田代剛大; 鈴木崇弘; 山田幸生; 丹羽治樹; 牧昌次郎; 北田昇雄; 斉藤亮平; 小池卓ニ; 道脇幸博; 西村吾朗
Oral presentation, Japanese, 日本光学会年次学術講演会, 日本光学会, 大阪, Domestic conference
Dec. 2019 - 「長波長発光を示すセレンテラジン類縁体」
玉城 翔太; 木山正啓; 盛満 玲; 平野誉; 牧昌次郎
Oral presentation, Japanese, 第35回生物発光化学発光研究会
05 Oct. 2019 - 「色素連結型アダマンチリデンアダマンタン1,2-ジオキセタンの結晶構造依存性」
松橋 千尋; 植草 秀裕; 齊藤 文菜; 牧昌次郎; 平野誉
Oral presentation, Japanese, 第35回生物発光化学発光研究会, 産業技術総合研究所(有明)
05 Oct. 2019 - 「ホタル生物発光系の波長制御機構の解明:エノール型オキシルシフェリンの蛍光特性評価」
平賀 詩織; 山路 稔; 牧昌次郎; 平野誉
Oral presentation, Japanese, 第35回生物発光化学発光研究会, 産業技術総合研究所(有明)
05 Oct. 2019 - 「フェナセン側鎖を有する1,2-ジオキセタンのエネルギー移動による結晶化学発光」
石谷 薫; 松橋 千尋; 山路 稔; 植草 秀裕; 牧昌次郎; 平野誉
Oral presentation, Japanese, 第35回生物発光化学発光研究会, 産業技術総合研究所(有明)
05 Oct. 2019 - 「ホタル生物発光における酸素化のモデル反応による反応機構解明」
伊藤 真一; 牧昌次郎; 平野誉
Oral presentation, Japanese, 第35回生物発光化学発光研究会, 産業技術総合研究所(有明)
05 Oct. 2019 - 「アクリジン構造を有する1,2-ジオキセタン誘導体の結晶化学発光」
小浦 史也; 松橋 千尋; 植草 秀裕; 牧昌次郎; 平野誉
Oral presentation, Japanese, 第35回生物発光化学発光研究会, 産業技術総合研究所(有明)
05 Oct. 2019 - 「In vivo光イメージングを志向したNIRルシフェリンアナログ: NIR Luciferin Analogues for in vivo Optical Imaging」
北田 昇雄; 齊藤 亮平; 口丸 高弘; 近藤 科江; 中山 淳; 仙波 憲太郎; 牧 昌次郎
Oral presentation, Japanese, 第78回日本癌学会学術総会, 京都
26 Sep. 2019 - 「近赤外蛍光を用いた咽頭腔残留食物の非侵襲検出法の開発-ヒトを対象にした計測-」
田代剛大; 鈴木嵩弘; 山田幸生; 丹羽治樹; 牧昌次郎; 北田昇雄; 齊藤亮平; 小池卓二; 西村吾朗; 道脇幸博
Oral presentation, Japanese, 日本機械学会 第30回バイオフロンティア講演会, International conference
19 Jul. 2019 - 「長波長発光を示すセレンテラジン類縁体」
玉城 翔太; 木山正啓; 盛満 玲; 平野誉; 牧昌次郎
Oral presentation, Japanese, 第43回有機電子移動化学討論会, 横浜
27 Jun. 2019 - 「特異的発光を示す新規ルシフェリンアナログ」
北田昇雄; 齊藤亮平; 木山正啓; 平野誉; 牧昌次郎
Oral presentation, Japanese, 第43回有機電子移動化学討論会, 横浜
27 Jun. 2019 - Development of compounds that specifically inhibit the proliferation of acute T lymphoblastic leukemia cells
吉田千紘; 鉢呂佳史; 東智也; 八木拓哉; 中田千尋; 武智あづさ; 原孝彦; 牧昌次郎
Oral presentation, Japanese, 農芸化学会2019年度大会, 東京農大, Domestic conference
24 Mar. 2019 - Discovery of the chemical structure essential for the activity of compounds that inhibit the proliferation of T-cell acute lymphoblastic leukemia cells
東智也; 鉢 呂佳史; 吉 田千紘; 八 木拓哉; 中 田千尋; 武 智あづさ; 原孝彦; 牧昌次郎
Oral presentation, Japanese, 農芸化学会2019年度大会, 東京農大, Domestic conference
24 Mar. 2019 - ホタル生物発光の酸素化反応機構
伊藤 真一; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第99回春季年会, 神戸, Domestic conference
16 Mar. 2019 - ホタル生物発光系の波長制御機構の解明:エノール型オキシルシフェリンの蛍光特性の評価
平賀 詩織; 山路 稔; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第99回春季年会, 神戸, Domestic conference
16 Mar. 2019 - ホタル型マルチカラー蛍光色素構造を用いたラベル化試薬の合成
三澤 玲菜; 山路 稔; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第99回春季年会, 神戸, Domestic conference
16 Mar. 2019 - アリールメチル側鎖を有する1,2-ジオキセタンの固相化学発光特性の評価
石谷 薫; 山路 稔; 松橋 千尋; 植草 秀裕; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第99回春季年会, 神戸, Domestic conference
16 Mar. 2019 - in vivo 光イメージングに適した新規ルシフェリンアナログの開発
齊藤 亮平; 北田 昇雄; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 日本化学会第99回春季年会, 神戸, Domestic conference
16 Mar. 2019 - 色素連結型アダマンチリデンアダマンタン系ジオキセタンの合成と化学発光特性の評価
松橋 千尋; 植草 秀裕; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第99回春季年会, 神戸, Domestic conference
16 Mar. 2019 - ニトロアリールオキシカルボニル基を有するアクリジン系ジオキセタンの固相化学発光特性
吾妻 駿; 植草 秀裕; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第99回春季年会, 神戸, Domestic conference
16 Mar. 2019 - in vivo 光イメージングに適した高水溶性近赤外ホタルルシフェリンアナログの合成と実用化
齊藤 亮平; 北田 昇雄; 木山 正啓; 東 翔子; 魯 仕嘉ウィンソン; 小畠 りか; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 第41回日本分子生物学会年会, 横浜, Domestic conference
28 Nov. 2018 - 急性Tリンパ芽球性白血病細胞の増殖を特異的に抑制する低分子化合物の創出
鉢呂 佳史; 吉田 千紘; 宮下 和也; 八木 拓哉; 武智 あづさ; 原 孝彦; 牧 昌次郎
Oral presentation, Japanese, 第41回日本分子生物学会年会, 横浜, Domestic conference
28 Nov. 2018 - 急性赤白血病細胞の増殖を抑制する低分子化合物の創出
吉田 千紘; 武智 あづさ; 鉢呂 佳史; 八木 拓哉; 原 孝彦; 牧 昌次郎
Oral presentation, Japanese, 第41回日本分子生物学会年会, 横浜, Domestic conference
28 Nov. 2018 - in vivo発光イメージングを革新する新技術 AkaBLI
岩野 智; 牧 昌次郎; 宮脇 敦史
Oral presentation, Japanese, 第41回日本分子生物学会年会, 横浜, Domestic conference
28 Nov. 2018 - ホタルルシフェリン誘導体によるマウス肝臓の発光
仲村 厚志; 林 唯奈; 齊藤 亮平; 牧 昌次郎; 吉川 朋子
Oral presentation, Japanese, 第41回日本分子生物学会年会, 横浜, Domestic conference
28 Nov. 2018 - 急性 Tリンパ芽球性白血病細胞の増殖を特異的に抑える化合物の標的分子探索
八木 拓哉; 鉢呂 佳史; 吉田 千紘; 西藤; 泰昌; 武智 あづさ; 宮下 和也; 牧 昌次郎; 原 孝彦
Oral presentation, Japanese, 第41回日本分子生物学会年会, 横浜, Domestic conference
28 Nov. 2018 - 置換基効果によるホタル発光系の発光特性制御
垣内 美知雄; 伊東 綜一郎; 後藤 史也; 松橋 拓人; 木山 正啓; 山路 稔; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第34回学術講演会, 福岡, Domestic conference
13 Oct. 2018 - 水溶性向上型近赤外ホタルルシフェリンアナログの開発
齊藤 亮平; 北田 昇雄; 木山 正啓; 東 翔子; Shijia Winson Lu; 小畠 りか; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 生物発光化学発光研究会第34回学術講演会, 福岡, Domestic conference
13 Oct. 2018 - 「in vivo 光イメージングに適した高水溶性近赤外ホタルルシフェリンアナログの合成と実用化」
齊藤 亮平; 北田 昇雄; 木山 正啓; 東 翔子; 魯 仕嘉ウィンソン; 小畠 りか; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 第22回 酸素ダイナミクス研究会, 東京
22 Sep. 2018 - 「高輝度人工生物発光システムの開発とin vivo生体機能イメージングへの展開」
岩野 智; 牧 昌次郎; 宮脇 敦史
Oral presentation, Japanese, 第22回 酸素ダイナミクス研究会, 東京
22 Sep. 2018 - ホタル発光基質を投与したマウスの発光反応
Bioluminescence of mouse; liver; administered firefly luciferin analogue
Oral presentation, Japanese, 日本動物学会第89回札幌大会講演要旨集, Domestic conference
13 Sep. 2018 - “Chemistry of firefly bioluminescence”
Shojiro Maki
Invited oral presentation, English, Academic Report of Advanced Innovation Center for Intelligent Robots and systems,, Beijing Institude of Tchnology, 北京(中国), International conference
03 Sep. 2018 - “Discovery and Synthesis of Low Molecular Weight Compounds Having an Inhibitory Effect on the Proliferation of Acute T Lymphoblastic Leukemia Cells”
Yoshifumi Hachiro; Chihiro Yoshida; Kazuya Miyashita; Takuya Yagi; Azuma Takechi; Ryohei Saito; Nobuo Kitada; Takashi Hirano; Takahiro Hara; Shojiro Maki
Oral presentation, English, International Reserch Symposium on Engineering and Technology,, シンガポール, International conference
28 Aug. 2018 - “Innovation of New Luciferin Analog for in vivo Optical Imaging"
Ryohei Saito; Nobuo Kitada; Masahiro Kiyama; Shoko Higashi; Shijia Lu; Rika Obata; Takashi Hirano; Shojiro Maki
Oral presentation, English, 256th ACS National Meeting,, ボストン(アメリカ), International conference
19 Aug. 2018 - 「in vivoイメージングを革新する新技術AkaBLI」
岩野 智; 牧 昌次郎; 宮脇 敦史
Oral presentation, Japanese, 第13回日本分子イメージング学会総会・学術集会, 東京, Domestic conference
31 May 2018 - “Advantage of NIR bioluminescence for in vivo imaging”
Nobuo Kitada; Masahiro Kiyama; Ryohei Saito; Shijia Lu; Haruki Niwa; Takashi Hirano; Shojiro Maki
Oral presentation, English, 20th International Symposium on Bioluminescence and Chemiluminescence, ナント(フランス), International conference
28 May 2018 - “Innovation of New Luciferin Analog for in vivo Optical Imaging”
Ryohei Saito; Nobuo Kitada; Masahiro Kiyama; Shoko Higashi; Shijia Lu; Rika Obata; Takashi Hirano; Shojiro Maki
Oral presentation, English, 20th International Symposium on Bioluminescence and Chemiluminescence,, ナント(フランス), International conference
28 May 2018 - 「ホタル生物発光における酸素化反応機構の解明」
伊藤 真一; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第98回春季年会, Domestic conference
20 Mar. 2018 - 「ホタル発光系の波長制御機構の解明:アミノ置換オキシ体の蛍光特性評価」
平賀 詩織; 垣内 美知雄; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第98回春季年会, Domestic conference
20 Mar. 2018 - 「in vivo光イメージングに適した新規ルシフェリンアナログの開発」
齊藤 亮平; 北田 昇雄; 木山 正啓; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 日本化学会第98回春季年会, Domestic conference
20 Mar. 2018 - 「デヒドロルシフェリン誘導体を用いたホタルルシフェラーゼ活性部位の評価」
有年 聖良; 山路 稔; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第98回春季年会, Domestic conference
20 Mar. 2018 - 「イミダゾピラジノン化学発光系の高効率化要因の探索:分子内立体効果と化学励起効率との相関」
金井 勇樹; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第98回春季年会, Domestic conference
20 Mar. 2018 - 「近赤外生物発光材料の生体内イメージングにおける有用性」
北田昇雄; 木山正啓; 齊藤亮平; 岩野 智; 丹羽治樹; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 農芸化学会2018年度大会, Domestic conference
15 Mar. 2018 - 「ホタル発光基質と哺乳類内在性酵素による発光現象の解明」
齊藤亮平; 仲村 厚志; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 農芸化学会2018年度大会, Domestic conference
15 Mar. 2018 - 急性Tリンパ芽球性白血病細胞に増殖抑制効果を示す低分子化合物の探索」
鉢呂 佳史; 吉田 千紘; 齊藤 亮平; 木山 正啓; 宮下 和也; 八木 拓也; 武智 あずさ; 平野 誉; 原 孝彦; 牧 昌次郎
Oral presentation, Japanese, 先端モデル動物支援プラットフォーム, Domestic conference
24 Jan. 2018 - 「高溶解性新規ルシフェリンアナログの創製と実用化」
齊藤 亮平; 木山 正啓; 北田 昇雄; 東 翔子; 小畠 りか; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 先端モデル動物支援プラットフォーム, Domestic conference
24 Jan. 2018 - 「近赤外生物発光材料の生体内イメージングにおける有用性」
吉田 千紘; 木山 正啓; 北田 昇雄; 齊藤 亮平; 岩野 智; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 先端モデル動物支援プラットフォーム, Domestic conference
24 Jan. 2018 - “Fluorophore Design Based on the Firefly Light Emitter, Oxyluciferin for a Sustainable World”
T. Hirano; T. Uehara; T. Fujikawa; Y. Takahashi; R. Misawa; S. Maki; M. Yamaji
Oral presentation, English, International Symposium on Novel Energy Nanomaterials, Catalysts and Surfaces for Future Earth, 東京, International conference
28 Oct. 2017 - “Fluorophore design based on the firefly light-emitter: spectroscopic properties of benzothiazoke carboxylic derivatives in solution and solid state”
Y. Takahashi; S. Maki; T. Hirano
Oral presentation, English, International Symposium on Novel Energy Nanomaterials, Catalysts and Surfaces for Future Earth, 東京, International conference
28 Oct. 2017 - 「高水溶性新規ルシフェリンアナログの創製と実用化」
木山正啓; 岩野 智; 大塚智史; Shijia Winson Lu; 小畠りか; 宮脇 敦史; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 生物発光化学発光研究会第33回学術講演会, Domestic conference
21 Oct. 2017 - 「ホタル発光系におけるデヒドロルシフェリンとその誘導体の蛍光特性評価」
有年聖良; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第33回学術講演会, Domestic conference
21 Oct. 2017 - 「ホタル発光型蛍光色素を共役させたイミダゾピラジン化学発光系の構築」
吾妻 駿; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第33回学術講演会, Domestic conference
21 Oct. 2017 - 「ホタル発光体に基づくベンゾチアゾール蛍光色素のハロゲン化とその分光特性」
三澤玲菜; 山路 稔; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第33回学術講演会, Domestic conference
21 Oct. 2017 - 「分子内立体効果によるイミダゾピラジノン化学発光系の高効率化要因の探索」
金井勇樹; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第33回学術講演会, Domestic conference
21 Oct. 2017 - 「ホタルルシフェリンアナログのアリル基導入による波長制御」
北田昇雄; 木山正啓; 齊藤亮平; 斉藤 毅; 西山 繁; 丹羽治樹; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 生物発光化学発光研究会第33回学術講演会, Domestic conference
21 Oct. 2017 - “Aspiration Risk Detection Using Oral Administration of Fluorescent Food --- Preliminary Experiments Using Meat Phantoms”
Takahiro SUZUKI; Ryohei SAITO; Nobuo KITADA; Takuji KOIKE; Shojiro MAKI; Yukihiro MICHIWAKI; Goro NISHIMURA; Haruki NIWA; Yukio YAMADA
Oral presentation, English, 2017 IEEE International Conference on Cyborg and Bionic Systems (CBS 2017), International conference
17 Oct. 2017 - “Innovation of New Luciferin Analog for in vivo Optical Imaging”,
Ryohei Saito; Masahiro Kiyama; Nobuo Kitada; Rika Obata; Rei Morimitsu; Takashi Hirano; Shojiro Maki
Oral presentation, English, 2017 World Molecular Imaging Congress (WMIC), Philadelphia, USA,, International conference
13 Sep. 2017 - “SYNTHESIS AND BIOLUMINESCENCE OF HETEROCYCLIC ANALOGUES OF FIREFLY LUCIFERIN”
Rika Obata; Nobuo Kitada; Shojiro A. Maki
Oral presentation, English, The Asian Chemical Congress (ACC), International conference
23 Jul. 2017 - 「ホタルルシフェリンアナログのアリル基導入による波長制御」
北田昇雄; 木山正啓; 齊藤亮平; 斉藤毅; 西山繁; 丹羽治樹; 平野誉; 牧昌次郎
Oral presentation, Japanese, 第41回有機電子移動化学討論会, Domestic conference
22 Jun. 2017 - 「大型動物の光イメージング実現に向けた標識材料の開発」
齊藤亮平; 木山正啓; 東翔子; 北田昇雄; 盛満玲; 鉢呂佳史; 平野誉; 牧昌次郎
Oral presentation, Japanese, 第41回有機電子移動化学討論会, Domestic conference
22 Jun. 2017 - “Chemistry of firefly bioluminescence”
Oral presentation, English, Industry-UCB-UEC-Workshop 2017 (IUUWS 2017)
27 Mar. 2017 - 「近赤外生物発光材料の生体内イメージングにおける有用性」
北田 昇雄; 木山 正啓; 齊藤 亮平; 岩野 智; 丹羽 治樹; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 農芸化学会2017年度大会, 京都女子大学, Domestic conference
17 Mar. 2017 - 「ホタル発光系におけるデヒドロルシフェリン誘導体の蛍光特性評価」
有年 聖良; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第97回春季年会, 横浜, Domestic conference
16 Mar. 2017 - 「ホタル生物発光を利用した新規イメージングシステムの開発」
井岡 秀二; 斉藤 毅; 牧 昌次郎; 井本 正哉; 西山 繁
Oral presentation, Japanese, 日本化学会第97回春季年会, 横浜, Domestic conference
16 Mar. 2017 - 「ホタル発光体に基づく蛍光色素開発:ベンゾチアゾールカルボン酸誘導体の溶液及び固体蛍光特性の評価」
高橋 佑典; 上原 卓也; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第97回春季年会, Domestic conference
16 Mar. 2017 - 「アミン置換ホタルルシフェリンアナログの生物発光に基づくルシフェラーゼ特性の解析」
伊東 綜一郎; 垣内 美知雄; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第97回春季年会, Domestic conference
16 Mar. 2017 - 「分子内立体効果によるイミダゾピラジノン化学発光系の高効率化要因の探索」
金井 勇樹; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第97回春季年会, Domestic conference
16 Mar. 2017 - “Challenge to innovate the high water solubility NIR luciferin include nitrogen for in vivo imaging”
Rei Morimitsu; Masahiro Kiyama; Nobuo Kitada; Ryohei Saito; Shoko Higashi; Satoshi Iwano; Takashi Hirano; Shojiro A. Maki
Oral presentation, Japanese, 日本化学会第97回春季年会, Domestic conference
16 Mar. 2017 - 「ホタル生物発光系を利用したマルチカラー発光材料に関する研究」
東 翔子; 齊藤亮平; 盛満 玲; 木山 正啓; 北田 昇雄; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 日本化学会第97回春季年会, 同志社大学(京都), Domestic conference
16 Mar. 2017 - 「ホタルルシフェリンアナログのアリル基導入による波長制御」
北田 昇雄; 木山 正啓; 齊藤 亮平; 斉藤 毅; 西山 繁; 丹羽 治樹; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 日本化学会第97回春季年会, 同志社大学(京都), Domestic conference
16 Mar. 2017 - 「in vivo イメージングに適した水溶性向上型新規ルシフェリンアナログの開発」
鉢呂 佳史; 齊藤 亮平; 木山 正啓; 北田 昇雄; 盛満 玲; 小畠 りか; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 農芸化学会2017年度大会, 同志社大学(京都), Domestic conference
16 Mar. 2017 - 「in vivoイメージングに適した水溶性向上型新規ルシフェリンアナログの開発」
鉢呂 佳史; 齊藤 亮平; 木山 正啓; 北田 昇雄; 盛満 玲; 小畠 りか; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 先端モデル動物支援プラットフォーム, 琵琶湖ホテル, Domestic conference
06 Feb. 2017 - 「近赤外生物発光材料の生体内イメージングにおける有用性」
北田 昇雄; 木山 正啓; 齊藤 亮平; 岩野 智; 丹羽 治樹; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 先端モデル動物支援プラットフォーム, 琵琶湖ホテル, Domestic conference
06 Feb. 2017 - 「in vivoイメージングに適した水溶性向上型新規ルシフェリンアナログの開発」
鉢呂 佳史; 齊藤 亮平; 木山 正啓; 北田 昇雄; 盛満 玲; 小畠 りか; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 先端モデル動物支援プラットフォーム, Domestic conference
06 Feb. 2017 - 「近赤外生物発光材料の生体内イメージングにおける有用性」
北田 昇雄; 木山 正啓; 齊藤 亮平; 岩野 智; 丹羽 治樹; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 先端モデル動物支援プラットフォーム, Domestic conference
06 Feb. 2017 - 「近赤外生物発光基質による生体深部組織の高感度イメージング」
口丸 高広; 岩野 智; 木山 正啓; 三股 舜; 門之園 哲哉; 丹羽 治樹; 牧 昌次郎; 近藤 科江
Oral presentation, Japanese, 第39回日本分子生物学会年会, Domestic conference
06 Dec. 2016 - 「水溶性向上のための含窒素近赤外発光ホタルルシフェリンアナログ」
盛満 玲; 木山 正啓; 齊藤 亮平; 北田 昇雄; 東 翔子; 岩野 智; 丹羽 治樹; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 第39回日本分子生物学会年会, 横浜, Domestic conference
06 Dec. 2016 - 「近赤外生物発光材料の生体内イメージングにおける有用性」
北田 昇雄; 岩野 智; 木山 正啓; 齊藤 亮平; 丹羽 治樹; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 第39回日本分子生物学会年会, 横浜, Domestic conference
06 Dec. 2016 - 「in vivoイメージングに適した水溶性向上型新規ルシフェリンアナログの開発」
鉢呂 佳史; 齊藤 亮平; 木山 正啓; 北田 昇雄; 盛満 玲; 小畠 りか; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 第39回日本分子生物学会年会, 横浜, Domestic conference
06 Dec. 2016 - ”High-sensitive detection of tumors in deep tissue by near –infrared bioluminescence imaging”
口丸 高広; 岩野 智; 三股 舜; 牧 昌次郎; 門之園 哲哉; 近藤 科江
Oral presentation, English, The 75th Annual Meeting of the Japanese Cancer Association, パシフィコ横浜, International conference
06 Oct. 2016 - “Development of the benzothiazole-type near-infrared luciferin analogs”
Masahiro Kiyama; Ryohei Saito; Nobuo Kitada; Rika Obata; Shojiro Maki
Poster presentation, English, 2016 World Molecular Imaging Congress (WMIC), New York, International conference
07 Sep. 2016 - “Structure-activity relationship of AMP-luciferin analogs for in vivo imaging”
Nobuo Kitada; Satoshi Iwano; Ryohei Saito; Masahiro Kiyama; Haruki Niwa; takashi hirano; Shojiro Maki
Poster presentation, English, 2016 World Molecular Imaging Congress (WMIC), New York, International conference
07 Sep. 2016 - “Innovation of New Luciferin Analog for in vivo imaging”
Ryohei Saito; Masahiro Kiyama; Nobuo Kitada; Rei Morimitsu; Rika Obata; HAruki Niwa; Shojiro Maki
Poster presentation, English, 2016 World Molecular Imaging Congress (WMIC), New York, International conference
07 Sep. 2016 - “Innovation of New Luciferin Analog for in vivo imaging”
Ryohei Saito; Masahiro Kiyama; Nobuo Kitada; Rei Morimitsu; Rika Obata; HAruki Niwa; Shojiro Maki
Poster presentation, English, 2016 World Molecular Imaging Congress (WMIC),, New York, International conference
07 Sep. 2016 - 「生体内標識材料の開発と実用化研究」
齊藤亮平; 木山正啓; 北田昇雄; 東翔子; 岩野智; 丹羽治樹; 平野誉; 牧昌次郎
Oral presentation, Japanese, 第40回有機電子移動化学討論会, 新潟大学, Domestic conference
23 Jun. 2016 - 「ポリマー不織布担持金属触媒を用いた官能基選択的水素添加反応」
東 翔子; 小林 義尚; 川崎 有花; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 第40回有機電子移動化学討論会, 新潟大学, Domestic conference
23 Jun. 2016 - “A luciferin analog generating near-infrared bioluminescence improves detection sensitivity of deep-tissue tumor”
Takahiro Kuchimaru; Satoshi Iwano; Masahiro Kiyama; Shun Mitsumata; Tetsuya Kadonosono; Haruki Niwa; Shojiro Maki; Shinae Kizaka-Kondoh
Oral presentation, English, 19th International Symposium on Bioluminescence & Chemiluminescence, 筑波, International conference
29 May 2016 - “Innovation of firefly bioluminescence for NIR in vivo imaging probe”
S. Maki
Invited oral presentation, English, The 12th International Symposium on Organic Reactions and the 6th German-Japanese Symposium on Electrosynthesis(ISOR-12), International conference
22 Apr. 2016 - 「In vivo イメージングを志向した近赤外発光ルシフェリンの改良 Challenge to innovate the high performance NIR luciferin for in vivo imaging」
北田 昇雄; 岩野 智; 木山 正啓; 齊藤 亮平; 丹羽 治樹; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 農芸化学会2016年度大会(札幌)
27 Mar. 2016 - 「in vivo イメージングに適した新規ルシフェリンアナログの合成 _Innovation of New Luciferin Analogs for in vivo Imaging」
齊藤 亮平; 木山 正啓; 北田 昇雄; 東 翔子; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 農芸化学会2016年度大会(札幌)
27 Mar. 2016 - 「近赤外発光ホタルルシフェリンアナログの水溶性向上への挑戦 _Challenge to innovate the high water solubility NIR luciferin for in vivo imaging」
盛満 玲; 木山 正啓; 齊藤 亮平; 北田 昇雄; 大塚 智史; 東 翔子; 岩野 智; 丹羽 治樹; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 農芸化学会2016年度大会(札幌)
27 Mar. 2016 - 「新規発光物質の開発を目的としたホタルルシフェリンアナログの合成と活性評価」
井岡 秀二; 斉藤 毅; 岩野 智; 牧 昌次郎; 鈴木 孝治; 井本 正哉; 西山 繁
Oral presentation, Japanese, 日本化学会第96回春季年会
24 Mar. 2016 - 「置換基効果を駆使したホタル生物発光系の波長制御機構の解明」
垣内 美知雄; 山路 稔; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第96回春季年会
24 Mar. 2016 - 「ホタルルシフェリンアナログのL-L 反応による発光特性に及ぼす置換基効果」
伊東 綜一郎; 垣内 美知雄; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第96回春季年会
24 Mar. 2016 - 「ホタル発光体に基づく蛍光色素開発:ベンゾチアゾールのカルボン酸誘導体の蛍光特性」
高橋 佑典; 上原 卓也; 山路 稔; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第96回春季年会
24 Mar. 2016 - 「イミダゾピラジノン化学発光系の高効率化要因の探索」
金井 勇樹; 須貝 希; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第96回春季年会
24 Mar. 2016 - 「ポリマー不織布担持金属触媒を用いた官能基選択的水素添加反応」
東 翔子; 小林 義尚; 川崎 有花; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 日本化学会第96回春季年会
24 Mar. 2016 - Development of non-CRET based orange chemiluminescent imidazo[1,2-a]pyrazin-3(7H)-ones
Saito; Ryota; Hirano; Takashi, Maki; Shojiro, Niwa; Haruki
Poster presentation, English, The 2015 International Chemical Congress of Pacific Basin Societies (Pacifichem), International conference
15 Dec. 2015 - “Structure-activity relationship of AMP-luciferin analogs for in vivo imaging"
N. Kitada; S. Iwano; T. Hirano; H. Niwa; S. Maki
Oral presentation, English, The 2015 International Chemical Congress of Pacific Basin Societies (Pacifichem), International conference
15 Dec. 2015 - “Luminous reaction analysis of firefly luciferin analogs”
M. Kiyama; R. Obata; T. Hirano; S. Maki
Oral presentation, English, The 2015 International Chemical Congress of Pacific Basin Societies (Pacifichem), Honolulu, Hawaii, USA, International conference
15 Dec. 2015 - “New water-soluble NIR luciferin analog for in vivo imaging”
Higashi; R. Saito; M. Kiyama; S. Iwano; N. Kitada; T. Hirano; H. Niwa; S. Maki
Oral presentation, English, The 2015 International Chemical Congress of Pacific Basin Societies (Pacifichem), Honolulu, Hawaii, USA, International conference
15 Dec. 2015 - 「近赤外発光ルシフェリンアナログの発光特性の報告」
大塚智史; 東 翔子; 木山正啓; 北田昇雄; 齊藤亮平; 盛満 玲; 平野 誉; 牧昌次郎
Oral presentation, Japanese, 生物発光化学発光研究会第32回学術講演会, Domestic conference
31 Oct. 2015 - 「生体内フリーラジカルの検出を目的とした新規ホタルルシフェリンの合成と発光評価」
井岡秀二; 斉藤毅; 岩野智; 鈴木孝治; 牧昌次郎; 宮脇敦史; 井本正哉; 西山繁
Oral presentation, Japanese, 生物発光化学発光研究会第32回学術講演会, Domestic conference
31 Oct. 2015 - 「In vivoイメージングを志向した近赤外発光ルシフェリンの改良」
北田昇雄; 岩野 智; 木山正啓; 齊藤亮平; 丹羽治樹; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 生物発光化学発光研究会第32回学術講演会, Domestic conference
31 Oct. 2015 - 「イミダゾピラジノン化学発光系のスーパーオキシド検出条件での構造活性相関」
須貝希; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第32回学術講演会, Domestic conference
31 Oct. 2015 - 「アミノ置換基効果を用いたホタル生物発光制御機構の解明」
垣内美智雄; 山路稔; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第32回学術講演会, Domestic conference
31 Oct. 2015 - 「電子供与/受容性を調整したホタル型発光色素の分光学的性質」
藤川知也; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第32回学術講演会, Domestic conference
31 Oct. 2015 - 「近赤外発光ホタルルシフェリンアナログの水溶性向上への挑戦」
盛満玲; 北田昇雄; 岩野 智; 木山正啓; 齊藤亮平; 丹羽治樹; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 生物発光化学発光研究会第32回学術講演会, Domestic conference
31 Oct. 2015 - 「ホタル生物発光基質の構造と活性」
齊藤亮平; 木山正啓; 北田昇雄; 岩野 智; 小畠りか; 丹羽治樹; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 生物発光化学発光研究会第32回学術講演会, Domestic conference
31 Oct. 2015 - ” Chemistry on firefly bioluminescence”
Invited oral presentation, English, The Irago Conference 2015, Invited, International conference
22 Oct. 2015 - In vivo イメージングに適した新規標識材料の開発
齊藤亮平; 木山正啓; 北田昇雄; 大塚智史; 東 翔子; 丹羽治樹; 平野 誉; 牧昌次郎
Oral presentation, Japanese, 第39回有機電子移動化学討論会(長崎), 長崎大学、長崎
25 Jun. 2015 - In vivo光イメージング標識材料ホタルルシフェリン誘導体の新規創製
大塚智史; 木山正啓; 北田昇雄; 齊藤亮平; 東 翔子; 平野 誉; 牧昌次郎
Oral presentation, Japanese, 第39回有機電子移動化学討論会(長崎), 長崎大学、長崎
25 Jun. 2015 - ポリマー不織布担持型金属触媒を用いた高選択的水素添加反応
東 翔子; 小林義尚; 川崎有花; 平野 誉; 牧昌次郎
Oral presentation, Japanese, 第39回有機電子移動化学討論会(長崎), 長崎大学、長崎, Domestic conference
25 Jun. 2015 - 近赤外発光ホタルルシフェリンアナログの新規創製
大塚 智史; 木山 正啓; 北田 昇雄; 齊藤 亮平; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 第10回日本分子イメージング学会, 日本分子イメージング学会(船堀), 船堀
20 May 2015 - 近赤外発光ルシフェリンアナログによる深部腫瘍組織の高感度イメージング
口丸 高弘; 岩野 智; 木山 正啓; 三股 舜; 門之園 哲哉; 丹羽 治樹; 牧 昌次郎; 近藤 科江
Oral presentation, Japanese, 第10回日本分子イメージング学会(船堀), 日本分子イメージング学会, 船堀
20 May 2015 - in vivoイメージングに適した新規ルシフェリンアナログの創製
齊藤 亮平; 木山 正啓; 北田 昇雄; 岩野 智; 平野 誉; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 農芸化学会2015年度大会(岡山)
26 Mar. 2015 - ホタルルシフェリンアナログの発光反応解析
木山 正啓; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 農芸化学会2015年度大会(岡山)
26 Mar. 2015 - 近赤外発光イメージング材料“アカルミネ”の水溶性化技術とその性能
木山 正啓; 北田 昇雄; 齊藤 亮平; 牧 昌次郎; 口丸 高弘; 近藤 科江
Oral presentation, Japanese, 個体レベルでのがん研究の新展開(琵琶湖)
05 Feb. 2015 - ホタル発光系における特異的発光を示すルシフェリン中間体アナログの構造活性相関研究
北田 昇雄; 岩野 智; 平野 誉; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 個体レベルでのがん研究の新展開(琵琶湖)
05 Feb. 2015 - in vivoイメージングに適した水溶性向上型新規ルシフェリンアナログの創製
齊藤 亮平; 木山 正啓; 北田 昇雄; 岩野 智; 平野 誉; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 個体レベルでのがん研究の新展開(琵琶湖)
05 Feb. 2015 - 新規近赤外ルシフェリンアナログの創製
大塚 智史; 木山 正啓; 北田 昇雄; 齊藤 亮平; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 日本癌学会シンポジウム(金沢)
21 Jan. 2015 - in vivoイメージングに適した水溶性向上型新規ルシフェリンアナログの創製
齊藤 亮平; 木山 正啓; 北田 昇雄; 岩野 智; 平野 誉; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 日本癌学会シンポジウム(金沢)
21 Jan. 2015 - ホタル発光系における特異的発光を示すルシフェリン中間体アナログの構造活性相関研究
北田 昇雄; 岩野 智; 平野 誉; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 日本癌学会シンポジウム(金沢)
21 Jan. 2015 - 全世界待望の近赤外ホタル発光材料でIn vivoイメージングを新次元へ
斎藤 亮平; 木山 正啓; 北田 昇雄; 平野 誉; 丹羽 治樹; 牧 昌次郎
Poster presentation, Japanese, 日本化学会秋季事業第4回CSJ化学フェスタ, Domestic conference
14 Oct. 2014 - in vivoイメージングに適した新規ルシフェリンアナログの創製
齊藤 亮平; 木山 正啓; 岩野 智; 平野 誉; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 2014年電気化学秋季大会(札幌)
2014 - トリアルコキシフェニル置換イミダゾピラジノン誘導体の化学発光における反応条件依存性の評価
福島栄一; 牧昌次郎; 平野誉
Oral presentation, Japanese, 日本化学会第94回春季年会, 日本化学会, Domestic conference
2014 - ホタルデヒドロルシフェリンアナログの合成と分光学的性質
浅見 岳宏; 松橋 拓人; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第94回春季年会, 日本化学会, Domestic conference
2014 - ホタル生物発光反応の解明を目的としたホタルルシフェリンの構造活性相関研究
安達 悠樹; 斉藤 毅; 岩野 智; 牧 昌次郎; 丹羽 治樹; 西山 繁
Oral presentation, Japanese, 日本化学会第94回春季年会, 日本化学会, Domestic conference
2014 - 新規発光アナログの開発を目的としたホタルルシフェリンの構造活性相関研究
井岡 秀二; 斉藤 毅; 岩野 智; 牧 昌次郎; 丹羽 治樹; 西山 繁
Oral presentation, Japanese, 日本化学会第94回春季年会, 日本化学会, Domestic conference
2014 - 世界最長波長で発光する新規ホタルルシフェリンアナログの創製
軽部 一磨; 北田 昇雄; 三浦 千弥; 岩野 智; 平野 誉; 丹羽 治樹; 牧 昌次郎; 斉藤 毅; 西山 繁
Oral presentation, Japanese, 日本化学会第94回春季年会, 日本化学会, Domestic conference
2014 - in vivoイメージングに適した新規ルシフェリンアナログの創製
齊藤 亮平; 木山 正啓; 岩野 智; 北田 昇雄; 伊藤 和人; 軽部 一磨; 平野 誉; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 日本化学会第94回春季年会, 日本化学会, Domestic conference
2014 - 置換基を導入したチアゾロピラジン蛍光色素の発光特性制御
鈴木 良尚; 中川 達規; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第94回春季年会, 日本化学会, Domestic conference
2014 - ホタル生物発光の発光色制御機構:ルシフェリンの置換基効果による発光特性制御
後藤 史也; 松橋 拓人; 岩野 智; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第94回春季年会, 日本化学会, Domestic conference
2014 - 近赤外発光材料で革新するin vivoイメージング
岩野 智; 金森 茜; 口丸 高弘; 牧 昌次郎; 近藤 科江; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第94回春季年会, 日本化学会, Domestic conference
2014 - ホタルーインスバイアード蛍光色素の高効率マルチカラード蛍光特性
上原 卓也; 山路 稔; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第94回春季年会, 日本化学会, Domestic conference
2014 - ホタル生物発光の発光色制御機構:アミノルシフェリン誘導体を用いたルシフェラーゼ発光特性の評価
松橋 拓人; Viviani Vadim; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第94回春季年会, 日本化学会, Domestic conference
2014 - オワンクラゲ生物発光機構の解明:π共役拡張型アナログを用いた発光体アニオン構造の再検討
林 千尋; 山路 稔; 牧 昌次郎; 平野 誉
Oral presentation, Japanese, 日本化学会第94回春季年会, 日本化学会, Domestic conference
2014 - 近赤外ルシフェリンアナログ アカルミネ®の水溶性改善化技術
木山 正啓; 齊藤 亮平; 岩野 智; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 平成25年度個体レベルからみた炎症とがん, Domestic conference
2014 - in vivoイメージングに適した新規ルシフェリンアナログの創製
齊藤 亮平; 木山 正啓; 岩野 智; 北田 昇雄; 伊藤 和人; 軽部 一磨; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 平成25年度個体レベルからみた炎症とがん, Domestic conference
2014 - 「ホタル発光系における特異的発光を示すルシフェリン中間体アナログの構造活性相関研究」
北田 昇雄; 岩野 智; 平野 誉; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 2014年電気化学秋季大会(札幌)
2014 - in vivoイメージングに適した水溶性向上型新規ルシフェリンアナログの創製
齊藤 亮平; 木山 正啓; 北田 昇雄; 岩野 智; 平野 誉; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 第36回日本分子生物学会年会(横浜)
2014 - 新規近赤外ルシフェリンアナログの創製
大塚 智史; 木山 正啓; 北田 昇雄; 齊藤 亮平; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 第36回日本分子生物学会年会(横浜)
2014 - 近赤外発光イメージングによるがん細胞の高感度検出
三股 舜; 口丸 高弘; 岩野 智; 門之園 哲哉; 丹羽 治樹; 牧 昌次郎; 近藤 科江
Oral presentation, Japanese, 第36回日本分子生物学会年会(横浜)
2014 - 近赤外発光ルシフェリンの高輝度化への取り組み
木山 正啓; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 第36回日本分子生物学会年会(横浜)
2014 - ホタルルシフェリンアナログの発光反応解析
木山 正啓; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 生物発光化学発光研究会第31回学術講演会(長野上田)
2014 - ホタル発光系における特異的発光を示すルシフェリン中間体アナログの構造活性相関研究
北田 昇雄; 岩野 智; 平野 誉; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 生物発光化学発光研究会第31回学術講演会(長野上田)
2014 - 近赤外ホタルルシフェリンアナログの新規創製
大塚 智史; 木山 正啓; 北田 昇雄; 齊藤 亮平; 平野 誉; 牧 昌次郎
Oral presentation, Japanese, 生物発光化学発光研究会第31回学術講演会(長野上田)
2014 - in vivoイメージングに適した新規ルシフェリンアナログの創製
齊藤 亮平; 木山 正啓; 岩野 智; 北田 昇雄; 伊藤 和人; 軽部 一磨; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 生物発光化学発光研究会第30回学術講演会, Domestic conference
2013 - in vivoイメージングに適した新規ルシフェリンアナログの創製
齊藤 亮平; 木山 正啓; 岩野 智; 北田 昇雄; 伊藤 和人; 軽部 一磨; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 第36回日本分子生物学会年会, Domestic conference
2013 - ホタル生物発光機構の解明:アミノ置換ルシフェリンアナログの発光特性に及ぼす置換基効果」
松橋 拓人; 長井 裕之; 伊藤 和人; 岩野 智; 牧 昌次郎; 丹羽 治樹; V; R. Viviani; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第30回学術講演会, Domestic conference
2013 - ウミホタル発光体構造の化学変換による縮環型蛍光色素の構築
鈴木 良尚; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第30回学術講演会, Domestic conference
2013 - オワンクラゲ生物発光機構の解明: 共役拡張型発光体アナログの発光特性の評価
林 千尋; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第30回学術講演会, Domestic conference
2013 - ホタル型マルチカラー蛍光色素の合成と分光学的性質の評価
上原 卓也; 山路 稔; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第30回学術講演会, Domestic conference
2013 - 水素結合応答型ソルバトクロミズムを示すイミダゾピラジノン誘導体のπ電子物性の評価
山中 栄治; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第30回学術講演会, Domestic conference
2013 - 赤色発光ルシフェリンアナログの実用的合成法の確立
浅野 里佳; 木山 正啓; 北田 昇雄; 三浦 千弥; 岩野 智; 小畠 りか; 牧 昌次郎; 丹羽 治樹; 斉藤 毅; 西山 繁
Oral presentation, Japanese, 生物発光化学発光研究会第30回学術講演会, Domestic conference
2013 - 一段階ホタル生物発光反応の開発
岩野 智; 小島 哲; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 生物発光化学発光研究会第30回学術講演会, Domestic conference
2013 - ホタル生物発光反応に基づくin vivoイメージング用近赤外発光材料
岩野 智; 金森 茜; 口丸 高弘; 近藤 科江; 牧 昌次郎
Oral presentation, Japanese, 第72回日本癌学会総会
2013 - in vivoイメージングに適した新規ルシフェリンアナログの創製
齊藤 亮平; 木山 正啓; 岩野 智; 北田 昇雄; 伊藤 和人; 軽部 一磨; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 2013年電気化学秋季大会, Domestic conference
2013 - トリアルコシキフェニル置換基導入によるイミダゾピラジノン誘導体の化学発光特性制御
福島 栄一; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 生物発光化学発光研究会第30回学術講演会, Domestic conference
2013 - ホタル型マルチカラー蛍光色素の合成と分光学性質の評価
上原 卓也; 山路 稔; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 第24回基礎有機化学討論会
2013 - ホタル発光色制御機構の研究:電子的性質を調整したルシフェリンアナログの発光特性評価
後藤 史也; 松橋 拓人; 岩野 智; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 第24回基礎有機化学討論会
2013 - ウミホタル発光体に基づく分子内電荷移動性縮環型蛍光色素の構築
鈴木良尚; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 第24回基礎有機化学討論会
2013 - ウミホタル発光体に基づく蛍光色素チアゾロピラジンの発光特性制御
平野 誉; 中川 達規; 笹 真紀子; 牧 昌次郎; 丹羽 治樹; 山路 稔
Oral presentation, Japanese, 2013年光化学討論会(愛媛)
2013 - ホタル生物発光の発光色制御機構の解明:アミノ置換基を有するルシフェリンアナログの発光特性評価
松橋 拓人; V; R. Viviani; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 2013年光化学討論会(愛媛)
2013 - オワンクラゲ生物発光機構の解明:共役拡張型発光体アナログの発光特性の評価
林 千尋; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 2013年光化学討論会(愛媛)
2013 - 世界最長波長で発光するホタルルシフェリンアナログの創製
軽部 一磨; 北田 昇雄; 三浦 千弥; 岩野 智; 平野 誉; 丹羽 治樹; 牧 昌次郎齋藤; 西山 繁
Oral presentation, Japanese, 第37回有機電子移動化学討論会(岡山大学、岡山)
2013 - 近赤外ルシフェリンアナログアカルミネ○Rの水溶性改善化技術
木山 正啓; 三浦 千弥; 岩野 智; 平野 誉; 丹羽 治樹; 牧 昌次郎
Oral presentation, Japanese, 第37回有機電子移動化学討論会(岡山大学、岡山)
2013 - ホタルルシフェリンの構造活性相関と新規ルシフェリンアナログの開発
井岡 秀二; 齋藤 毅; 岩野 智; 牧 昌次郎; 丹羽 治樹; 西山 繁
Oral presentation, Japanese, 第37回有機電子移動化学討論会(岡山大学、岡山)
2013 - ホタル生物発光に基づく近赤外発光材料の応用
岩野 智; 金森 茜; 口丸 高弘; 稲塚 歩佳; 牧 昌次郎; 近藤 科江; 丹羽 治樹
Oral presentation, Japanese, 第37回有機電子移動化学討論会(岡山大学、岡山)
2013 - 高選択的水素化触媒の創製
小林 義尚; 鈴木 康之; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 電気化学会(仙台)
2013 - in vivoイメージングにおける近赤外自発光材料の実用性
岩野 智; 小島 哲; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 電気化学会(仙台)
2013 - ホタル生物発光系を活用した近赤外発光材料の実現とその性能
岩野 智; 小畠 りか; 小島 哲; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第93春季年会(立命館大学・びわこくさつ:滋賀)
2013 - 「ホタル生物発光型標識材料の創製と実用化」
Invited oral presentation, Japanese, 若手シンポジウム第14回「生物資源化学の新たな展開」, 日本農芸化学会中四国支部
Oct. 2012 - Innovation of artificial Luminescence System based on Firefly Bioluminescence
Shojiro A. Maki; Takashi Hirano; Haruki Niwa
Invited oral presentation, English, International Workshop on Modern Science and Technology 2008, Harbin Engineering University, Harbin China, International conference
Nov. 2008 - Important Site of Luciferin on Firefly Bioluminescence
Shojiro A. Maki
Invited oral presentation, English, 214th Meeting of The Electrochemical Society, 214th Meeting of The Electrochemical Society, Honolulu, Hawaii, USA, International conference
Oct. 2008 - ホタル生物発光をモデル化した人工発光系の創成
牧 昌次郎
Invited oral presentation, Japanese, 第6回オプティクス教育研究セミナー(宇都宮大学), 宇都宮大学オプティクス教育研究センター
Jul. 2008 - Development of Molecular Probes based on Firefly Bioluminescence
Shojiro A. Maki
Invited oral presentation, English, 213th Meeting of The Electrochemical Society, 213th Meeting of The Electrochemical Society, Arizona, Phoenix, USA, International conference
May 2008 - オリゴチオフェン置換基によるイミダゾピラジノン化学発光特性の制御
大庭洋志; 小島哲; 牧昌次郎; 丹羽治樹; 平野誉
Oral presentation, Japanese, 日本化学会第88春季年会、講演予稿集Ⅱ
2008 - イミダゾピラジノン生物・化学発光系の反応機構:化学励起のメカニズム
平野誉; 大庭洋志; 高橋友登; 小島哲; 牧昌次郎; 丹羽治樹
Oral presentation, Japanese, 日本化学会第88回春季年会、講演予稿集Ⅱ
2008 - ビスピラジノイミダゾヘキサアザアントラセン誘導体の分光学的性質
八谷聡次郎; 橋爪大輔; 小島哲; 牧昌次郎; 平野誉; 丹羽治樹
Oral presentation, Japanese, 日本化学会第88春季年会、講演予稿集Ⅱ
2008 - 新規発光物質への合成によるアプローチ
皿田修一; 木山正啓; 小島哲; 牧昌次郎; 平野誉; 丹羽治樹
Oral presentation, Japanese, 日本化学会第88春季年会、講演予稿集Ⅱ
2008 - ホタルルシフェリンアナログの合成と構造活性相関研究
柳内悟; 小島哲; 牧昌次郎; 平野誉; 丹羽治樹
Oral presentation, Japanese, 日本化学会第88春季年会、講演予稿集Ⅱ
2008 - イソミミズ発光系の探索
武内淳信; 小島哲; 牧昌次郎; 平野誉; 丹羽治樹
Oral presentation, Japanese, 日本化学会第88春季年会、講演予稿集Ⅱ
2008 - ホタル生物発光系の発光色制御機構
羽角洋輔; 大塚一宏; 小島哲; 牧昌次郎; 丹羽治樹; 平野誉
Oral presentation, Japanese, 日本化学会第88春季年会、講演予稿集Ⅱ
2008 - イミダゾピラジノン生物・化学発光系の反応機構・酸素化プロセスの反応機構
一色高; 小島哲; 牧昌次郎; 丹羽治樹; 平野誉
Oral presentation, Japanese, 日本化学会第88春季年会、講演予稿集Ⅱ
2008 - イミダゾピラジノン生物・化学発光系の反応機構:酸素化プロセスの反応解析
一色高; 小島哲; 牧昌次郎; 丹羽治樹; 平野誉
Oral presentation, English, 日本化学会第88春季年会、講演予稿集Ⅱ
2008 - オフェンπ共役を有するイミダゾピラジノン誘導体の合成と化学発光
末長武範; 秋山誠司; 小島哲; 牧昌次郎; 丹羽治樹; 平野誉
Oral presentation, Japanese, 日本化学会第88春季年会、講演予稿集Ⅱ
2008 - 発光キノコ、ヤコウタケ生物発光機構研究;発光に対する添加物の効果
森憲一; 小島哲; 新津尚; 牧昌次郎; 平野誉; 丹羽治樹
Oral presentation, Japanese, 日本化学会第88春季年会、講演予稿集Ⅱ
2008 - ホタル生物発光活性と基質構造の相関
柳内悟; 小島哲; 牧昌次郎; 平野誉; 丹羽治樹
Oral presentation, Japanese, 第32回有機電子移動化学討論会、講演要旨集
2008 - ホタル生物発光をモデルとした発光材料の開発
牧昌次郎
Invited oral presentation, Japanese, 第3回有機電子移動化学若手の会, 有機電子移動化学若手の会
Jun. 2007 - Activity and selectivity of Pd black Catalyst adhering to Fabric
Shojiro A. Maki
Invited oral presentation, English, 211th Meeting of The Electrochemical Society C2, Illinois, Chicago, USA,, International conference
May 2007 - 電解クロル化とブラッテラスタノシドBの合成
電気化学会; 回大会; 講演要旨集
Oral presentation, Japanese, 電気化学会第74回大会、講演要旨集、p. 268 (2007).,電気化学会第74回大会、講演要旨集、p. 268 (2007).
Mar. 2007 - ピラジナミンを用いた新規な蛍光性含窒素共役分子の合成と物性評価
八谷 聡二郎; 橋爪 大輔; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第87春季年会、講演予稿集II、
2007 - Chemical approach to firefly bioluminescence reaction
S. Kojima; S. Maki; T. Hirano; H. Niwa
Public symposium, English, 2nd. International Symposium on Organic Electron Transfer Chemistry directed toward Organic Synthesis, Yokohama
Jan. 2007 - Innovation of artificial Luminescence System by Modeling Firefly Bioluminescence
Shojiro A. Maki
Invited oral presentation, English, 2nd. International Symposium on Organic Electron Transfer Chemistry directed toward Organic Synthesis, Yokohama, Japan, International conference
Jan. 2007 - ピラジナミンを用いた新規な蛍光性含窒素共役分子の合成と物性評価
八谷 聡二郎; 橋爪 大輔; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第87春季年会、講演予稿集II、
2007 - 8, 8’-ビスイミダゾピラジノン誘導体の構造と化学発光
児玉 奈緒子; 橋爪 大輔; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第87春季年会、講演予稿集II
2007 - ウミホタル生物・化学発光の分子機構研究:効率化支配要因の解明
高橋 友登; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第87春季年会、講演予稿集
2007 - オワンクラゲ生物・化学発光機構研究:基質構造と化学発光特性の相関
大庭 洋志; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第87春季年会、講演予稿集
2007 - イミダゾピラジノン化学発光特性の制御:オリゴチオフェンによる置換基効果
秋山誠司; 牧昌次郎; 丹羽治樹; 平野誉
Oral presentation, Japanese, 第1回関東支部大会
2007 - 8, 8’-ビスイミダゾピラジノン誘導体の構造と物性
稲垣 貴之; 児玉 奈緒子; 橋爪 大輔; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第87春季年会、講演予稿集Ⅱ
2007 - ホタルルシフェリンアナログの合成と発光活性(1)
五嶋 温子; 小島 哲; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第87春季年会、講演予稿集II
2007 - ホタルルシフェリンアナログの合成と発光活性(2)
福井 謙哉; 五嶋 温子; 小島 哲; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第87春季年会、講演予稿集II
2007 - 化学的アプローチによるホタル生物発光の機能制御と反応解析
小島 哲; 五嶋 温子; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 第31回エレクトロオーガニックケミストリー、講演要旨集p. 50-51 (2007),第31回エレクトロオーガニックケミストリー、講演要旨集
2007 - 化学的アプローチによるホタル生物発光の機能制御と反応解析
柳内 悟; 小島 哲; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 第31回エレクトロオーガニックケミストリー、講演要旨集p. 90-91 (2007)
2007 - 高選択性担持型触媒の開発
牧 昌次郎
Oral presentation, Japanese, オルガテクノ2007、予稿集p. 18-19 (2007),オルガテクノ2007
2007 - ホタル発光系を利用したL-ルシフェリンからD-ルシフェリンの生成
中村 光裕; 丹羽 一樹; 牧 昌次郎; 平野 誉; 丹羽 治樹; 近江谷 克裕
Oral presentation, Japanese, 第49回天然有機化合物討論会、講演要旨集、 (2007).,第49回天然有機化合物討論会、講演要旨集、 (2007).
2007 - ウミホタル生物・化学発光の分子機構:高効率反応プロセスの解明
平野誉; 高橋友登; 近藤宏行; 牧昌次郎; 丹羽治樹
Oral presentation, Japanese, 光化学討論会、講演要旨集
2007 - ピラジノイミダゾール縮環 ヘキサアザアントラセン誘導体の合成と物性評価
八谷聡次郎; 橋爪大輔; 牧昌次郎; 丹羽治樹; 平野誉
Oral presentation, Japanese, 第1回 関東支部大会
2007 - 化学的アプローチによるホタル生物発光反応の解析
小島哲; 五嶋温子; 牧昌次郎; 平野誉; 丹羽治樹
Oral presentation, Japanese, 第1回関東支部大会
2007 - 発光キノコ、ヤコウタケ生物発光機構研究;発光能のPH依存性
森憲一; 小島哲; 新津尚; 牧昌次郎; 平野誉; 丹羽治樹
Oral presentation, Japanese, 第1回関東支部大会
2007 - オワンクラゲ生物・化学発光の分子機構研究:化学発光特性相関
大庭洋志; 牧昌次郎; 平野誉; 丹羽治樹
Oral presentation, Japanese, 第1回関東支部大会
2007 - π共役ビスイミダゾピラジノン誘導体の分子構造と物性、および化学発光
稲垣貴之; 橋爪大輔; 牧昌次郎; 平野誉; 丹羽治樹
Oral presentation, Japanese, 第1回関東支部大会
2007 - 生物発光を分子基盤とする電気化学発光系の構築:アミドピラジン誘導体による発光系
渡伸一; 牧昌次郎; 丹羽治樹; 平野誉
Oral presentation, Japanese, 第1回関東支部大会
2007 - ホタルルシフェリンアナログの構造と生物発光活性相関研究
福井謙哉; 小島哲; 牧昌次郎; 平野誉; 丹羽治樹
Oral presentation, Japanese, 第1回関東支部大会
2007 - ピラジン集合型π共役分子の合成と物性
平野誉; 増子啓介; 児玉奈緒子; 稲垣貴之; 橋爪大輔; 牧昌次郎; 丹羽治樹
Oral presentation, Japanese, 第37回構造有機化学討論会
2007 - Preparation and Activity of Pd black Catalyst adhering to Fabric
S. Maki
Invited oral presentation, English, MANUEL M. Baizer Award Synposium on Organic Electrochemistry VII, 209th Meeting of The Electrochemical Society S2,, Colorado, Denver, USA,, International conference
May 2006 - イミダゾピラジノン化学発光特性の制御:共役置換基効果
秋山 誠司; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会、講演要旨集、p. 191 (2006)
2006 - Odontosyllis属発光ゴカイの発光基質の単離研究
三枝 直行; 小島 哲; 窪田 雅之; 平野 誉; 牧 昌次郎; Tsuji; Frederick. I; 丹羽治樹
Oral presentation, Japanese, 日本化学会第86春季年会、講演予稿集II、p 1400 (2006).
2006 - 発光キノコ「ヤコウタケ」発光系の可溶化の試み
森 憲一; 三枝 直行; 小島 哲; 新津 尚; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第86春季年会、講演予稿集II、p 1400 (2006).
2006 - 新規蛍光タンパク「カエデ」の赤色蛍光発色団の構造研究
間蓑 雅; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第86春季年会、講演予稿集II、p 1409 (2006).
2006 - ホタルルシフェリンのインドール型アナログの合成と発光活
五嶋 温子; 小島 哲; 豊田 朋恵; 福井 謙哉; 天野 良治; 牧 昌次郎; 近江谷 克裕; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第86春季年会、講演予稿集II、p 1345 (2006).
2006 - ホタル生物発光におけるルシフェラーゼ機能の識別
小島 哲; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第86春季年会、講演予稿集II、p 1345 (2006).
2006 - 新規な蛍光性含窒素π共役分子の合成と物性評価
八谷 聡二郎; 橋爪 大輔; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会、講演要旨集、(2006).
2006 - ウミホタルオキシルシフェリン誘導体の蛍光及び電気化学発光
増子 啓介; 宮川 裕司; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第86春季年会、講演予稿集II、p 1468 (2006)
2006 - イミダゾピラジノン生物、化学発光機構、化学発光特性の制御因子
大庭 洋志; 高橋 友登; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第86春季年会、講演予稿集II、p 1539 (2006).
2006 - イミダゾピラジノン化学発光特性の制御:π共役置換基効果
秋山 誠司; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第86春季年会、講演予稿集II、p 1539 (2006)
2006 - ビピラジンジアミン系蛍光色素の合成と分光学的性質
増子 啓介; 小幡 進; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第86春季年会、講演予稿集II、p 1251 (2006)
2006 - 1,4-ビス(2-イミダゾピラジノイル)ベンゼン誘導体の合成及び物性評価
児玉 奈緒子; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第86春季年会、講演予稿集II、p 1252 (2006).
2006 - ウミホタル生物、化学発光の分子機構:発光量子収率の支配因子
高橋 友登; 近藤 宏行; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第86春季年会、講演予稿集II、p 1129 (2006)
2006 - ウミホタル生物発光のモデル反応: イミダゾピラジノンとp-ベンゾキノンとの付加反応性
早川 優; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第86春季年会、講演予稿集II、p 1129 (2006)
2006 - odontosyllis属発光ゴカイの発光基質の単離研究
森 憲一; 三枝 直行; 小島 哲; 牧 昌次郎; 平野 誉; F. I. Tsuji; 丹羽 治樹
Oral presentation, Japanese, 第24回生物発光化学発光研究会、講演要旨集、p. 23 (2006)
2006 - ホタルルシフェリンアナログの合成と発光活性(1)
五嶋 温子; 天野 良治; 小島 哲; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 第24回生物発光化学発光研究会、講演要旨集、p. 26 (2006).
2006 - ホタルルシフェリンアナログの合成と発光活性(2)
福井 謙哉; 五嶋 温子; 天野 良治; 小島 哲; 中村 光裕; 牧 昌次; 平野 誉; 丹羽 治樹郎
Oral presentation, Japanese, 第24回生物発光化学発光研究会、講演要旨集、p. 27 (2006)
2006 - Stereoisomeric bio-inversion of firefly luciferin
丹羽 一樹; 中村 光裕; 牧 昌次郎; 平野 誉; 丹羽 治樹; 近江谷 克裕
Oral presentation, Japanese, 第24回生物発光化学発光研究会、講演要旨集、p. 29 (2006)
2006 - 発光基質によるホタル発光酵素の制御と生物発光活性
牧 昌次郎; 小島 哲; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 第30回エレクトロオーガニックケミストリー、講演要旨集p 26-27 (2006)
2006 - イミダゾピラジノン化学発光特性の制御:共役置換基効果
秋山 誠司; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会、講演要旨集、p. 191 (2006)
2006 - ビスイミダゾピラジノン誘導体の構造と物性・化学発光性の相関
児玉 奈緒子; 牧 昌次郎; 丹羽 治樹; 池田 浩; 平野 誉
Oral presentation, Japanese, 光化学討論会、講演要旨集、p. 212 (2006)
2006 - ウミホタル生物・化学発光の分子機構:発光特性に及ぼす置換基効果
高橋 友登; 近藤 宏行; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会、講演要旨集、p. 314 (2006)
2006 - ウミホタル生物・化学発光機構の解明: 電子移動型酸素化モデル反応
早川 優; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会、講演要旨集、p. 418 (2006)
2006 - オワンクラゲ生物・化学発光機構:高効率発光の支配要因の解明
大庭 洋志; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会、講演要旨集、p. 419 (2006)
2006 - ウミホタル生物発光機構の解明:電子移動型酸素化過程の確立
平野 誉; 高橋 友登; 近藤 宏行; 早川 優; 池田 浩; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, バイオ関連化学合同シンポジウム、講演要旨集、
2006 - ウミホタル生物発光分子系に基づく色素センサー機能の開拓
平野 誉; 高向 啓治; 関口 卓志; 牧 昌次郎; 丹羽 治
Oral presentation, Japanese, 第52回有機合成化学協会関東支部会、講演要旨集
2006 - ホタル発光系をモデルとした人工発光標識系創製へのアプローチ 〜電子移動化学を基軸とした化学生物学への挑戦〜」
牧昌次郎
Invited oral presentation, Japanese, 第29回エレクトロオーガニックケミストリー 講演要旨集
Jun. 2005 - ホタル発光系をモデルとした人工発光標識系創製へのアプローチ 〜電子移動化学を基軸とした化学生物学への挑戦〜」
牧昌次郎
Invited oral presentation, Japanese, 第29回エレクトロオーガニックケミストリー 講演要旨集
Jun. 2005 - Pinpoint Hydrogenation of Alkenes by using Polymer Supported Pd Black
Shojiro Maki
Invited oral presentation, English, 1st. International Symposium on Organic Electron Transfer Chemistry directed toward Organic Synthesis, Abstracts, Osaka, Japan, International conference
Mar. 2005 - 発光キノコ ヤコウタケ発光系の探索研究
森 憲一; 三枝 直行; 竹内 昭洋; 新津 尚; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 第23回生物発光化学発光研究会,第23回生物発光化学発光研究会、講演要旨集、p.67-68 (2005
2005 - 夜光虫の生物発光基質の単離と構造
竹内 昭洋; 中村 光裕; 鈴木 千恵; 龍福 正行; 近江谷 克裕; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第85春季年会、講演予稿集II
2005 - 発光巻貝ラチアの発光機構研究:ラチアルシフェリンのアナログのkmと発光反応性物の分析
正木 美津希; 間簑 雅; 永家 聖; 中村 光裕; 小島 哲; 近江谷 克裕; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第85春季年会、講演予稿集II
2005 - カルボニル基を特異的に13C標識したフェニルアラニンの質量分析
畑瀬 宏; 中村 光裕; 大橋 陽子; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 第53回質量分析総合討論会,第53回質量分析総合討論会、講演要旨集
2005 - 蛍光タンパクKaedeの赤色蛍光発色団のモデル化合物の合成と蛍光性評価
間簑 雅; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第85春季年会、講演予稿集II
2005 - ウミホタル生物・化学発光の分子機構:発光特性に及ぼす置換効果
高橋 友登; 近藤 宏行; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第85春季年会、講演予稿集II
2005 - イミダゾピラジノン誘導体の光機能:新規ビス型金属イオンセンサーの合成
近藤 秀美; 関口 卓志; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第85春季年会、講演予稿集II
2005 - 新規なビピラジンアミン系蛍光色素の合成と物性評価
増子 啓介; 小幡 進; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第85春季年会、講演予稿集II
2005 - イミダゾピラジノン誘導体のソルバトクロミズム制御及び色素センサー応用
高向 啓治; 牧 昌次郎; 丹羽 治樹; 池田 浩; 平野 誉
Oral presentation, Japanese, 日本化学会第85春季年会、講演予稿集II
2005 - 新規8, 8’ビスイミダゾピラジノン誘導体の合成及び物性評価
児玉 奈緒子; 小幡 進; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第85春季年会、講演予稿集II
2005 - ウミホタル生物・化学発光の分子機構解明
近藤 宏行; 牧 昌次郎; 丹羽 治樹; 池田 浩; 平野 誉
Oral presentation, Japanese, 日本化学会第85春季年会、講演予稿集II
2005 - FAB-MS/MSによるグリセロ型ガングリオシドにおけるシアル酸アノマーの識別
大橋 陽子; 畑瀬 宏; 中村 光裕; 和田 栄子; 須田 功; 平野 誉; 牧 昌次郎; 丹羽 治樹; 永井 克孝
Oral presentation, Japanese, 第53回質量分析総合討論会,第53回質量分析総合討論会、講演要旨集
2005 - ホタル発光系をモデルとした人工発光標識系創製へのアプローチ
牧 昌次郎
Oral presentation, Japanese, 第29回エレクトロオーガニックケミストリー,第29回エレクトロオーガニックケミストリー
2005 - 新規なビピラジンアミン系蛍光色素の合成と分光学的性質の評価
増子 啓介; 小幡 進; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2005 - ウミホタル生物・化学発光の分子機構:発光特性に及ぼす置換効果
高橋 友登; 近藤 宏行; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2005 - 新規な8, 8’ビスイミダゾピラジノン誘導体の物性及び化学発光特性
児玉 奈緒子; 小幡 進; 牧 昌次郎; 丹羽 治樹; 池田 浩; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2005 - イミダゾピラジノン誘導体の光機能:ソルバトクロミズム制御及び色素センサーへの応用
高向 啓治; 牧 昌次郎; 丹羽 治樹; 池田 浩; 平野 誉
Oral presentation, Japanese, 第35回構造有機化学討論会,第35回構造有機化学討論会、講演要旨集
2005 - 新規なビスイミダゾピラジノン誘導体の合成及び物性評価
児玉 奈緒子; 新部 美佳; 小幡 進; 牧 昌次郎; 丹羽 治樹; 池田 浩; 平野 誉
Oral presentation, Japanese, 第35回構造有機化学討論会,第35回構造有機化学討論会、講演要旨集
2005 - Odontollysis族発光ゴカイの発光基質の単離と構造
三枝 直行; 小島 哲; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 第23回生物発光化学発光研究会,第23回生物発光化学発光研究会、講演要旨集
2005 - ホタルルシフェリンのアナログ合成と発光活性
天野 良治; 五嶋 温子; 中村 光裕; 牧 昌次郎; 近江谷 克裕; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第85春季年会、講演予稿集II
2005 - ウミホタル生物発光機構:酸素化反応機構の実験的確立
平野 誉; 近藤 宏行; 池田 浩; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 第23回生物発光化学発光研究会,第23回生物発光化学発光研究会、講演要旨集
2005 - Biomimetic Oxygenation using Electrochemical Method
Shojiro Maki
Invited oral presentation, English, 205th Meeting of The Electrochemical Society Abstracts, TExas,San Antonio,USA, International conference
May 2004 - 新規8,8'-ビスイミダゾピラジノン誘導体の合成と構造及び化学発光性の評価(共著)
小幡 進; 牧 昌 次郎; 平野 誉; 丹羽治樹
Oral presentation, Japanese, 日本化学会第84春季年会(関西学院大学、兵庫)、講演予稿集II(2004.3.26-29)
Mar. 2004 - 新規共役ビスイミダゾピラジノン誘導体の合成と化学発光特性の評価
新部 美佳; 小幡 進; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - イクオリン生物発光機構の解明:〜エミッターの構造決定〜
森 浩太郎; 榎本 敏照; 近江谷 克裕; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - 新規な共役ビスイミダゾピラジノン誘導体の合成と化学発光特性の評価
新部 美佳; 小幡 進; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2004 - ジアリールイミダゾピラジノン類のスーパーオキシドアニオン誘起化学発光におけるpH依存型二重発光挙動
齋藤 良太; 井上 千鶴; 加藤 明良; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - イミダゾピラジノン生物・化学発光の分子機構:化学発光反応の条件依存性
近藤 宏行; 入江 勉; 久保田 英博; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - ミダゾピラジノン誘導体の光機能:2アリール誘導体の置換基効果
高向 啓治; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - イミダゾピラジノン誘導体の光機能性:プロトン化と金属錯体形成の比較
中井 俊一郎; 関口 卓志; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - イミダゾピラジノン誘導体の光機能:二色素系誘導体のキラル認識性能の評価
藤本 敏; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - 新規共役ビスイミダゾピラジノン誘導体の合成と化学発光特性の評価
新部 美佳; 小幡 進; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - 発光巻貝ラチアの発光機構研究(1):ラチアルシフェリンのアナログの合成と発光活性」
間簑 雅; 正木 美津希; 中村 光裕; 松井 良; 小島 哲; 近江谷 克裕; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - 発光巻貝ラチアの発光機構研究(2):ラチアルシフェリンのベンゾアート類縁体の合成と発光活性
正木 美津希; 中村 光裕; 松井 良; 小島 哲; 近江谷 克裕; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - ホタルルシフェリンのアナログ合成と発光活性 (1)
大来 裕; 天野 良治; 中村 光裕; 牧 昌次郎; 近江谷 克裕; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - ホタルルシフェリンのアナログ合成と発光活性 (2)
天野 良治; 大来 裕; 中村 光裕; 牧 昌次郎; 近江谷 克裕; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - イクオリン生物発光機構の解明:〜エミッターの構造決定〜
森 浩太郎; 榎本 敏照; 近江谷 克裕; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - 発光キノコ ヤコウタケの蛍光物質の探索
三枝 直行; 竹内 昭洋; 中村 光裕; 窪田 雅之; 新津 尚; 大橋 陽子; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - 発光ゴカイのルシフェリンの探索
山道 崇史; 中村 光裕; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - キラル側鎖を有する新規トリアリール化合物の合成と物性評価
増子 啓介; 小幡 進; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第84春季年会、講演予稿集II
2004 - 置換メッキ法により調製した,高選択性パラジウム部分水素化触媒材料の開発
牧 昌次郎; 田丸 順子; 牧井 利道; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 電気化学会第71回大会、講演要旨集
2004 - ホタル生物発光機構解明への基質からのアプローチ
牧 昌次郎; 天野 良治; 大来 裕; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 第28回エレクトロオーガニックケミストリー 講演要旨集
2004 - ウミホタル生物・化学発光の分子機構:電子移動型酸素付加機構の確立
近藤 宏行; 牧 昌次郎; 丹羽 治樹; 池田 浩; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2004 - イミダゾピラジノン誘導体の光機能:ソルバトクロミズム制御及び色素センサーへの応用
高向 啓治; 牧 昌次郎; 丹羽 治樹; 池田 浩; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2004 - 新規なビピラジンアミン系蛍光色素の合成と物性評価
増子 啓介; 小幡 進; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2004 - 新規な共役ビスイミダゾピラジノン誘導体の合成と化学発光特性の評価
新部 美佳; 小幡 進; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2004 - 内分泌撹乱化学物質の電気分解に及ぼす超音波と光の照射効果
高上 直美; 牧 昌次郎; 丹羽 治樹; 畑中 信一; 林 茂雄
Oral presentation, Japanese, 第13回ソノケミストリー討論会,第13回ソノケミストリー討論会(明星大学)講演要旨集
2004 - Development of Selective Hydrogenation Pd black Catalyst Deposited on Pd Sheet
Shojiro Maki
Invited oral presentation, English, 203rd Meeting of The Electrochemical Society, Paris,France, International conference
Apr. 2003 - Development of Mitigation Technology for Endocrine Disrupters by using Electrochemical Method
Shojiro MAKI
Invited oral presentation, English, 203rd Meeting of The Electrochemical Society, 203rd Meeting of The Electrochemical Society, Paris, France, International conference
Apr. 2003 - 実用化を目指した部分水素化パラジウム触媒材料の開発
牧 昌次郎; 田丸 順子; 牧井 利道; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第83春季年会
Mar. 2003 - 発光キノコ「ヤコウタケ」(Mycena chrolophos)の発光機構研究(2) :菌糸体の発光条件の確立
植本 剛司; 竹内 昭洋; 新津 尚; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第83春季年会
Mar. 2003 - 発光巻貝ラチアの発光機構研究:ラチアルシフェリンのベンゾアート類縁体の合成と発光活性
正木 美津希; 中村光裕; 松井 良; 小島 哲; 近江谷 克裕; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第83春季年会
Mar. 2003 - 水溶性イミダゾピラジノン誘導体の合成と生体分子認識の評価
高向 啓治; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第83春季年会
Mar. 2003 - 光誘起電子移動反応による7-メチレンノルボルネン系ジオールの分子内環化付加反応
安井 一剛; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第83春季年会、講演予稿集II、1292 (2003).
Mar. 2003 - イミダゾピラジノン誘導体の金属イオン認識特性
関口 卓志; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第83春季年会、講演予稿集II、725 (2003).
Mar. 2003 - イクオリン生物発光機構の解明: セレンテラミドアニオン種の蛍光特性
森 浩太郎; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第83春季年会
Mar. 2003 - キラル側鎖を有する新規ポリフェニレン系 オリゴマーの合成と物性評価
小幡 進; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第83春季年会
Mar. 2003 - 新規ビスイミダゾピラジノン誘導体の合成と物性評価
藤本 敏; 新部 美佳; 関口 卓志; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第83春季年会
Mar. 2003 - イミダゾピラジノン誘導体の化学発光特性に及ぼす置換基効果
五十嵐 貴行; 藤尾 俊介; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第83春季年会
Mar. 2003 - ホタルルシフェリンのアナログ合成と発光活性
天野 良治; 中村光裕; 牧 昌次郎; 小島 哲; 近江谷 克裕; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第83春季年会
Mar. 2003 - 発光巻貝ラチアの発光機構研究:ラチアルシフェリンのベンゾアート類縁体の合成と発光活性
正木 美津希; 中村光裕; 松井 良; 小島 哲; 近江谷 克裕; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 生物発光化学発光研究会,生物発光化学発光研究会、講演要旨集
2003 - 新規な共役系ビスイミダゾピラジノン誘導体の合成と化学発光特性の評価
新部 美佳; 小幡 進; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2003 - ホタルルシフェリンのアナログ合成と発光活性
天野 良治; 中村光裕; 牧 昌次郎; 小島 哲; 近江谷 克裕; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 生物発光化学発光研究会,生物発光化学発光研究会、講演要旨集
2003 - 発光巻貝ラチアの発光機構研究:ラチアルシフェリンのベンゾアート類縁体の合成と発光活性
正木 美津希; 中村光裕; 松井 良; 小島 哲; 近江谷 克裕; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第83春季年会、講演予稿集II
2003 - エステラーゼ活性プローブの構築を目指したアセトキシイミダゾピラジン誘導体の合成と反応性評価
近藤 宏行; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第83春季年会、講演予稿集II
2003 - 部分水素化パラジウム触媒材料の開発
牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 第84回有機合成シンポジウム,第84回有機合成シンポジウム、講演要旨集
2003 - イクオリン生物発光機構の解明:セレンテラミドアニオン種の蛍光特性
森 浩太郎; 榎本 敏照; 近江谷 克裕; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2003 - 新規ビスイミダゾピラジノン誘導体の合成と化学発光特性の評価
小幡 進; 新部 美佳; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2003 - 生物発光系を分子基盤としたセンサー分子の開発研究
平野 誉; 関口 卓志; 藤尾 俊介; 中井 俊一郎; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2003 - イミダゾピラジノン誘導体の光機能:二色素系誘導体のキラル配向制御とキラル認識性能の評価
藤本 敏; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2003 - イミダゾピラジノン誘導体の光機能:2アリール誘導体の置換基効果
高向 啓治; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2003 - 新規な共役系ビスイミダゾピラジノン誘導体の合成と化学発光特性の評価
新部 美佳; 小幡 進; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2003 - イミダゾピラジノン生物・化学発光の分子機構:非プロトン性溶媒中での化学発光性
近藤 宏行; 藤尾俊介; 榎本 敏照; 近江谷 克裕; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2003 - イミダゾピラジンエステル誘導体の加水分解酵素との反応性と発光性
近藤 宏行; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2003 - 環境調和型高選択性工業触媒の開発
牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 第44回有機合成化学協会関東支部会
Nov. 2002 - イミダゾピラジノンπ電子系の基本物性:金属イオン認識特性
関口 卓志; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 第16回基礎有機化学連合討論会
Oct. 2002 - イミダゾピラジノンπ電子系の基本物性:構造と発光反応性との相関
平野 誉; 中井 俊一郎; 安井 正憲; 中里 正喜; 岩崎 不二子; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 第16回基礎有機化学連合討論会
Oct. 2002 - アリール置換イミダゾピラジノン誘導体の物性と化学発光性
藤尾 俊介; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会
Sep. 2002 - イミダゾピラジン生物・化学発光系の分子機構:発光基質の基本物性
平野 誉; 中井 俊一郎; 安井 正憲; 中里 正喜; 岩崎 不二子; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 光化学討論会
Sep. 2002 - 光誘起電子移動反応による7-メチレンノルボルネン系アルコールの分子内環化付加反応
安井 一剛; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会
Sep. 2002 - 環境調和型高選択性工業触媒の開発
牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 第26回エレクトロオーガニックケミストリー
Jun. 2002 - Development of Hydrogenolysis-free Hydrogenation Selective Pd black Catalyst Deposited on Sheet
Shojiro Maki
Invited oral presentation, English, 201st Meeting of The Electrochemical Society- AE1 -FIFTH INTERNATIONAL MANUEL M. BAIZER AWARD SYMPOSIUM ON ORGANIC ELECTROCHEMISTRY, Philadelphia, Pennsylvania, USA, International conference
May 2002 - 光誘起電子移動反応による7-メチレンノルボルネン系アルコールの分子内環化付加反応
安井 一剛; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第81春季年会
Mar. 2002 - イミダゾピラジノンπ電子系の基本物性:金属イオン認識特性
関口 卓志; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第81春季年会
Mar. 2002 - イミダゾピラジノンπ電子系の基本物性:構造の評価
中井 俊一郎; 安井 正憲; 中里 正喜; 岩崎 不二子; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第81春季年会
Mar. 2002 - イミダゾピラジノンπ電子系の基本物性:分光学的性質の評価
中井 俊一郎; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第81春季年会
Mar. 2002 - イミダゾピラジノンπ電子系の基本物性:ソルバトクロミズム特性
藤尾 俊介; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 日本化学会第81春季年会
Mar. 2002 - 発光キノコ「ヤコウタケ」(Mycena chrolophos)の発光機構研究(1):子実体の実験室培養
植本 剛司; 新津 尚; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第81春季年会
Mar. 2002 - リボフラビンのFAB MS/MSおよびESI MS/MS
伊藤 喜之; 大橋 陽子; 渋江 俊道; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第81春季年会
Mar. 2002 - ラチア生物発光の分子機構研究
松井 良; 伊藤 喜之; 黒崎 千智; 大橋 陽子; 小島 哲; 近江谷 克裕; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第81春季年会
Mar. 2002 - 実用化を目指した部分水素化パラジウム触媒材料の開発
田丸 順子; 牧井 利道; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第81春季年会
Mar. 2002 - ネオアニサチンのデオキシ化に関する研究
小櫃 和義; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第81春季年会
Mar. 2002 - ギンコライドBの全合成研究
牧井 利道; 小櫃 和義; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第81春季年会
Mar. 2002 - イクオリン生物発光機構の解明:セレンテラミドメチルアナログの蛍光特性
森 浩太郎; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,光化学討論会、講演要旨集
2002 - 工業的触媒反応を指向した高選択性パラジウム材料の開発
牧 昌次郎; 松井 良; 原田 靖裕; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 第42回有機合成化学協会関東支部会
Nov. 2001 - 「ギンコライドBの全合成研究」
小櫃 和義; 牧井 利道; 橋爪 良信; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 第43回天然有機化合物討論会,講演要旨集
Oct. 2001 - 「視物質ロドプシン中における発色団レチナールのコンホメーションに関する研究」
藤本 ゆかり; 石原 淳; 牧 昌次郎; 藤岡 直子; Wang Tao; Xie Rongyuan; Tully Sarah; 古田 巧; Fishkin Nathan; Decatur John; Berova Nina; 中西 香爾
Oral presentation, Japanese, 第43回天然有機化合物討論会,講演要旨集
Oct. 2001 - 視物質ロドプシン中における発色団レチナールのコンホメーションに関する研究
藤本 ゆかり; 石原 淳; 牧 昌次郎; 藤岡 直子; Wang Tao; Xie Rongyuan; Tully Sarah; 古田 巧; Fishkin Nathan; Decatur John; Berova Nina; 中西 香爾
Oral presentation, Japanese, 第43回天然有機化合物討論会
Oct. 2001 - 「イミダゾピラジン誘導体の金属イオン認識特性」
関口 卓志; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,講演要旨集
Sep. 2001 - 「フェニル置換イミダゾピラジン誘導体のソルバトクロミズム特性」
藤尾 俊介; 牧 昌次郎; 丹羽 治樹; 平野 誉
Oral presentation, Japanese, 光化学討論会,講演要旨集
Sep. 2001 - 「工業的触媒反応を指向した高選択性パラジウム材料の開発」
牧 昌次郎; 大川 万希子; 松井 良; 原田 靖裕; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 2001年電気化学会秋季大会,講演要旨集
Sep. 2001 - 「電極反応を用いた生体内酸素化模倣反応」
牧 昌次郎
Oral presentation, Japanese, 2001年電気化学会秋季大会,講演要旨集
Sep. 2001 - 「ギンコライドBの全合成研究」
牧井 利道; 小櫃 和義; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第80秋季年会,講演予稿集
Sep. 2001 - 電極反応を用いた生体内酸素化模倣反応
牧 昌次郎
Oral presentation, Japanese, 2001年電気化学秋季大会, 東京(神楽坂),2001年9月20~21日
Sep. 2001 - 電極反応を用いた生体内酸素化模倣反応
牧 昌次郎
Invited oral presentation, Japanese, 2001年電気化学秋季大会, 電気化学会
Sep. 2001 - 「ラチア生物発光の分子機構;発光反応生成物の構造解析」
松井 良; 林 明生; 中井 俊一郎; 小島 哲; 近江谷 克裕; 伊藤 喜之; 大橋 陽子; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 第20回生物発光化学発光研究会,講演要旨集
Jun. 2001 - 「電極反応を用いたスチリルオレフィン選択的酸化開裂反応」
牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 第25回エレクトロオーガニックケミストリー,講演要旨集
Jun. 2001 - 「ギンコライドBの全合成研究」
小櫃 和義; 牧井 利道; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第79春季年会,講演予稿集II
Mar. 2001 - 「水素添加反応を選択的に行うパラジウム触媒の開発」
大川 万希子; 松井 良; 原田 靖裕; 牧 昌次郎; 平野 誉; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第79春季年会,講演予稿集II
Mar. 2001 - 「エクオリン生物発光におけるエミッターの構造決定:セレンテラミドフェノレートアニオンの蛍光特性」
今井 祐子; 平野 誉; 牧 昌次郎; 丹羽 治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第79春季年会,講演予稿集II
Mar. 2001 - 「マススペクトロメトリーにおけるFADおよび関連物質の2段階1電子還元反応」
伊藤 喜之; 林 明生; 大橋 陽子; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 日本化学会第79春季年会,講演予稿集II
Mar. 2001 - 「ラチアルシフェラーゼの精製とその性質」
小島 哲; 鈴木 智恵; 牧 昌次郎; 平野 誉; 丹羽 治樹; 近江谷 克裕
Oral presentation, Japanese, 日本化学会第79春季年会,講演予稿集II
Mar. 2001 - 「視覚物質レチナールC-6/7位間の立体構造の解明」
石原 淳; 牧 昌次郎; 藤岡 直子; 古田 巧; WANG, Tao; BEROVA, Nina; 中西 香爾
Oral presentation, Japanese, 日本化学会第79春季年会,講演予稿集II
Mar. 2001 - FAD, FMNおよびリボフラビンのMALDI, FABおよびESIスペクトルー生体における酸化還元との類似性
伊藤 喜之; 林 明生; 吉原 淳郎; 大橋 陽子; 渋江 俊道; 平野 誉; 牧 昌次郎; 丹羽 治樹
Oral presentation, Japanese, 第49回質量分析総合討論会,第49回質量分析総合討論会、講演要旨集332-333 (2001)
2001 - パラジウム触媒を用いた,選択的水素添加反応の開発
大川万季子; 松井 良; 原田靖裕; 牧 昌次郎; 平野 誉; 丹羽治樹; 小泉 恵; 錦 善則; 井上博史; 岩倉千秋
Oral presentation, Japanese, 第20回メディシナルケミストリーシンポジウム/第9回日本薬学会医薬化学部会年回(調布,東京),講演予稿集
Dec. 2000 - 2-Methyl-1, 25-dihydroxy vitamin D3とその20-epimerの合成
高山浩明; 紺野勝弘; 藤島利江; 牧 昌次郎; 劉兆鵬; 三浦大志郎; 一寸木学; 石塚誠一; 山口健太郎; 管由紀子; 栗原正明; 宮田直樹; C. Smith; H. F. DeLuca; 中川 公恵
Oral presentation, Japanese, 第20回メディシナルケミストリーシンポジウム/第9回日本薬学会医薬化学部会年会(調布,東京)講演予稿集
Dec. 2000 - "Photochemical Properties of the Related Compounds to Aequorin Bioluminescence,"
Hirano, T; Imai, Y; Nakai, S; Iga, Y; Fujio, S; Sekiguchi, T; Yasui, K; Maki, S; Niwa, H; Ohashi, M
Oral presentation, English, International Chemical Congress of Pacific Basin Societies(Hawaii, USA),Abstracts of Papers Part 2
Dec. 2000 - ラチア生物発光の分子基盤
小島 哲; 鍋谷卓司; 伊藤喜之; 牧 昌次郎; 平野 誉; 丹羽治樹; 鈴木知恵; 近江谷克裕; 絹見朋也
Oral presentation, Japanese, 第42回天然有機化合物討論会(宜野湾,沖縄),講演要旨集
Nov. 2000 - 電解クロル化を利用したBlattelastanoside Bの短段階合成
牧 昌次郎; 丹羽治樹
Oral presentation, Japanese, 第40回有機合成化学協会関東支部(新潟)シンポジウム(新潟),講演予稿集
Nov. 2000 - 発光貝ラチアルシフェラーゼの精製と活性発現について:第73回日本生化学大会(横浜)
小島 哲; 鈴木知恵; 鍋谷卓司; 牧 昌次郎; 平野 誉; 丹羽治樹; 近江谷克裕
Oral presentation, Japanese, 生化学
Oct. 2000 - Biomimetic Oxygenation using Electrochemical Method
Shojiro Maki
Oral presentation, English, 2000 International Symposium on Organic Reaction(2000 ISOR)(Yokohama),Abstracts
Oct. 2000 - Biomimetic Oxygenation Reactions by Electrochemical Methods
Shojiro MAKI
Invited oral presentation, English, 2000 International Synposium on Organic Reactions, International Synposium on Organic Reactions, Tokyo, Japan, International conference
Oct. 2000 - Purification and Characterization of the Luciferase from the Freshwater Snail, Latia neritoides
Satoshi Kojima; Shojiro Maki; Takashi Hirano; Haruki Niwa; Yoshihiro Ohmiya
Oral presentation, English, The 11th International Symposium on Biolumiescence and Chemluminescence(California, U. S. A.),Abstracts
Sep. 2000 - エクオリン生物発光におけるエミッターの蛍光特性
今井裕子; 平野 誉; 牧 昌次郎; 丹羽治樹; 大橋 守
Oral presentation, Japanese, 2000年光化学討論会(札幌),講演予稿集Ⅱ
Sep. 2000 - 新しいソルバトクロミズム色素:2-フェニルイミダゾピラジノン誘導体の吸収・蛍光特性
中井俊一郎; 平野 誉; 牧 昌次郎; 丹羽治樹
Oral presentation, Japanese, 2000年光化学討論会(札幌),講演予稿集Ⅱ
Sep. 2000 - 発光巻き貝ラチア生物発光の分子基盤研究
丹羽治樹; 小島 哲; 牧 昌次郎; 平野 誉; 近江谷克裕
Oral presentation, Japanese, 文部省科学研究費補助金 特定研究(A)「未解明生物現象を司る鍵化学物質」第一回公開シンポジウム
Sep. 2000 - 光照射下電極反応を用いたイソイタリセンの合成
原田靖裕; 牧 昌次郎; 丹羽治樹; 平野 誉; 山村庄亮
Oral presentation, Japanese, 第24回エレクトロオーガニックケミストリー討論会(埼玉,岡部),講演予稿集 Ⅱ
Jun. 2000 - Selective Alkene Hydrogenation with Atomic Hydrogen Permeating through a Pd Sheet Electrode
Shojiro MAKI
Invited oral presentation, English, 197th Meeting of The Electrochemical Society, 197th Meeting of The Electrochemical Society, Tronto, Ontario, Canada, International conference
May 2000 - 電解によるアルケン類の選択的水素添加反応の開発
松井 良; 牧 昌次郎; 平野 誉; 丹羽治樹; 吉田秦樹; 尾形節郎; 中松秀司; 井上博史; 岩倉千秋
Oral presentation, Japanese, 日本化学会第78春季年会(千葉,船橋),講演予稿集Ⅱ
Mar. 2000 - ギンコライドBの全合成研究
小櫃和義; 牧 昌次郎; 平野 誉; 丹羽治樹
Oral presentation, Japanese, 日本化学会第78春季年会(千葉,船橋),講演予稿集Ⅱ
Mar. 2000 - マススペクトロメトリーによるラチアルシフェラーゼの構造解析
鍋谷卓司; 伊藤善之; 小島 哲; 近江谷克裕; 絹見朋也; 黒野 定; 牧 昌次郎; 平野 誉; 丹羽治樹
Oral presentation, Japanese, 日本化学会第78春季年会(千葉,船橋),講演予稿集Ⅱ
Mar. 2000 - エクオリン生物発光におけるエミッターの蛍光特性
今井祐子; 平野 誉; 牧 昌次郎; 丹羽治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第78春季年会(千葉,船橋),講演予稿集Ⅱ
Mar. 2000 - ラチア発光系におけるルシフェラーゼ構造と発光活性
小島 哲; 牧 昌次郎; 平野 誉; 丹羽 治樹; 近江谷 克裕
Oral presentation, Japanese, 日本化学会第78春季年会、講演予稿集II
2000 - エクオリン生物発光における超分子化学:分子認識特性
平野 誉; 芝田拓也; 橋爪大輔; 安井正憲; 近江谷克裕; 牧 昌次郎; 丹羽治樹; 岩崎不二子; 大橋 守
Oral presentation, Japanese, 1999年光化学討論会(岡山),講演要旨集
Sep. 1999 - Pd薄板電極を透過した原子状水素による種々の不飽和有機化合物の水素化反応
吉田泰樹; 尾形節郎; 中松秀司; 牧 昌次郎; 丹羽治樹; 井上博史; 岩倉千秋
Oral presentation, Japanese, 第23回エレクトロオーガニックケミストリー討論会(新潟,長岡),講演要旨集
Jul. 1999 - ラチア生物発光におけるルシフェリンの構造活性相関
小島 哲; 牧 昌次郎; 平野 誉; 丹羽治樹; 近江谷克裕
Oral presentation, Japanese, 生物発光化学発光研究会第18回学術講演会(東京,品川),講演予稿集
May 1999 - ラチア発光系に関与する蛍光性蛋白質の構造
小島 哲; 牧 昌次郎; 平野 誉; 丹羽治樹; 近江谷克裕
Oral presentation, Japanese, 日本化学会第76春季大会(神奈川,横浜),講演予稿集Ⅱ
Mar. 1999 - ピクロトキシン誘導体の調製
小櫃和義; 牧 昌次郎; 平野 誉; 丹羽治樹
Oral presentation, Japanese, 日本化学会第76春季大会(神奈川,横浜),講演予稿集Ⅱ
Mar. 1999 - 光照射下電極反応を用いたイタリセンの合成
原田靖裕; 牧 昌次郎; 丹羽治樹; 平野 誉; 山本庄亮
Oral presentation, Japanese, 日本化学会第76春季大会(神奈川,横浜),講演予稿集Ⅱ
Mar. 1999 - ジメチルグロイオシフォンAの合成
橋爪良信; 牧 昌次郎; 平野 誉; 丹羽治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第76春季大会(神奈川,横浜)
Mar. 1999 - 光誘起電子移動反応を用いた多環性化合物の合成
今井祐子; 石井英樹; 牧 昌次郎; 平野 誉; 丹羽治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第76春季大会(神奈川,横浜),講演予稿集Ⅱ
Mar. 1999 - 光誘起電子移動反応を用いたヘテロ環性化合物の合成
石井英樹; 今井祐子; 牧 昌次郎; 平野 誉; 丹羽治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第76春季大会(神奈川,横浜),講演予稿集Ⅱ
Mar. 1999 - 光誘起電子移動反応を用いたヘテロ環化合物の合成
石井 英樹; 今井 佑子; 牧 昌次郎; 平野 誉; 丹羽 治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第76春季年会、講演予稿集II
1999 - 光誘起電子移動反応による1,1-ジフェニル-エチリデン類の光リッター反応
石井英樹; 今井祐子; 平野 誉; 牧昌次郎; 丹羽治樹; 大橋 守
Oral presentation, Japanese, 1998年光化学討論会(八王子),講演要旨集
Sep. 1998 - 天然物合成における電極反応の応用
牧昌次郎
Oral presentation, Japanese, 有機電気化学研究会・第1回セミナー(東京,市ヶ谷),1998年7月24日,(有機電気化学研究会主催)
Jul. 1998 - 天然物合成における電極反応の応用
牧昌次郎
Oral presentation, Japanese, 有機電気化学研究会・第1回セミナー(東京,市ヶ谷),1998年7月24日,(有機電気化学研究会主催), 有機電気化学研究会・第1回セミナー(東京,市ヶ谷),1998年7月24日,(有機電気化学研究会主催)
Jul. 1998 - 電極反応を用いた酸化反応
橋爪良信; 渋谷ふみ; 牧昌次郎; 平野 誉; 丹羽治樹
Oral presentation, Japanese, 第22回エレクトロオーガニックケミストリー討論会(大阪大学,吹田),講演要旨集
Jun. 1998 - 光誘起電子移動反応による1,1-ジフェニル-1,6-ヘプタジエンの光リッター反応
石井英樹; 平野 誉; 牧昌次郎; 丹羽治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第74回春季年会(京都,田辺),講演予稿集Ⅱ
Mar. 1998 - オワンクラゲ緑色蛍光蛋白質とその変異体の発色団の蛍光挙動
小島 哲; 大川裕子; 牧昌次郎; 平野 誉; 丹羽治樹; 大橋 守; 井上 敏; F. I. Tsuji
Oral presentation, Japanese, 日本化学会第74回春季年会(京都,田辺),講演予稿集Ⅱ
Mar. 1998 - ホタルイカルシフェリン類の新規合成
小島 哲; 牧昌次郎; 平野 誉; 丹羽治樹; 大橋 守; F. I. Tsuji
Oral presentation, Japanese, 日本化学会第74回春季年会(京都,田辺),講演予稿集Ⅱ
Mar. 1998 - 光照射下電極反応を用いた3環性化合物の合成研究
遠藤俊和; 小櫃和義; 牧昌次郎; 平野 誉; 丹羽治樹
Oral presentation, Japanese, 日本化学会第74回春季年会(京都,田辺),講演予稿集Ⅱ
Mar. 1998 - 置換基効果を利用したイミダゾピラジノン化学発光系の発光波長制御
斉藤良太; 臼井 崇; 小島和也; 平野 誉; 牧昌次郎; 丹羽治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第74回春季年会(京都,田辺),講演予稿集2
Mar. 1998 - 発光タンパク質エクオリンの生物発光特性の制御
芝田拓哉; 平野 誉; 牧昌次郎; 丹羽治樹
Oral presentation, Japanese, 日本化学会第74回春季年会(京都,田辺),講演予稿集Ⅱ
Mar. 1998 - グロイオシフォンAの合成研究
橋爪良信; 渋谷ふみ; 牧昌次郎; 平野 誉; 丹羽治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第74回春季年会(京都,田辺),講演予稿集Ⅱ
Mar. 1998 - ヨウ化サマリウム-HMPAに対するアニサチンネオアニサチンの異常反応
小櫃和義; 牧昌次郎; 平野 誉; 丹羽治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第74回春季年会(京都,田辺),講演予稿集Ⅱ
Mar. 1998 - 2-メチル、及び4-メチル-1,25ジヒドロキシ-ビタミンD3の合成研究—ビタミンD研究の新展開を求めてー」
高山 浩明; 紺野 勝弘; 牧 昌次郎; 藤島 利江; 劉 兆鵬; 原田 靖裕
Oral presentation, Japanese, 第24回反応と合成の進歩シンポジウム
1998 - 4-メチル置換活性型ビタミンD3誘導体の合成と生物活性
牧 昌次郎; 原田 靖裕; 紺野 勝弘; 藤島 利江; 高山 浩明
Oral presentation, Japanese, 第13回ビタミンDワークショッププログラム抄録集
1998 - イミダゾピラジン誘導体の化学発光特性の制御
原田 知明; 平野 誉; 牧 昌次郎; 丹羽 治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第74春季年会、講演予稿集II
1998 - 4-メチル置換活性型ビタミンD3誘導体の合成と生理活性
牧 昌次郎; 原田 康裕; 劉 兆鵬; 藤島 利江; 紺野 勝弘; 高山 浩明
Oral presentation, Japanese, 日本薬学会第118年会、講演要旨集 2
1998 - 2-メチル、及び4-メチル-1,25ジヒドロキシ-ビタミンD3の合成研究—ビタミンD研究の新展開を求めてー」
高山 浩明; 紺野 勝弘; 牧 昌次郎; 藤島 利江; 劉 兆鵬; 原田 靖裕
Oral presentation, Japanese, 第24回反応と合成の進歩シンポジウム
1998 - 2-メチル置換活性型ビタミンD3誘導体の合成と生物活性
紺野 勝弘; 牧 昌次郎; 劉 兆鵬; 藤島 利江; 宮下 美佐子; 高山 浩明
Oral presentation, Japanese, 第12回ビタミンDワークショッププログラム抄録集
1997 - 4-メチル置換活性型ビタミンD3誘導体の合成
牧 昌次郎; 原田 康裕; 劉 兆鵬; 藤島 利江; 紺野 勝弘; 高山 浩明
Oral presentation, Japanese, 日本薬学会第117年会、講演要旨集 2
1997 - 活性型ビタミンD3のA環部の新規合成法
藤島 利江; 牧 昌次郎; 紺野 勝弘; 高山 浩明
Oral presentation, Japanese, 日本薬学会第117年会、講演要旨集 2
1997 - アニサチン誘導体に関する合成研究
吉澤 順子; 小櫃 和義; 平野 誉; 牧 昌次郎; 丹羽 治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第72春季年会、講演予稿集II
1997 - オワンクラゲ緑色蛍光蛋白質発色団の形成機構
小島 哲; 大川 裕子; 平野 誉; 牧 昌次郎; 丹羽 治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第72春季年会、講演予稿集II
1997 - 光誘起電子移動反応を用いたエノールエーテル誘導体の分子内環化反応
石井 英樹; 牧 昌次郎; 平野 誉; 丹羽 治樹; 大橋 守
Oral presentation, Japanese, 日本化学会第72春季年会、講演予稿集II
1997 - イミダゾピラジノン化学発光系に及ぼす置換基効果
齋藤 良太; 平野 誉; 牧 昌次郎; 丹羽 治樹; 大橋 守
Oral presentation, Japanese, 生物発光化学発光研究会第16回学術講演会、抄録集
1997 - 電極反応を用いたオレフィンのクロル化と切断反応
牧 昌次郎; 平野 誉; 丹羽 治樹; 大橋 守
Oral presentation, Japanese, 第21回エレクトロオーガニックケミストリー、 講演要旨集
1997 - 光誘起電子移動反応を用いた分子内環化反応による天然有機化合物合成へのアプローチ
石井 英樹; 牧 昌次郎; 平野 誉; 丹羽 治樹; 大橋 守
Oral presentation, Japanese, 1997年光化学討論会、講演要旨集
1997 - イミダゾピラジノン化学発光:8-フェニル誘導体の化学発光に及ぼす置換基効果
齋藤 良太; 平野 誉; 牧 昌次郎; 丹羽 治樹; 大橋 守
Oral presentation, Japanese, 1997年光化学討論会、講演要旨集
1997 - 直接電解酸化法によるプレノールの酸化及び転位反応
牧 昌次郎; 紺野 勝弘; 高山 浩明
Oral presentation, Japanese, 日本薬学会第116年会、講演要旨集 2
1996 - 電極反応を用いた生体内酸化反応へのアプローチ
牧 昌次郎; 紺野 勝弘; 高山 浩明
Oral presentation, Japanese, 日本薬学会第116年会、講演要旨集 2
1996 - A環修飾活性型ビタミンD3誘導体の合成
牧 昌次郎; 宮下 美佐子; 劉 兆鵬; 紺野 勝弘; 高山 浩明
Oral presentation, Japanese, 日本薬学会第116年会、講演要旨集 2、
1996 - フェノールの電解酸化を鍵反応とした天然物合成
高倉 宏之; 豊田 國広; 中川 慎一郎; 牧 昌次郎; 山村 庄亮
Oral presentation, Japanese, 第20回エレクトロオーガニックケミストリー、 講演要旨集
1996 - A環修飾活性型ビタミンD誘導体の一般合成法の開発
牧 昌次郎; 劉 兆鵬; 原田 靖裕; 藤島 利江; 紺野 勝弘; 高山 浩明
Oral presentation, Japanese, 第40回日本薬学会関東支部会、講演要旨集
1996 - 電極反応を用いた生体内類似反応ータリウムポルフィリンカソード系による水酸基化および二重結合切断反応
牧 昌次郎; 紺野 勝弘; 高山 浩明
Oral presentation, Japanese, 第22回反応と合成の進歩シンポジウム、講演要旨集
1996 - 2-メチル置換活性型ビタミンD誘導体の合成と生物活性
紺野 勝弘; 牧 昌次郎; 劉 兆鵬; 藤島 利江; 宮下 美佐子; 高山 浩明
Oral presentation, Japanese, 第16回メディシナルケミストリーシンポジウム、 第5回医薬化学部会年会講演要旨集
1996 - 電極反応をキーステップとしたテルペン類の合成研究
豊田 國広; 中川 慎一郎; 牧 昌次郎; 小瀬村 誠治; 山村 庄亮
Oral presentation, Japanese, 日本化学会第69春季年会、講演予稿集II
1995 - 新合成構築材フラン縮環スルホレン分子内環化付加体のルイス酸による転位反応
紺野 勝弘; 牧 昌次郎; 相良 聖; 高山 浩明
Oral presentation, Japanese, 日本薬学会第115年会、講演要旨集 2
1995 - 2位にアシル基を有する新合成構築材フラン縮環スルホレンのDiels-Alder 反応
牧 昌次郎; 紺野 勝弘; 高山 浩明
Oral presentation, Japanese, 日本薬学会第115年会、講演要旨集 2
1995 - 電極反応を用いた生体内類似反応
牧 昌次郎; 紺野 勝弘; 高山 浩明
Oral presentation, Japanese, 第18回エレクトロオーガニックケミストリー、 講演要旨集、
1995 - 官能基化された多環状化合物の新合成法の開発ー2位にアシル基 を有する新合成構 築材フラン縮環スルホレンのDiels - Alder 反応および分子内環化付加体のルイス酸 による転位反応
紺野 勝弘; 牧 昌次郎; 相良 聖; 高山 浩明
Oral presentation, Japanese, 第21回反応と合成の進歩シンポジウム、講演要旨集
1995 - 電極反応を利用した生理活性天然物の合成研究(1)
牧 昌次郎; 山村 庄亮
Oral presentation, Japanese, 日本化学会第67春季年会、講演予稿集II
1994 - 電極反応を利用した生理活性天然物の合成研究(2)
牧 昌次郎; 豊田 國広; 森 岳志; 小瀬村 誠治; 山村 庄亮
Oral presentation, Japanese, 日本化学会第67春季年会、講演予稿集II
1994 - 電解酸化反応を利用した、テルペン類の合成研究(1)
牧 昌次郎; 豊田 國広; 小瀬村 誠治; 山村 庄亮
Oral presentation, Japanese, 日本化学会第65春季年会、講演予稿集II
1993 - 電解酸化反応を利用した、テルペン類の合成研究(2)
牧 昌次郎; 豊田 國広; 小瀬村 誠治; 山村 庄亮
Oral presentation, Japanese, 日本化学会第65春季年会、講演予稿集II
1993 - 電解酸化反応を利用した生理活性天然物の合成
牧 昌次郎; 豊田 國広; 小瀬村 誠治; 山村 庄亮
Oral presentation, Japanese, 第15回エレクトロオーガニックケミストリー、 講演要旨集
1993 - 光学顕微鏡による蛍光ー分子イメージングの試み
佐瀬 一郎; 牧 昌次郎; Gerard Marriott; 西山 繁; 山村 庄亮; 木下 一彦
Oral presentation, Japanese, 第31回日本生物物理学会(1993年度)年会、生物物理、 講演要旨集
1993 - 電解酸化反応を利用した、テルペン類の合成研究
牧 昌次郎; 浅羽 信行; 小瀬村 誠治; 山村 庄亮
Oral presentation, Japanese, 日本化学会第63春季年会、講演予稿集II
1992 - 電解酸化反応を用いたスピロ化合物の合成研究
牧 昌次郎; 鈴木 俊行; 志津里 芳一; 小瀬村 誠治; 山村 庄亮
Oral presentation, Japanese, 日本化学会第61春季年会、講演予稿集II
1991 - 電解酸化反応をKey stepに用いた(±)-Pentaleneneの合成研究
牧 昌次郎; 大久保 満; 志津里 芳一; 山村 庄亮
Oral presentation, Japanese, 日本化学会第61春季年会、講演予稿集II
1991 - フェノール類の電解酸化反応をKey stepとした acoradieneの短段階合成
石橋 泰治; 牧 昌次郎; 繁森 英幸; 志津里 芳一; 山村 庄亮
Oral presentation, Japanese, 日本化学会第59春季年会、講演予稿集II
1990 - フェノール類の電解酸化反応をKey stepとした天然物の合成
繁森 英幸; 牧 昌次郎; 志津里 芳一; 山村 庄亮
Oral presentation, Japanese, 第12回エレクトロオーガニックケミストリー、 講演要旨集
1990
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筑波大学 - 化学実験(教職課程)
2021 - Present
帝京科学大学アニマルサイエンス学科 - (経営実践特論)
2015 - Present
The University of Electro-Communications - スーパー連携大学 「大学院連携ビジネスPBL実習II」
Dec. 2023 - Dec. 2023
電気通信大学 - スーパー連携大学 「大学院連携ビジネスPBL実習I」
Aug. 2023 - Aug. 2023
The University of Electro-Communications - 有機合成化学
東京農工大学 - 化学実験(教職課程)
帝京科学大学 - 生命産業科学R&D特論(隔年後期集中講義・日本語:生命産業科学R&D特論)
筑波大学大学院 - 生命産業R&D特論,生命産業規制論(隔年後期集中講義・英語)
筑波大学大学院 - 基盤理工学専攻基礎
The University of Electro-Communications - 基礎科学実験B(化学)
The University of Electro-Communications - 基礎科学実験B(化学)
電気通信大学 - 化学概論I
The University of Electro-Communications - 化学概論I
電気通信大学 - 生命産業R&D特論,生命産業規制論
筑波大学大学院 - 生命産業R&D特論,生命産業規制論
筑波大学大学院 - Current Topics in Fundamenta Science and Engineering A
The University of Electro-Communications - Current Topics in Fundamenta Science and Engineering A
The University of Electro-Communications - Advanced Biomolecular and Biomaterial Chemistry Ⅳ
東京農工大学大学院 - 生体分子化学特論Ⅳ
東京農工大学大学院 - 有機化学第二
The University of Electro-Communications - 有機化学第二
電気通信大学 - 化学生命工学実験第一
The University of Electro-Communications - 化学概論第一
The University of Electro-Communications - 化学概論第一
電気通信大学 - 天然物有機化学
東京農工大学 - 化学生命工学実験第一
The University of Electro-Communications - 化学生命工学実験第一
電気通信大学 - 化学概論1
The University of Electro-Communications - 化学概論1
電気通信大学 - Active President's Lecture
The University of Electro-Communications - 環境と共生
青山学院女子短期大学 - 環境と共生
青山学院女子短期大学 - 環境と共生
青山学院女子短期大学 - 経営実践特論
The University of Electro-Communications - 経営実践特論
電気通信大学 - 基礎科学実験B
The University of Electro-Communications - 生体機能システム実験第一
The University of Electro-Communications - 自然科学実験
慶應義塾大学 - 化学
サレジオ工業高等専門学校 - 生命産業R&D特論
筑波大学大学院 - 天然物有機化学
東京農工大学 - 天然物有機化学
東京農工大学 - 環境科学
青山学院女子短期大学 - 環境科学
青山学院女子短期大学 - 生命産業R&D特論
筑波大学大学院 - 生命産業R&D特論
筑波大学大学院 - 自然科学実験
慶應義塾大学 - 自然科学実験
慶應義塾大学 - 化学
サレジオ工業高等専門学校 - 化学
サレジオ工業高等専門学校 - 応用生物科学特別講義
東京農工大学 - 応用生物科学特別講義
東京農工大学 - 基礎科学実験B
The University of Electro-Communications - 基礎科学実験B
電気通信大学 - 生体機能システム実験第一
The University of Electro-Communications - 生体機能システム実験第一
電気通信大学
Affiliated academic society
Research Themes
- 発光細胞アレイを用いた化学物質のホルモン様活性・健康リスク評価基盤の創出
金 誠培
日本学術振興会, 科学研究費助成事業, 国立研究開発法人産業技術総合研究所, 国際共同研究加速基金(海外連携研究), 23KK0101
Sep. 2023 - Mar. 2029 - 新規抗がん物質の分子標的薬探索に関する包括的基礎研究
小野薬品工業株式会社, Principal investigator
Jul. 2024 - Jun. 2025 - 「海洋原料含有のヒ素類除去方法に関する可能性検討」
マリーンバイオ株式会社
Sep. 2023 - Jun. 2025 - 虹色発光線虫に基づく生きた総合病院・環境診断センターの創成
金 誠培; チッテリオ ダニエル; 牧 昌次郎; 大浪 修一
日本学術振興会, 科学研究費助成事業, 国立研究開発法人産業技術総合研究所, 基盤研究(A), 21H04948
Apr. 2021 - Mar. 2025 - 「ホタル生物発光型の新規発光材料・発光システムの創成ならびに特化酵素の開発へ 向けた研究」
牧 昌次郎
黒金化成㈱, Principal investigator
Apr. 2020 - Mar. 2025 - 「変異酵素に関する研究」
牧 昌次郎
東洋ビーネット
Apr. 2023 - Mar. 2024 - セレンテラジン系発光基質における発光酵素picALuc タンパク質の 有効性検討
島津製作所
Apr. 2023 - Mar. 2024 - Study of noninvasive aspiration detection using fluorescence food
YAMADA YUKIO
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, The University of Electro-Communications, Grant-in-Aid for Challenging Research (Exploratory), For the purpose of evaluating pulmonary aspiration, we have developed a technology to inspect food residue in the piriform sinus noninvasively and easily. When fluorescence food is remained in the piriform sinus, it can be detected by an optical probe attached to the skin for measuring fluorescence emitted from the food. Selection of fluorescence agent emitting near-infrared light with high penetration depth, development of an instrument having high sensitivity to near-infrared fluorescence as well as an optical probe, preliminary experiments using phantoms, and measurements for healthy elderly subjects were conducted. It was confirmed that fluorescence from the depth of about 25 mm was detectable, and fluorescence from fluorescence food remained in the piriform sinus of healthy elderly subjects were detected. Consequently, we have established the fundamental technology for inspecting food residue in the piriform sinus noninvasively and easily., 18K18448
29 Jun. 2018 - 31 Mar. 2021 - Creation of a multicolor bioluminescence platform for assaying bioactive small molecules
Kim Sung Bae
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, National Institute of Advanced Industrial Science and Technology, Grant-in-Aid for Scientific Research (A), The present study aimed at the development of an innovative assay platform for determining bioactive small molecules, through multicolor-imaging representative molecular events triggered by the molecules in living subjects. On this purpose, we first accomplished a series of new luciferins emitting full rainbow colors and a new lineage of artificial luciferases. With the combination of this new luciferin-luciferase systems, we created multicolor imaging probes, that rapidly visualize the activities of small chemicals exerting hormone-likeness, immunotoxicity, and teratogenicity. We further applied these probe systems to animal imaging and development of 8-channel light determination system. The currently accomplishments will greatly contribute to the future advancement in the research fields regarding the risk assessment of man-made chemicals and pre-clinical assays of human diseases., 17H01215
Apr. 2017 - Mar. 2021 - 標識材料の開発研究
牧 昌次郎
黒金化成(株), Principal investigator
2019 - 2020 - 大規模生体バイオイメージングのための要素技術開発
宮脇 敦史
2015 - 2020 - 「質量分析計を活用した新しいアプリケーション開発についての可能性検討」
日本電子株式会社, 研究助成
2018 - 2019 - 「質量分析計を活用した新しいアプリケーション開発についての可能性検討」
日本電子株式会社, 研究助成
2017 - 2018 - 急性Tリンパ芽球性白血病に対する新薬の開発
原 孝彦
AMED
2017 - 2018 - ホタル生物発光型の長波長発光材料の創成と実用化
黒金化成(株)、(株)キャンパスクリエイト
Apr. 2015 - 2016 - Investigation of Unutilized Bioluminescent Systems and Fluorescent Proteins, and Development of New Molecular Proves.
NIWA Haruki; HIRANO Takashi; MAKI Shojiro; OHMIYA Yoshihiro
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, The University of Electro-Communications, Grant-in-Aid for Scientific Research (B), 1)From the marine luminescent worm, Odontosyll is phosphorea collected off from Mission Bay, San Diego, U.S.A., the light producing substance, Odontosyll is luciferin was isolated under the guidance of luciferin-luciferase reaction. The bioluminescence spectrum (λmax 500nm) using the isolated luciferin and the crude luciferase was similar to that of live specimens. The UV spectrum was essentially identical with that reported previously by Shimomura. The molecular formula of the luciferin was determined from the high resolution ESI mass spectrum to be C_<15>H_8O_<12>S_3. 2)Exploration of luminescent marine organisms was performed at New Caledonia, some luminous worm and sea hare was found. 3)From the fresh-water limpet like snail, Latia neritoides collected at the Nugtunu stream near Mt. Pirongia, New Zealand, the luciferase was isolated under the guidance of luciferin-luciferase reaction. The detailed biochemical studies indicated that the active form of the luciferase was found to be a hexamer of N-linked glycoprotein monomer having the molecular mass 31kDa. The cloning of the luciferase gene was succeeded. However heterologous expression of the gene was not succeeded so far., 15404009
2003 - 2005 - Development of Conceputually New Photonics Materials Based on New Luciferins
NIWA Haruki; HIRANO Takashi; MAKI Shojiro
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, The University of Electro-Communications, Grant-in-Aid for Scientific Research (C), Molecular basis of light emitting system of various bioluminescent organisms were investigated. The bioluminescence system of the marine sea fire worm Odontosyllis undecimdonta was found to exhibit typical luciferin-luciferase reaction. The luciferin was found to be able to extract with methanol, and the luciferase with hot water. The emition of bluewish green light was observed by mixing the methanol extract and the water extract. The isolation of luciferin from the methanol extract was attempted by using HPLC, and we found that the luciferin to be acidic substance(s) with high polarity. Owing to low quantity of the luciferin content, we could not determine the chemical structure so far. The bioluminescence system of the sea hare Plocamopherus imperialis was found also o exhibited luciferin-luciferase reaction. The sample was found to keep the bioluminescence ability even after storing at low temperature (below-80℃) for years. In connection of exploration of bioluminescence system of the mushroom Mycea chlorophos, we isolated basidiospores from the fruit-body of the mushroom collected from Hatijuo Island. The basidospores were germinated, from which a single strain of the fruiting mycelium was isolated. Using the single strain of the fruiting mycelium, we succeeded laboratory cultivation of fruiting body. We attempted the isolation of fluorescent substance(s) with the maximum around green light(510nm), resulting to the identification of lumichrom. In the course of the construction of Bioluminescence Resonance Energy Transfer (BRET) system utilizing the firefly bioluminescence system coupled with Aequorea green fluorescence protein (GFP), the molecular design of blue light-producing firefly luciferin analogs was performed. After brief studies on the structure-bioluminescence activity relation ship, we succeeded the synthesis of an analog having a bioluminescence maximum shorter than that of native firefly luciferin. In connection with the development of new photonics materials based on bioluminescence systems, we succeeded new imidazopilazinone derivatives with extended π-systems., 14580608
2002 - 2003 - 生物発光における超分子系電子移動機構の解明と機能性発光素子の開発
平野 誉; 牧 昌次郎; 丹羽 治樹
日本学術振興会, 科学研究費助成事業, 電気通信大学, 特定領域研究, 生物発光の優れた発光素子機能を利用したナノスケール発光機能素子開発の基礎を固めるため、本研究では、生物発光の分子機能解明と新規機能性発光素子構築をめざした。特に、イクオリン生物発光系を題材に(1)タンパク質超分子環境場による反応制御メカニズムの解明と(2)発光効率を支配する電子移動機構の確立を目的とした。さらに(3)生物発光系を基盤とした機能性発光素子の開発を進めた。 (1)イクオリン生物発光の発光体である蛍光色素セレンテラミドの蛍光特性に及ぼすタンパク質超分子環境場の影響を明らかにするため、天然型セレンテラミドと電子的な摂動を与えたメチルアナログを用い、これらのフェノレートアニオン(生物発光におけるイオン構造)の蛍光特性に及ぼす分子環境場の効果を調べた。分子環境場の制御としてはアニオン発生に用いる塩基の効果を調べた。この結果、セレンテラミドのフェノレートアニオンは一重項励起状態にて分子内電荷移動性を持ち、分子近傍の水素結合受容体の塩基性度や5位のフェニル基とのπ共役の変化によって蛍光特性が大きく変化することがわかり、ミクロ分子環境場の蛍光プローブとして有用であることが明らかとなった。 (2)発光反応おける電子移動過程の役割を明らかにする基礎として、発光基質の基本構造イミダゾピラジノン環の基本物性を確立した。特にイミダゾピラジノン構造は芳香族性を高めるためにC=0部位に負電荷の偏った分極構造を取ることがわかった。さらに発光反応における酸素分子との電子移動反応性や特異な発色性にイミダゾピラジノン環の高いHOMO準位が関与することが明らかとなった。 (3)機能性発光素子の開発として、アリル基を系統的に導入したイミダゾピラジノン誘導体を新規合成して化学発光性を調べた。この結果、発光波長制御の制御に成功し、フェニル誘導体による青色からピレニル誘導体による橙色の化学発光を実現した。, 14050040
2002 - 2002 - Studies on the anti-aromaticity and molecular recognition properties of luminescent heterocyclic compounds related to bioluminescence
TAKASHI Hirano; HARUKI Niwa; SHOJIRO Maki
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, The University of Electro-Communications, Grant-in-Aid for Scientific Research (C), 3,7-Dihydroimidazo[1,2-a]pyrazin-3-one (imidazopyrazinone) ring system is an important heterocyclic structure for bioluminescent substrates isolated from marine luminescent organisms and has various useful characteristics, such as chemiluminescent, fluorescent, and solvatochromic properties. To make the bases of bioluminescence chemistry and biological imaging science of imidazopyrazinone derivatives, this research project aims to establish the fundamental physical properties of imidazopyrazinone derivatives. (1) At first, the fundamental physical properties of simple imidazopyrazinone derivatives were investigated by X-ray crystallography, UV/vis absorption spectroscopy, and MO calculations. The crystal structural analyses showed that the imidazopyrazinone π-system had a planar ring structure and characteristic bond length alternations, indicating that the π-system has a character of a zwitter-ionic resonance structure to increase aromaticity. The results of absorption spectral measurements clarified that the origin of solvatochromism was hydrogen-bonding interactions with hydrogen-bond donor solvent molecules. These observations were consistently evaluated by MO calculations. (2) Secondly, the phenyl-substituent effect on the physical property of imidazopyrazinone derivatives was investigated. The result indicated that an introduction of phenyl group at C8 caused an efficient change of the property of the imidazopyrazinone π-system, and it was succeeded in to expand the color range of the solvatochromism. (3) Finally, the ability of imidazopyrazinone derivatives to make a complex with a metal ion has been established. The spectroscopic character of an imidazopyrazinone derivative was varied by complex formation, and the tendency of the spectral change was dependent upon a Lewis acidity of a metal ion. Therefore, imidazopyrazinone derivatives are applicable as an indicator of a Lewis acidity of a metal ion., 13640574
2001 - 2002 - Study on Molecular Mechanism of Latia Biohminescnece
HARUKI Niwa; MAKI Shojiro; HIRANO Takashi
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, The University of Electro-communications, Grant-in-Aid for Scientific Research on Priority Areas, (1) Studies on substrate specificity using a series of analogs of the Latia luciferin suggested that the Latia luciferase recognized strrctly the 2,6,6-trimethylcyclohexene ring moiety in the luciferin structure. The corresponding enol acetate and benzoate analogs also possessed luciferin activities, indicating the formate moiety to be not essential for the Latia bioluminescence reaction. The rate of light production was delayed when the enol acetate analogue and benzoate analogue were used, indicating the hydrolysis step of the enol ester moiety at the active site of the luciferase may be rate determining step of the light production reaction. Interestingly, the corresponding 2,6-dimethylphenyl analogue also have luciferin activity Further studieson the relationship between structure and luciferin activity are currently under investigation. (2) Purification of Latia luciferase was achieved by a 5-step procedure including affinity chromatography on a Con A-supported column. (3 ) The purified luciferase exhibited a luciferin/luciferase reaction with the Latia luciferin without any cofactors such as "purple protein," previously reported as the cofactor, and gave the sarne bioluminescence spectra as those obtained with the crude luciferase containing "purple protein," indicating that the light emitter of Latia bioluminescence is a fluorophore present in the luciferase molecule. (4) The bioluminescent-active luciferase was found to have a molecular mass of 180 kDa and to be present as a hexamer of bioluminescent-inactive monomers having a molecular mass of 31 kDa. The Latia luciferase was found to be a glycoprotein. The glycoside moiety may be important for keeping the oligomeric structure and/or for bioluminescence reaction. (5) The c-DNA for Latia luciferase was cloned. The primary structure, deduced from the nucleotide sequence, consists of 294 amino acid residue in a single peptide chain with an N-glycosylated NSS sequence., 12045226
2000 - 2002 - Development of Fluorescent ON/OFF Mode Biosensor Based on GFP Chromophore
NIWA Haruki; MAKI Shojiro; HIRANO Takashi
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, The University of Electro-communications, Grant-in-Aid for Scientific Research (C), 1) In connection with the development of new fluorescent biosensor based on GFP fluorescent chromophore several lead compounds with a 4-arylmethylidene-5-imidazolone structure were prepared and their fluorescence properties were investigated. Starting with 2-naphthalenecarboxaldehyde, 6-methoxy-2-naphthalenecarboxaldehyde, 4-(dimethylamino)benzaldehyde, and 1-pyrenecarboxaldehyde, we could prepare 1,2-dimethyl-4-(2-naphthylmethylidene)-5-imidazolone, 1,2-dimetnyl-4-(6-methoxy-2- naphthylmethylidene)-5-imidazolone, 1,2-dimethyl-4-[4-(dimethylamino)phenylmethylidene]-5-imidazolone, and 1,2-dimethyl-4-(1-pyrenylmethylidene)-5-imidazolone by utilizing Erlenmeyer ablactate method. We found that all compounds prepared exhibited very weak fluorescent properties in solution state, whereas they showed 2000〜3000 times strong fluorescence in ethanol glass matrices at 77 ° K. Fluorescence maximums were 520 nm for the 2-naphthyl derivative, 460nm for the 6-methoxy-2-naphthyl derivative, 520 nm for the 4-(dimethylamino)phenyl derivative, and 503 nm for the 1-pyrenyl derivative. 2) We attempted to prepare the 4-aryliden-5-imidazolone derivative having metal-chelating functional groups and we could obtained 1-methyl-4-[ (3-bromophenyl)methylidene]-2-(3-bromophenyl)-5-imidazolone, being able to introduce chelating groups. Reaction of the imidazolone derivatives with morpholine in the presence of a Pd(0) catalyst afforded the corresponding morpholino derivative. Introduction of a Ca-chelating functional group is under investigation. 3) For studying fluorescence properties of the GFP chromophore, we investigated the relationship between fluorescence life times and solvent viscosities by using a GFP chromophore model imidazolone derivative. As results, the fluorescence lifetime of the GFP chromophore was prolonged with increasing the viscosity of the solvent used., 12680588
2000 - 2001 - Molecular Bases on Bioluminescence and Luminous Behavior Professor
NIWA Haruki; OHMIYA Yoshihiro; MAKI Shojiro; HIRANO Takashi; OHBA Nobuyosi
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, The University of Electro-communications, Grant-in-Aid for international Scientific Research, Molecular base on bioluminescence of fresh water limpet-like snails Latia neritoides in New Zealand was investigated. Rapid and convenient method for purification of the Latia luciferase was established. (1) The Latia luciferase was found to be an N-linked glycoprotein, and to exhibit bioluminescence activity without any cofactor. The size exclusion chromatography analysis coupled with SDS-PAGE analysis and MALDI-TOF mass spectrometry indicated that the bioluminescent active Latia luciferase is a homohexamer, whose molecular weight is ca. 180,000 and the molecular weight of the non-bioluminescent subunit protein is ca. 31,000. (2) Although the natural Latia luciferin has an enol formate group, the formyl one was found to be not essential functionality, but enol acetate has also bioluminescence activity, indicating that the bioluminescence system of Latia is completely different from bacteria's ones believed previously and that the Latia luciferase has also an esterase activity. The formation of enolate anion in the Latia luciferase may be essential initial event in the bioluminescence reaction. (3) The Latia m-RNA was extracted from live specimens, from which Latia c-DNA library was constructed. Now cloning of the luciferase c-DNA is in progress., 09041100
1997 - 1999
Industrial Property Rights
- 新規複素環式化合物及びその塩、並びに発光基質組成物
Patent right, 牧 昌次郎, 北田昇雄, 齊藤 亮平, 特願2020-040703, Date applied: 10 Mar. 2020, The University of Electro-Communications, 特開2021-143129, Date announced: 24 Sep. 2021, 特許第7522397号, Date registered: 17 Jul. 2024, ホタル生物発光型長波長発光基質“GeKiaka”(760nm)を創製した.北米産ホタル発光酵素とAkaLucと反応して760nm程度の発光を示し,AkaLucの方がシャープなピークを与えた. - CN 115996914 B 新規複素環式化合物及びその塩、並びに、発光基質組成物(中国出願)
Patent right, 牧 昌次郎, 北田 昇雄, 齊藤 亮平, 青山 洋史, 伊集院 良祐, Date applied: 29 Jun. 2021, 学校法人 東京薬科大学,国立大学法人電気通信大学, Date announced: 21 Apr. 2023, 特許CN 115996914 B, Date registered: 07 Jun. 2024 - 特願2024-085862 「血清アルブミンの検出剤」
Patent right, 牧 昌次郎, 北田 昇雄, 金 誠培, 特願2024-085862, Date applied: 27 May 2024, 国立研究開発法人産業技術総合研究所 , 国立大学法人電気通信大学 - 「急性Tリンパ芽球性白血病若しくはリンパ腫、又は急性骨髄性白血病治療用医薬組成物」
Patent right, 牧 昌次郎, 吉田 千紘, 東 智也, 北田昇雄, 原 孝彦, 特願2020-037889, Date applied: 05 Mar. 2020, The University of Electro-Communications, Date announced: 16 Sep. 2021, 特許特許第7477858号, Date registered: 23 Apr. 2024 - 「新規複素環式化合物及びその塩、並びに、発光基質組成物」
Patent right, 牧 昌次郎,北田 昇雄,齊藤 亮平,青山 洋史,伊集院 良祐, 11807612 米国特許, Date applied: 28 Nov. 2022, Tokyo University of Pharmacy and Life Sciences, Date announced: 06 Jan. 2022, Date registered: 07 Nov. 2023, Pct, 特願2020-112102 (AkaSukeの権利)をPCTに移行し,米国出願した - 「新規ピロール誘導体、及びがん治療用医薬組成物」
Patent right, 牧 昌次郎, 北田 昇雄, 東 智也, 原 孝彦, 旦 慎吾, 明石 哲行, 特願2023-189559, Date applied: 06 Nov. 2023, 国立大学法人電気通信大学 , 公益財団法人がん研究会 - アルブミンの検出剤
Patent right, 牧 昌次郎, 北田 昇雄, 金 誠培, 特願2023-102863, Date applied: 22 Jun. 2023, 国立研究開発法人産業技術総合研究所 , 国立大学法人電気通信大学 - 17/999931 新規複素環式化合物及びその塩、並びに、発光基質組成物(米国出願)
Patent right, 牧 昌次郎, 北田 昇雄, 齊藤 亮平, 青山 洋史, 伊集院 良祐, 特願2020-112102, Date applied: 28 Nov. 2022, Tokyo University of Pharmacy and Life Sciences, Date announced: 21 Apr. 2023 - 「新規セレンテラジン誘導体」
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Social Contribution Activities
- 調布北高校の生徒受け入れ(高大接続事業)
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01 Apr. 2022 - Present - 「大学説明会」
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27 Sep. 2024 - 2024年度子供と学ぶ科学実験講座「アスパルテームを合成して,ハエが舐めるかどうか試してみよう.~ヒトと昆虫の味覚の違いを科学する~」
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10 May 2024 - 大学説明会(都立芦花高校)
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29 Sep. 2023 - 29 Sep. 2023 - 渋谷区科学実験講座の開催(ハチラボ)
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16 Dec. 2022 - 大学説明会(都立芦花高校)
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30 Sep. 2022 - 30 Sep. 2022 - 「2024年度子供と学ぶ科学実験講座」「アスパルテームを合成して,ハエが舐めるかどうか試してみよう.~ヒトと昆虫の味覚の違いを科学する~」
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Media Coverage
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プレス発表(産業技術総合研究所 筑波・電気通信大学), プレス発表(産業技術総合研究所 筑波・電気通信大学)海外向けプレス, https://www.aist.go.jp/aist_e/list/latest_research/2021/20211110/en20211110.html, Others
10 Nov. 2021 - 「全可視光領域で発色する虹色発光標識のポートフォリオを開発」-医療・環境診断のマルチカラー発光イメージング手段として期待-
プレス発表(産業技術総合研究所 筑波/・電気通信大学), プレス発表(産業技術総合研究所 筑波/・電気通信大学), (https://www.aist.go.jp/aist_j/press_release/pr2021/pr20210126_2/pr20210126_2.html, Others
26 Jan. 2021 - 「ウイルスの光イメージング技術の技術展望」~合成化学で光を創る~
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26 Aug. 2020 - 「ホタル発光系で最長波長 電通大、生命科学向け試薬」
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23 Apr. 2020 - 「反応選択性を持った金属触媒を創製し触媒にする〜試薬から材料へ,視点が変われば応用が変わる〜」
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28 Aug. 2019 - 「深部細胞を高感度観察:電通大,黒金化成新規標識材料を開発」
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18 Dec. 2018 - 「生体深部の癌細胞などを可視化する新たな標識材料: ルシフェリンアナログ『seMpai』を開発」
電気通信大学, メディアリリース, Internet
18 Dec. 2018 - 「長波長発光標識材料が拓く新しいライフサイエンス技術:異分野融合と国際競争,標識材料とライフサイエンス」
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29 Aug. 2018 - 「脳の深部を非侵襲的に観察できる人工生物発光システムAkaBLI」―霊長類動物にも適用可能,高次脳機能のリアルタイム可視化への応用-
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23 Feb. 2018 - 「再生医療で臓器を作る」
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18 Aug. 2017 - 「ホタルの光のひみつ」
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20 May 2017 - 「ガン細胞光る 生きた豚で成功」
日刊工業新聞, 日刊工業新聞
20 Feb. 2017 - ”Medical optical imaging: Innovative near infrared bioluminescent probes for deep tissue imaging”
電気通信大学, UEC e-Bulletin, http://www.ru.uec.ac.jp/e-bulletin/feature/2016/medical-optical-imaging.html, Internet
11 Sep. 2016 - 「子供と学ぶ科学実験講座~美白の化学・鏡を作る実験と宇宙の話~」
電気通信大学, ソーシャルメディア配信, https://www.youtube.com/watch?v=NmqxRiOTsaI, Internet
25 Jul. 2016 - 「体の深部を探る世界初の近赤外発光基質を開発」
電気通信大学, 電気通信大学ソーシャルメディア配信, https://www.youtube.com/watch?v=QDTOQxvv0M8, Internet
25 Jul. 2016 - 「発光基質40倍明るく」
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24 Jun. 2016 - 「東工大と電通大,ホタルの発光酵素と反応して近赤外光を産生する基質を開発」
マイナビニュース テクノロジー, マイナビニュース テクノロジー, http://news.mynavi.jp/news/2016/06/15/276/, Internet
15 Jun. 2016 - 「近赤外発光基質を開発」
化学工業日報, 化学工業日報, Paper
15 Jun. 2016 - 「体の深部を探る世界初の近赤外発光基質を開発」
東京工業大学・電気通信大学, プレス発表, https://www.titech.ac.jp/news/2016/035463, Others
14 Jun. 2016 - 「生体深部観察用の発光試薬:大量合成を実現」
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17 May 2013 - 「がん細胞光らせ体外で観察可能に」
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26 Mar. 2013 - 「670~680nmを実現した近赤外発光ルシフェリン「アカルミネ」
文部科学省, 平成23年度 大学等における産学連携等実施状況について, http://www.mext.go.jp/a_menu/shinkou/sangaku/__icsFiles/afieldfile/2012/10/26/1327174_01.pdf, Others
26 Oct. 2012 - 人工発光の実演
読売テレビ, 「Zipすまたん」, Media report
19 Jun. 2012 - 「ホタルの光でがん観察」
日経産業新聞, 日経産業新聞, Paper
30 May 2012 - 「最長波長の試薬開発」
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05 Oct. 2011 - 「赤色発光試薬を開発」
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01 Feb. 2011 - 「技術で作るホタルの光」
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28 Sep. 2010 - ホタル生物発光をモデルとした多色人工発光系の創製
内閣府, 第8回産学官連携推進会議, https://www8.cao.go.jp/cstp/sangakukan/sangakukan2009/index.html, Others
21 Jun. 2009 - 「ホタル発光,色多彩」
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04 Jun. 2009 - 「三原色など多彩に発光」
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05 Jan. 2009 - 「ホタル生物発光系をモデルとした多色発光材料を開発」
科学技術振興機構, サイエンスポータルサイト, http://scienceportal.jp/newtech/081218/, Others
18 Dec. 2008 - 「ホタル生物発光を利用した多色発光材料」
科学技術振興機構, テクニカルアイ, http://jstore.jst.go.jp/cgi-bin/techeye/detail.cgi?techeye_id=85, Others
14 Nov. 2008 - 「クリーンエネで環境浄化」
週刊循環経済新聞, 週刊循環経済新聞, Paper
17 May 2004