Masumi TAKI
| Department of Engineering Science | Professor |
| Cluster III (Fundamental Science and Engineering) | Professor |
| Institute for Advanced Science | Professor |
Researcher Information
Research Keyword
Career
- Sep. 2023 - Present
Nihon University, College of Humanities and Sciences, 非常勤講師 - Sep. 2021 - Mar. 2022
日本大学, 文理学部, 非常勤講師 - 01 Apr. 2021
電気通信大学大学院・情報理工学研究科, 教授 - 01 Dec. 2011 - 31 Mar. 2021
電気通信大学大学院・情報理工学研究科, 准教授 - 2017 - 2017
ETH Zürich, Department of Health Sciences and Technology, Visiting Professor - 01 Dec. 2011
電気通信大学大学院・情報理工学研究科, 准教授 - 01 Aug. 2003 - 30 Nov. 2011
岡山大学工学部, 助手(研究指導担当)、（のちに大学院工学研究科助教） - 01 Aug. 2007 - 31 Mar. 2008
米国カリフォルニア工科大学（Caltech）生物科, 客員研究員 - 01 Apr. 2003 - 31 Jul. 2003
産総研・つくば研究所, ジーンファンクション研究ラボ - 01 May 2002 - 31 Mar. 2003
(株)ジェノファンクション, 研究部・研究員 - 01 Apr. 2002 - 30 Apr. 2002
産総研・つくば研究所, ジーンファンクション研究ラボ - 01 Apr. 2000 - 31 Mar. 2002
東京大学工学部, 日本学術振興会特別研究員（ＰＤ） - 01 Apr. 1998 - 31 Mar. 2000
岡山大学工学部, 日本学術振興会特別研究員（ＰＤ） - 01 Apr. 1996 - 31 Mar. 1998
群馬大学工学部, 日本学術振興会特別研究員（DC1)
Research Activity Information
Award
Paper
- bioTCIs: Middle-to-Macro Biomolecular Targeted Covalent Inhibitors Possessing Both Semi-Permanent Drug Action and Stringent Target Specificity as Potential Antibody Replacements
Jay Yang; Yudai Tabuchi; Riku Katsuki; Masumi Taki
Last, INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, MDPI, 24, 4, Feb. 2023, Peer-reviwed, Invited, Monoclonal antibody therapies targeting immuno-modulatory targets such as checkpoint proteins, chemokines, and cytokines have made significant impact in several areas, including cancer, inflammatory disease, and infection. However, antibodies are complex biologics with well-known limitations, including high cost for development and production, immunogenicity, a limited shelf-life because of aggregation, denaturation, and fragmentation of the large protein. Drug modalities such as peptides and nucleic acid aptamers showing high-affinity and highly selective interaction with the target protein have been proposed alternatives to therapeutic antibodies. The fundamental limitation of short in vivo half-life has prevented the wide acceptance of these alternatives. Covalent drugs, also known as targeted covalent inhibitors (TCIs), form permanent bonds to target proteins and, in theory, eternally exert the drug action, circumventing the pharmacokinetic limitation of other antibody alternatives. The TCI drug platform, too, has been slow in gaining acceptance because of its potential prolonged side-effect from off-target covalent binding. To avoid the potential risks of irreversible adverse drug effects from off-target conjugation, the TCI modality is broadening from the conventional small molecules to larger biomolecules possessing desirable properties (e.g., hydrolysis resistance, drug-action reversal, unique pharmacokinetics, stringent target specificity, and inhibition of protein-protein interactions). Here, we review the historical development of the TCI made of bio-oligomers/polymers (i.e., peptide-, protein-, or nucleic-acid-type) obtained by rational design and combinatorial screening. The structural optimization of the reactive warheads and incorporation into the targeted biomolecules enabling a highly selective covalent interaction between the TCI and the target protein is discussed. Through this review, we hope to highlight the middle to macro-molecular TCI platform as a realistic replacement for the antibody.
English - Relative Nuclease Resistance of a DNA Aptamer Covalently Conjugated to a Target Protein
Y. Tabuchi; J. Yang; M. Taki
Last, International Journal of Molecular Sciences, 23, 7778, 14 Jul. 2022, Peer-reviwed, Invited
Scientific journal, English - Solvatochromic peptidic binder obtained via extended phage display acts as a fluororeporter for fragment-based drug discovery (FBDD)
Riku Katsuki; Tsubasa Numayama; Yudai Tabuchi; Jaiyam Sharma; Naohito Satake; Adarsh Sandhu; Masumi Taki
Last, Anal. Bioanal. Chem., Springer Nature, 414, 4803-4807, 04 Jun. 2022, Peer-reviwed
Scientific journal, English - Covalent Biologics：中・高分子型共有結合性薬剤
田淵 雄大; 瀧 真清
Last, ファルマシア, 日本薬学会, 57, 11, 1019-1024, Nov. 2021, Peer-reviwed, Invited
Scientific journal, Japanese - 薬剤の中和が可能なアプタマー型共有結合性薬剤の開発
田淵 雄大; 瀧 真清
Last, 生物工学会誌, 日本生物工学会, 99, 4, 172-175, 22 Apr. 2021, Invited
Scientific journal, Japanese - Inhibition of thrombin activity by a covalent-binding aptamer and reversal by the complementary strand antidote
Y. Tabuchi; J. Yang; M. Taki
Last, Chem. Commun., RSC, 57, 20, 2483-2486, 11 Mar. 2021, Peer-reviwed, True, Alleviating the potential risk of irreversible adverse drug effects has been an important and challenging issue for the development of covalent drugs. Here we created a DNA-aptamer-type covalent drug by introducing a sulfonyl fluoride warhead at appropriate positions of the thrombin binding aptamer to create weaponized covalent drugs. We showed the de-activation of thrombin by the novel modality, followed by its re-activation by the complementary strand antidote at an arbitrary time. We envision that such on-demand reversal of covalent drugs will alleviate the major concern of potentially irreversible ADEs and accelerate the translational application of covalent aptamer drugs.
Scientific journal, English - Medium-firm drug-candidate library of cryptand-like structures on T7 phage: Design and selection of strong binder for Hsp90
K. Mochizuki; L. Matsukura; Y. Ito; N. Miyashita; M. Taki
Last, Org. Biomol. Chem, 19, 1, 146-150, 07 Jan. 2021, Peer-reviwed, True, We designed and synthesized a medium-firm drug-candidate library of cryptand-like structures possessing a randomized peptide linker on the bacteriophage T7. From the macrocyclic library with a 109 diversity, we obtained a binder toward a cancer-related protein (Hsp90) with an antibody-like strong affinity (KD = 62 nM) and the binding was driven by the enthalpy. The selected supramolecular ligand inhibited Hsp90 activity by site-specific binding outside of the well-known ATP-binding pocket on the N-terminal domain (NTD).
Scientific journal, English - Direct screening of a target-specific covalent binder: stringent regulation of warhead reactivity in a matchmaking environment
Yudai Tabuchi; Takahito Watanabe; Riku Katsuki; Yuji Ito; Masumi Taki
Last, Chemical Communications, Royal Society of Chemistry (RSC), 57, 44, 5378-5381, 2021, Peer-reviwed,To find targeted covalent biologics, we demonstrated a direct screening method of a peptidic covalent binder
via reactivity/affinity-based co-selection using T7 phage display.
Scientific journal - Strategic design to create HER2-targeting proteins with target-binding peptides immobilized on a fibronectin type III domain scaffold
Wanaporn Yimchuen; Tetsuya Kadonosono; Yumi Ota; Shinichi Sato; Maika Kitazawa; Tadashi Shiozawa; Takahiro Kuchimaru; Masumi Taki; Yuji Ito; Hiroyuki Nakamura; Shinae Kizaka-Kondoh
RSC Advances, ROYAL SOC CHEMISTRY, 10, 26, 15154-15162, Apr. 2020, Peer-reviwed, Tumor-binding peptides such as human epidermal growth factor receptor 2 (HER2)-binding peptides are attractive therapeutic and diagnostic options for cancer. However, the HER2-binding peptides (HBPs) developed thus far are susceptible to proteolysis and lose their affinity to HER2 in vivo. In this report, a method to create a HER2-binding fluctuation-regulated affinity protein (HBP-FLAP) consisting of a fibronectin type III domain (FN3) scaffold with a structurally immobilized HBP is presented. HBPs were selected by phage-library screening and grafted onto FN3 to create FN3-HBPs, and the HBP-FLAP with the highest affinity (HBP sequence: YCAHNM) was identified after affinity maturation of the grafted HBP. HBP-FLAP containing the YCAHNM peptide showed increased proteolysis-resistance, binding to HER2 with a dissociation constant (K-D) of 58 nM in ELISA and 287 nM in biolayer interferometry and specifically detects HER2-expressing cancer cells. In addition, HBP-FLAP clearly delineated HER2-expressing tumors with a half-life of 6 h after intravenous injection into tumor-bearing mice. FN3-based FLAP is an excellent platform for developing target-binding small proteins for clinical applications.
Scientific journal, English - Facile and Efficient Chemoenzymatic Semisynthesis of Fc-Fusion Compounds for Half-Life Extension of Pharmaceutical Components.
Shigeo Hirasawa; Yoshiro Kitahara; Yoriko Okamatsu; Tomohiro Fujii; Akira Nakayama; Satoko Ueno; Chiori Ijichi; Fumie Futaki; Kunio Nakata; Masumi Taki
Last, Bioconjugate chemistry, ACS, 30, 9, 2323-2331, 18 Sep. 2019, Peer-reviwed, True, The formation of Fc-fusions, in which biologically active molecules and the Fc fragment of antibodies are linked to each other, is one of the most efficient and successful half-life extension technologies to be developed and applied to peptide and protein pharmaceuticals thus far. Fc-fusion compounds are generally produced by recombinant methods. However, these cannot be applied to artificial middle molecules, such as peptides with non-natural amino acids, unnatural cyclic peptides, or pharmaceutical oligonucleotides. Here, we developed a simple, efficient, semisynthetic method for Fc-fusion production involving our previously developed enzymatic N-terminal extension reaction (i.e., NEXT-A reaction) and strain-promoted azide-alkyne cycloaddition, achieving quantitative conversion and high selectivity for the N-terminus of the Fc protein. An Fc-fusion compound prepared by this method showed comparable biological activity to that of the original peptide and a long-circulating plasma half-life. Thus, the proposed method is potentially applicable for the conjugation of a wide range of pharmaceutical components.
Scientific journal, English - Mechano-chromic protein–polymer hybrid hydrogel to visualize mechanical strain
M. Taki; T. Yamashita; K. Yatabe; V. Vogel
Lead, Soft Matter, The Royal Society of Chemistry, 15, 46, 9388-9393, Sep. 2019, Peer-reviwed,A mechano-chromic hydrogel was synthesized here via chemoenzymatic click conjugation of fluorophore-labeled fibronectin into a synthetic hydrogel copolymers. The optical FRET response could be tuned by macroscopic stretching.
Scientific journal, English - Cysteine-reactive small photo-crosslinker possessing caged-fluorescence property: binding-site determination of a combinatorially-selected peptide by fluorescence imaging / tandem mass spectrometry
K. Yatabe; M. Hisada; Y. Tabuchi; M. Taki
Last, International Journal of Molecular Sciences, MDPI AG, 19, 11, 3682-3682, 21 Nov. 2018, Peer-reviwed, Invited, To determine the binding-site of a combinatorially-selected peptide possessing a fluoroprobe, a novel cysteine reactive small photo-crosslinker that can be excited by a conventional long-wavelength ultraviolet handlamp (365 nm) was synthesized via Suzuki coupling with three steps. The crosslinker is rationally designed, not only as a bioisostere of the fluoroprobe, but as a caged-fluorophore, and the photo-crosslinked target protein became fluorescent with a large Stokes-shift. By introducing the crosslinker to a designated sulfhydryl (SH) group of a combinatorially-selected peptide, the protein-binding site of the targeted peptide was deduced by sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE)/fluorescence imaging followed by matrix-assisted laser desorption ionization-time of flight tandem mass spectrometry (MALDI-TOF-MS/MS) analysis.
Scientific journal, English - Fluorescent "keep-on" type pharmacophore obtained from dynamic combinatorial library of Schiff bases
Y. Tabuchi; M. Taki
Last, Anal. Bioanal. Chem., Springer Nature, 410, 26, 6713-6717, 11 Aug. 2018, Peer-reviwed
Scientific journal, English - Combinatorially Screened Peptide as Targeted Covalent Binder: Alteration of Bait-Conjugated Peptide to Reactive Modifier
Shuta Uematsu; Yudai Tabuchi; Yuji Ito; Masumi Taki
Last, Bioconjugate Chemistry, American Chemical Society, 29, 6, 1866-1871, 20 Jun. 2018, Peer-reviwed, A peptide-type covalent binder for a target protein was obtained by combinatorial screening of fluoroprobe-conjugated peptide libraries on bacteriophage T7. The solvatochromic fluoroprobe works as a bait during the affinity selection process of phage display. To obtain the targeted covalent binder, the bait in the selected consensus peptide was altered into a reactive warhead possessing a sulfonyl fluoride. The reaction efficiency and site/position specificity of the covalent conjugation between the binder and the target protein were evaluated by liquid chromatography-tandem mass spectrometry (LC-MS/MS), and rationalized by a protein-ligand docking simulation.
Scientific journal, English - Combinatorially screened peptide as targeted covalent binder
S. Uematsu; Y. Tabuchi; Y. Ito; M. Taki
Last, Proc. 35th Eur. Pept. Symp., WILEY, 24, 272-S153, 2018
International conference proceedings, English - Selection of Turning-on Fluorogenic Probe as Protein-Specific Detector Obtained via the 10BASE(d)-T
Shuta Uematsu; Taiki Midorikawa; Yuji Ito; Masumi Taki
Last, IRAGO CONFERENCE 2016: 360 DEGREE OUTLOOK ON CRITICAL SCIENTIFIC AND TECHNOLOGICAL CHALLENGES FOR A SUSTAINABLE SOCIETY, AMER INST PHYSICS, 1807, 020028, 2017, Peer-reviwed, In order to obtain a molecular probe for specific protein detection, we have synthesized fluorogenic probe library of vast diversity on bacteriophage T7 via the gp10 based-thioetherification (10BASE(d)-T). A remarkable turningon probe which is excitable by widely applicable visible light was selected from the library.
International conference proceedings, English - F-18-Containing Positron Emission Tomography Probe Conjugation Methodology for Biologics as Specific Binders for Tumors
Kenji Arimitsu; Hiroyuki Kimura; Yoshinari Arai; Kazuto Mochizuki; Masumi Taki
Last, CURRENT TOPICS IN MEDICINAL CHEMISTRY, BENTHAM SCIENCE PUBL LTD, 16, 24, 2703-2724, 2016, Peer-reviwed, Invited, Molecular imaging can be used to evaluate the spatial-time change of the molecular biological phenomenon of the cell-molecule level in living bodies. Molecular imaging technology is expected to be applied in the fields of drug development, clinical diagnosis, and life science research. Specifically, positron emission tomography (PET) is a powerful non-invasive imaging technology for investigating physiological parameters in living animals using compounds labeled with PET radioisotopes as molecular probes. This review summarizes and compares various F-18-conjugation techniques that employ the chemical and enzymatic reactions of different types of tumor-targeting biological molecules such as peptides, proteins, antibodies, and nucleic acids.
Scientific journal, English - Chemical and Biological Technology for In Vivo and Molecular Imaging
Masumi Taki
Lead, CURRENT TOPICS IN MEDICINAL CHEMISTRY, BENTHAM SCIENCE PUBL LTD, 16, 24, 2635-2637, 2016, Invited
Scientific journal, English - Selection of Color-Changing and Intensity-Increasing Fluorogenic Probe as Protein-Specific Indicator Obtained via the 10BASE(d)-T
Masumi Taki; Hiroaki Inoue; Kazuto Mochizuki; Jay Yang; Yuji Ito
Last, ANALYTICAL CHEMISTRY, AMER CHEMICAL SOC, 88, 2, 1096-1099, Jan. 2016, Peer-reviwed, To obtain a molecular probe for specific protein detection, we have synthesized fluorogenic probe library of vast diversity on bacteriophage T7 via the gp10 based-thioetherificaion (10BASE(d)-T). A remarkable color-changing and turning-on probe was selected from the library, and its physicochemical properties upon target-specific binding were obtained. Combination analyses of fluorescence emission titration, isothermal titration calorimetry (ITC), and quantitative saturation-transfer difference (STD) NMR measurements, followed by in silico docking simulation, rationalized the most plausible geometry of the ligand-protein interaction.
Scientific journal, English - Unexpectedly fast transfer of positron-emittable artificial substrate into N-terminus of peptide/protein mediated by wild-type L/F-tRNA-protein transferase
Masumi Taki; Hiroyuki Kuroiwa
Lead, AMINO ACIDS, SPRINGER WIEN, 47, 6, 1279-1282, Jun. 2015, Peer-reviwed, This article demonstrates the fastest enzymatic introduction of a positron emission tomography (PET) probe into acceptor peptides/proteins. It is site-specifically introduced at the basic N-terminus of the acceptors by using L/F-transferase in combination with aminoacyl-tRNA synthetase, namely the NEXT-A/PET reaction. Estimated from kinetic analysis, the transfer efficiency of O-(2-fluoromethyl)-l-tyrosine as an artificial amino acid PET probe mediated by the wild-type transferase is almost as good as that of the natural substrate, phenylalanine.
Scientific journal, English - Pharmacophore Generation from a Drug-like Core Molecule Surrounded by a Library Peptide via the 10BASE(d)-T on Bacteriophage T7
Yuuki Tokunaga; Yuuki Azetsu; Keisuke Fukunaga; Takaaki Hatanaka; Yuji Ito; Masumi Taki
Last, MOLECULES, MDPI AG, 19, 2, 2481-2496, Feb. 2014, Peer-reviwed, Invited, We have achieved site-specific conjugation of several haloacetamide derivatives into designated cysteines on bacteriophage T7-displayed peptides, which are fused to T7 capsid protein gp10. This easiest gp10 based-thioetherification (10BASE(d)-T) undergoes almost quantitatively like a click reaction without side reaction or loss of phage infectivity. The post-translational modification yield, as well as the site-specificity, is quantitatively analyzed by a fluorescent densitometric analysis after gel electrophoresis. The detailed structure of the modified peptide on phage is identified with tandem mass spectrometry. Construction of such a peptide-fused phage library possessing non-natural core structures will be useful for future drug discovery. For this aim, we propose a novel concept of pharmacophore generation from a drug-like molecule (i.e., salicylic acid) conjugated with surrounding randomized peptides. By using the hybrid library, streptavidin-specific binders are isolated through four rounds of biopanning.
Scientific journal, English - Construction of a crown ether-like supramolecular library by conjugation of genetically-encoded peptide linkers displayed on bacteriophage T7
Keisuke Fukunaga; Takaaki Hatanaka; Yuji Ito; Michiko Minami; Masumi Taki
Last, CHEMICAL COMMUNICATIONS, ROYAL SOC CHEMISTRY, 50, 30, 3921-3923, 2014, Peer-reviwed, By using the 10BASE(d)-T, we have synthesized a crown ether-like macrocyclic library possessing randomized peptide linkers on bacteriophage T7. Among 1.5 x 10(9) diversities of the supramolecule candidates, we have obtained a specific binder for the N-terminal domain of Hsp90.
Scientific journal, English - Gp10 based-thioetherification (10BASEd-T) on a displaying library peptide of bacteriophage T7
Keisuke Fukunaga; Takaaki Hatanaka; Yuji Ito; Masumi Taki
Last, Molecular BioSystems, 9, 12, 2988-2991, Dec. 2013, Peer-reviwed, The site-specific introduction of a haloacetamide derivative into a designated cysteine on a displaying peptide on a capsid protein (gp10) of bacteriophage T7 has been achieved. This easiest gp10-based thioetherification (10BASEd-T) is carried out in one-pot without side reactions or loss of phage infectivity. © 2013 The Royal Society of Chemistry.
Scientific journal, English - Kinetic analysis of the leucyl/phenylalanyl-tRNA-protein transferase with acceptor peptides possessing different N-terminal penultimate residues
Jun Kawaguchi; Kumino Maejima; Hiroyuki Kuroiwa; Masumi Taki
Last, FEBS OPEN BIO, ELSEVIER SCIENCE LONDON, 3, 252-255, 2013, Peer-reviwed, The introduction of non-natural amino acids at the N-terminus of peptides/proteins using leucyl/phenylalanyl-tRNA-protein transferase (L/F-transferase) is a useful technique for protein engineering. To accelerate the chemoenzymatic reaction, here we systematically optimized the N-terminal penultimate residue of the acceptor peptide. Positively charged, small, or hydrophilic amino acids at this position show positive effects for the reaction. Kinetic analysis of peptides possessing different penultimate residues suggests that the side chain of the residue affects peptide-binding affinity towards the L/F-transferase. These findings also provide biological insight into the effect of the penultimate amino acid on substrate specificity of natural proteins to be degraded via the N-end rule pathway. (C) 2013 The Authors. Published by Elsevier B.V. on behalf of Federation of European Biochemical Societies. All rights reserved.
Scientific journal, English - Practical tips for construction of custom peptide libraries and affinity selection by using commercially available phage display cloning systems
Keisuke Fukunaga; Masumi Taki
Last, Journal of Nucleic Acids, 2012, Article ID 295719, doi:10.1155, 2012, Peer-reviwed, Invited, Phage display technology is undoubtedly a powerful tool for affinity selection of target-specific peptide. Commercially available premade phage libraries allow us to take screening in the easiest way. On the other hand, construction of a custom phage library seems to be inaccessible, because several practical tips are absent in instructions. This paper focuses on what should be born in mind for beginners using commercially available cloning kits (Ph.D. with type 3 vector and T7Select systems for M13 and T7 phage, respectively). In the M13 system, Pro or a basic amino acid (especially, Arg) should be avoided at the N-terminus of peptide fused to gp3. In both systems, peptides containing odd number(s) of Cys should be designed with caution. Also, DNA sequencing of a constructed library before biopanning is highly recommended for finding unexpected bias. © 2012 Keisuke Fukunaga and Masumi Taki.
Scientific journal, English - Synthesis of a cyclic peptide/protein using the NEXT-A reaction followed by cyclization
Toshimasa Hamamoto; Masahiko Sisido; Takashi Ohtsuki; Masumi Taki
CHEMICAL COMMUNICATIONS, ROYAL SOC CHEMISTRY, 47, 32, 9116-9118, 2011, Peer-reviwed, By using the NEXT-A reaction, we introduced a non-natural amino acid at the N-terminus of a peptide/protein that contained a cysteine unit. The side chain of the introduced amino acid spontaneously reacted with the cysteine to afford a cyclic peptide/protein.
Scientific journal, English - Fission yeast Ubrl ubiquitin ligase influences the oxidative stress response via degradation of active Papl bZIP transcription factor in the nucleus
K.Kitamura; M.Taki; N.Tanaka; I.Yamashita
Mol Microbiol, 80, 839, 2011, Peer-reviwed
Scientific journal, English - Introduction of a Highly Photodurable and Common-laser Excitable Fluorescent Amino Acid into a Peptide as a FRET Acceptor for Protease Cleavage Detection
Masumi Taki; Yoshito Yamazaki; Yuto Suzuki; Masahiko Sisido
CHEMISTRY LETTERS, CHEMICAL SOC JAPAN, 39, 8, 818-819, Aug. 2010, Peer-reviwed, Synthesis and photochemical properties of a benzoacridone-containing fluorescent amino acid (badAla) which is photo-durable and excitable by widely applicable 488 nm lasers was described. The amino acid carries a relatively small fluorophore that shows absorption around 450-500 nm, emission above 500 nm with a high fluorescence quantum yield (0.65), and relatively long fluorescence lifetime (17 ns). BadAla can be used in solid-phase peptide synthesis without any precaution. A peptide-containing badAla was used to measure caspase activity via fluorescence resonance energy transfer (FRET).
Scientific journal, English - N-Terminal Specific Point-Immobilization of Active Proteins by the One-Pot NEXT-A Method
Keitaro Ebisu; Hiroaki Tateno; Hiroyuki Kuroiwa; Koshi Kawakami; Megumi Ikeuchi; Jun Hirabayashi; Masahiko Sisido; Masumi Taki
CHEMBIOCHEM, WILEY-V C H VERLAG GMBH, 10, 15, 2460-2464, Oct. 2009, Peer-reviwed
Scientific journal, English - The NEXT-A (N-terminal extension with transferase and ARS) reaction
M. Taki; H. Kuroiwa; M. Sisido
Nucleic Acids Symp. Ser., 53, 1, 37-38, 2009
International conference proceedings, English - Chemoenzymatic transfer of fluorescent non-natural amino acids to the N terminus of a protein/peptide
Masumi Taki; Hiroyuki Kuroiwa; Masahiko Sisido
CHEMBIOCHEM, WILEY-V C H VERLAG GMBH, 9, 5, 719-722, Mar. 2008, Peer-reviwed
Scientific journal, English - Leucyl/phenylalanyl(L/F)-tRNA-protein transferase-mediated aminoacyl transfer of a nonnatural amino acid to the N-terminus of peptides and proteins and subsequent functionalization by bioorthogonal reactions
Masumi Taki; Masahiko Sisido
BIOPOLYMERS, JOHN WILEY & SONS INC, 88, 2, 263-271, 2007, Peer-reviwed
Scientific journal, English - Design of carrier tRNAs and selection of four-base codons for efficient incorporation of various nonnatural amino acids into proteins in Spodoptera frugiperda 21 (Sf21) insect cell-free translation system
Masumi Taki; Yasunori Tokuda; Takashi Ohtsuki; Masahiko Sisido
JOURNAL OF BIOSCIENCE AND BIOENGINEERING, SOC BIOSCIENCE BIOENGINEERING JAPAN, 102, 6, 511-517, Dec. 2006, Peer-reviwed, Spodoptera frugiperda 21 (Sf21) insect cell-free protein synthesizing system was expanded to include nonnatural amino acids. Orthogonal tRNAs that work as carriers of nonnatural amino acids in the insect system were explored. Four-base codons for assigning the positions of nonnatural amino acids were also selected. Mutated streptavidin mRNAs that contained different four-base codons were prepared and added to the insect cell-free system in the presence of various tRNAs possessing the corresponding four-base anticodons. The tRNAs were chemically amino-acylated with various types of nonnatural amino acids to examine their incorporation efficiencies. Using p-nitrophenylalanine as the nonnatural amino acid and streptavidin as the target protein, tRNA sequences and the types of four-base codons were optimized to maximize the yield of the nonnatural mutant and to minimize production of full-length proteins that do not contain the nonnatural amino acid. Among the tRNA sequences taken from a variety of tRNAs of nonstandard structures, the tRNA derived from Methanosarcina acetivorans tRNA(Pyl) was the most efficient and orthogonal tRNA. Of the CGGN-type four-base codons, CGGA and CGGG were the most efficient ones for assigning the positions of nonnatural amino acids. p-Nitrophenylalanine and 2-naphthylalanine were efficiently incorporated as in the case of Escherichia coli and rabbit reticulocyte cell-free systems. Much less efficient incorporation was observed, however, for other nonnatural amino acids, indicating that the insect system is less tolerant to the structural diversity of amino acids than the E. coli cell-free system.
Scientific journal, English - Leucyl/phenylalanyl-tRNA-protein transferase-mediated chemoenzymatic coupling of N-terminal arg/lys units in posttranslationally processed proteins with non-natural amino acids
Masumi Taki; Atsushi Kuno; Shinsuke Matoba; Yuki Kobayashi; Junichiro Futami; Hiroshi Murakami; Hiroaki Suga; Kazunari Taira; Tsunemi Hasegawa; Masahiko Sisido
CHEMBIOCHEM, WILEY-V C H VERLAG GMBH, 7, 11, 1676-+, Nov. 2006, Peer-reviwed, The protein no longer terminates here. Non-natural amino acids were attached onto a tRNA and were then transferred with the aid of L/F-tRNA-protein transferase to the N termini of proteins possessing N-terminal Lys or Arg components. By this new technique, 1- and 2-naphthylalanine or 3-nitrotyrosine were coupled to the N termini of several proteins. A novel and convenient method for adding single Lys units at the N termini of various proteins was also developed.
Scientific journal, English - Expanding the genetic code in a mammalian cell line by the introduction of four-base codon/anticodon pairs
M Taki; J Matsushita; M Sisido
CHEMBIOCHEM, WILEY-V C H VERLAG GMBH, 7, 3, 425-428, Mar. 2006, Peer-reviwed
Scientific journal, English - Efficient Incorporation of a Nonnatural Amino Acid into a Protein in an Insect Cell-free Translation System
Y. Tokuda; M. Taki; M. Sisido
Nucleic Acids Symp. Ser., 48, 161-162, 2006
International conference proceedings, English - Position-specific incorporation of a highly photodurable and blue-laser excitable fluorescent amino acid into proteins for fluorescence sensing
H Hamada; N Kameshima; A Szymanska; K Wegner; L Lankiewicz; H Shinohara; M Taki; M Sisido
BIOORGANIC & MEDICINAL CHEMISTRY, PERGAMON-ELSEVIER SCIENCE LTD, 13, 10, 3379-3384, May 2005, Peer-reviwed, A new fluorescent amino acid, L-2-acridonylalanine, was incorporated into proteins at specific positions using 4-base codon/anticodon strategy. The efficiency of the incorporation was high enough to obtain enough quantities of the mutants. The acridonyl group was highly fluorescent when it was excited at the wavelengths of blue-lasers and was highly photodurable compared with conventional fluorophores often used for biological analyses. The fluorescence intensity was sensitive to small changes in the polarity of the environment. When the nonnatural amino acid was incorporated into specific positions of streptavidin, the mutant protein worked as a fluorescent sensor to biotin. Similarly, when the amino acid was incorporated into came] single-chain antibody, the mutant protein sensitively responded to the antigen molecule. The high incorporation efficiency, the high photodurability, the excitability with blue-lasers, and high sensitivity to the environment make the acridonylalanine as the promising fluorescent amino acid for sensing small molecules when incorporated into specific positions of various antibodies, receptors, and enzymes. © 2005 Elsevier Ltd. All rights reserved.
Scientific journal, English - Creation of artificial fluorescence protein in which a novel fluorescent nonnatural amino acid is site-specifically incorporated for new biosensing
H. Hamada; H. Shinohara; N. Kameshima; M. Taki; A. Syzmanska; T. Hohsaka; M. Sisido
Chemical Sensors, 21(Suppl. A), 184-186, 2005
International conference proceedings, English - Synthesis of novel luminescent substrates and their incorporation into a protein only at a terminal site via a transglutaminase-catalyzed enzymatic reaction
M Taki; K Taira
CHEMISTRY LETTERS, CHEMICAL SOC JAPAN, 33, 3, 234-235, Mar. 2004, Peer-reviwed, Luminescent lanthanide chelator and pH-sensitive fluorescent dyes were synthesized and conjugated only to a terminal site of a protein through mild enzymatic reaction.
Scientific journal, English - Transglutaminase-mediated N- and C-terminal fluorescein labeling of a protein can support the native activity of the modified protein
M Taki; M Shiota; K Taira
PROTEIN ENGINEERING DESIGN & SELECTION, OXFORD UNIV PRESS, 17, 2, 119-126, Feb. 2004, Peer-reviwed, Fluorescein and its analogs are among the best fluorophores to label proteins and the labeling generally involves chemical modification of a translated protein. Using this methodology, labeling at a specific position remains difficult. It is known that the guinea pig liver transglutarninase (TGase)-catalyzed enzymatic modification method can allow terminal-specific fluorophore labeling of a protein by monodansylcadaverine. However, native activity of the fluorescent protein has not been investigated so far, nor has direct comparison between the chemical modification and the TGase-catalyzed modification been attempted. Therefore, we compared the possibility of fluorescein labeling via chemical labeling and via TGase-catalyzed modification. The latter method was found to be very practical and overcame some of the problems associated with the specificity of the former; fluorescein was covalently attached only to the N- or C-terminal site of glutathione S-transferase when the reaction was catalyzed by TGase and the resulting labeled protein completely retained its native activity. The TGase-mediated labeling occurred not only at room temperature but also at 4degreesC to the same extent, which is more desirable for preventing the inactivation of proteins.
Scientific journal, English - Small-interfering-RNA expression in cells based on an efficiently constructed Dumbbell-shaped DNA
M Taki; Y Kato; M Miyagishi; Y Takagi; K Taira
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, WILEY-V C H VERLAG GMBH, 43, 24, 3160-3163, 2004, Peer-reviwed
Scientific journal, English - Enzymatic N- and C- terminal fluorescein labelling of a protein in vitro can support the native activity of the modified protein
M. Taki; M. Shiota; K. Taira
Protein Eng, 17, 119-126, 2004, Peer-reviwed
Scientific journal, English - Nature of the Chemical Bond Formed with the Structural Metal Ion at the A9/G10.1 Motif Derived from Hammerhead Ribozymes
Y. Tanaka; Y. Kasai; S. Mochizuki; A. Wakisaka; E. H. Morita; C. Kojima; A. Toyozawa; Y. Kondo; M. Taki; Y. Takagi; A. Inoue; K. Yamasaki; K. Taira
J. Am. Chem. Soc, 126, 3, 744-752, 2004, Peer-reviwed
Scientific journal, English - Synthesis and antigen-binding properties of fluorescent labeled camel antibody
H. Hamada; R. Abe; M. Taki; H. Shinohara; T. Hohsaka; M. Sisido
Proc. Electrochem. Soc., 004-08(Chemical Sensors VI), 431-435, 2004
International conference proceedings, English - Site-directed incorporation of non-natural amino acid into Streptomyces xylanase
T. Ichikawa; A. Kuno; M. Taki; T. Hohsaka; M. Sisido; S. Kaneko; K. Taira; H. Kobayashi; T. Hasegawa
Nucleic Acids Res. Supl., 4, 161-162, 2004
International conference proceedings, English - Synthesis of a novel histidine analogue and its efficient incorporation into a protein in vivo
Y Ikeda; S Kawahara; M Taki; A Kuno; T Hasegawa; K Taira
PROTEIN ENGINEERING, OXFORD UNIV PRESS, 16, 9, 699-706, Sep. 2003, Peer-reviwed, Proteins containing unnatural amino acids have immense potential in biotechnology and medicine. We prepared several histidine analogues including a novel histidine analogue, beta-(1,2,3-triazol-4-yl)-dl-alanine. These histidine analogues were assayed for translational activity in histidine-auxotrophic Escherichia coli strain UTH780. We observed that several histidine analogues, including our novel histidine analogue, were efficiently incorporated into the protein in vivo; however, other analogues were rejected. These results suggest that the hydrogen atom at a specific position seriously affects incorporation.
Scientific journal, English - A direct and efficient synthesis method for dumbbell-shaped linear DNA using PCR in vitro
M. Taki; Y. Kato; M. Miyagishi; Y. Takagi; M. Sano; K. Taira
Nucleic Acids Res. Supl., 3, 191-192, 2003
International conference proceedings, English - Leucyl/Phenylalanyl (L/F)-tRNA-protein transferase-mediated N-terminal specific labelling of a protein in vitro
A. Kuno; M. Taki; K. Taira; T. Hasegawa
Nucleic Acids Res. Supl., 3, 259-260, 2003
International conference proceedings, English - Position-specific incorporation of a fluorophore-quencher pair into a single streptavidin through orthogonal four-base codon/anticodon pairs
M Taki; T Hohsaka; H Murakami; K Taira; M Sisido
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMER CHEMICAL SOC, 124, 49, 14586-14590, Dec. 2002, Peer-reviwed, Four-base codon strategy was applied to incorporate a fluorophore-quencher pair into specific positions on a single protein; beta-anthraniloyl-L-alpha,beta-diaminopropionic acid (atnDap) was employed as a fluorophore and p-nitrophenylalanine (ntrPhe) as a quencher. Their positions were directed by the CGGG/CCCG and GGGC/CCCG four-base codon/anticoclon pairs and two doubly mutated streptavidins, i.e., ((52)atnDap, (84)ntrPhe) and ((54)ntrPhe, (84)atnDap) mutants were synthesized through Escherichia coli in vitro protein synthesizing systems. Intramolecular photoinduced electron transfer (ET) was observed as the decrease of intensity in steady-state fluorescence spectroscopy and as the shortening of fluorescence decaytimes. The quenching data indicated that the ET rate reflects the detailed structure of the protein.
Scientific journal, English - Highly sensitive fluorescent nonnatural amino acids that can be incorporated into specific positions of streptavidin
M Taki; T Hohsaka; H Murakami; K Taira; M Sisido
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, TAYLOR & FRANCIS LTD, 177, 8-9, 1929-1930, Aug. 2002, Peer-reviwed
Scientific journal, English - A novel fluorescent nonnatural amino acid that can be incorporated into a specific position of streptavidin
M. Taki; T. Hohsaka; H. Murakami; A. Kuno; T. Hasegawa; K. Taira; M. Sisido
Nucleic Acids Res. Supl., 2, 203-204, 2002
International conference proceedings, English - A non-natural amino acid for efficient incorporation into proteins as a sensitive fluorescent probe
M Taki; T Hohsaka; H Murakami; K Taira; M Sisido
FEBS LETTERS, ELSEVIER SCIENCE BV, 507, 1, 35-38, Oct. 2001, Peer-reviwed, A small and highly fluorescent non-natural amino acid that contains an anthraniloyl group (atnDap) was incorporated into various positions of streptavidin. The positions were directed by a CGGG/CCCG four-base codon/anticodon pair. The non-natural mutants were obtained in excellent yields and some of them retained strong biotin-binding activity. The fluorescence wavelength as well as the intensity of the anthraniloyl group at position 120 were sensitive to biotin binding. These unique properties indicate that the atnDap is the most suitable non-natural amino acid for a position-specific fluorescent labeling of proteins that is highly sensitive to microenvironmental changes. (C) 2001 Federation of European Biochemical Societies. Published by Elsevier Science B.V. All rights reserved.
Scientific journal, English - Specific N-terminal biotinylation of a protein in vitro by a chemically modified tRNA(fmet) can support the native activity of the translated protein
M Taki; SY Sawata; K Taira
JOURNAL OF BIOSCIENCE AND BIOENGINEERING, SOC BIOSCIENCE BIOENGINEERING JAPAN, 92, 2, 149-153, Aug. 2001, Peer-reviwed, Biotinylation of a protein generally involves chemical modification of a translated protein. Using this methodology, however, biotinylation at a specific position remains difficult. We investigated whether it would be possible to use an Escherichia coli initiator tRNA(fimet) aminoacylated with methionine biotinylated at the alpha -amino group to introduce a biotin tag specifically at the N terminus. We report here that a biotin tag could be incorporated into the green fluorescent protein (GFP) at the N-terminal site, in the presence of an E. coli initiator tRNA(fmet) aminoacylated with methionine biotinylated at the alpha -amino group. The biotinylated GFP was purified by simple monomeric streptavidin-agarose affinity column chromatography. Based on the total amount of GFP molecules, the purification yield and the biotin labelling efficiency of this system were approximately 7% and 10-20%, respectively, according to the densitometric analysis of Western blots. Judging from the results of a fluorescence imaging experiment, almost all the purified GFP molecules retained the native fluorescence activity. Importantly, the present results support the hypothesis that the E. coli initiator tRNA(fmet) aminoacylated with a relatively large substituent can be recognized by an E. coli ribosome and adequately placed at the P site to initiate translation.
Scientific journal, English - Site-specific cleavage of a protein via introducing a hydroxy acid derivative in the main chain by using four-base codon/anticodon pairs
M. Taki; T. Hohsaka; M. Sisido
Nucleic Acids Res. Supl, 1, 227-228, 2001
International conference proceedings, English - A novel immobilization method of an active protein via in vitro N-terminal specific incorporation system of nonnatural amino acids
M. Taki; S. Y. Sawata; K. Taira
Nucleic Acids Res. Supl, 1, 197-198, 2001
International conference proceedings, English - Langmuir films of amphiphilic [60]fullerene derivatives
Y Nakamura; M Taki; A Asami; S Inokuma; K Hiratani; K Taguchi; M Higuchi; J Nishimura
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, CHEMICAL SOC JAPAN, 73, 7, 1615-1619, Jul. 2000, Peer-reviwed, The stability of Langmuir films of [60]fullerene bisphenols 1-3, monophenols 4 and 5, and monocateohol 6 was investigated on the basis of surface pressure-area (pi-A) isotherms. The films of 1-3 were found to be more stable than those of 4-6. Among bisphenols 1-3, cis-3-isomer 2 forms less stable Langmuir films than cis-2- (1) or e-isomer (3). This is ascribable to the lower hydrophilicity due to the intramolecular hydrogen bonding between the OH groups in 2, as demonstrated by the H-1 NMR and IR spectroscopies. The contribution of intramolecular hydrogen bonding was also observed in monocatechol 6.
Scientific journal, English - A chiral Eu3+-thienoyltrifluoroacetone complex on an avidin tetramer: luminescence and CD studies on the supramolecular protein-metal chelate complex
M Taki; H Murakami; M Sisido
CHEMICAL COMMUNICATIONS, ROYAL SOC CHEMISTRY, 13, 1199-1200, 2000, Peer-reviwed, A chiral Eu3+-chelate complex was built into the biotin-binding sites of an avidin tetramer by the binding of biotin-linked thienoyltrifluoroacetones.
Scientific journal, English - Photophysical properties of various regioisomers of [60]fullerene-o-quinodimethane bisadducts
Y Nakamura; M Taki; S Tobita; H Shizuka; H Yokoi; K Ishiguro; Y Sawaki; J Nishimura
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, ROYAL SOC CHEMISTRY, 1, 1, 127-130, Jan. 1999, Peer-reviwed, The absorption, fluorescence, and transient absorption spectra of three regioisomers of [60]fullerene bisadducts were remarkably different from one another and also different from those of typical monoadducts. These results indicate that the electronic structures of these bisadducts in both ground and excited states are significantly dependent on the addition pattern. The quantum yields of singlet oxygen production (Phi(Delta)) for these bisadducts wear also dependent on the addition pattern and less affected by the solvents or substituents, whereas the quantum yields of intersystem crossing (Phi(isc)) were almost independent of the addition pattern.
Scientific journal, English - [60]Fullerene (A(1),D-1)-bisadducts: CD spectra of enantiomers and diastereospecific synthesis
M Taki; Y Nakamura; H Uehara; M Sato; J Nishimura
ENANTIOMER, GORDON BREACH SCI PUBL LTD, 3, 3, 231-239, 1998, Circular dichroism (CD) spectra of chiral [60]fullerene bisadducts 1-4 in which addends are attached within only one [60]fullerene hemisphere were investigated. The degree of their Cotton effect totally depends on the addition sites. Especially each enantiomeric (A(1),D-1)-bisadduct shows a characteristic large Cotton effect in the region around 650-800 nm. In order to estimate the absolute configuration of the (A(1),D-1)-one, diastereospecific synthesis of an (A(1),D-1)-[60]fullerene derivative was carried out by using a chiral precursor prepared from commercially available (2R,3R)-butanediol. The absolute configuration of the (A(1),D-1)-bisadduct obtained is discussed on the basis of its H-1 NMR spectrum and computer simulations.
Scientific journal, English - Selective functionalization on [60]fullerene governed by tether length
M Taki; S Sugita; Y Nakamura; E Kasashima; E Yashima; Y Okamoto; J Nishimura
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMER CHEMICAL SOC, 119, 5, 926-932, Feb. 1997, Peer-reviwed, In order to accomplish the selective synthesis of [60]fullerene bisadducts, the reactions of [60]fullerene with compounds in which two alpha,alpha'-dibromo-o-xylene moieties were connected by an oligomethylene chain (n = 2-5) were investigated. By this method, only two isomers (cis-2- and cis-3-isomers) were selectively obtained when n = 2 and 3, while another isomer (e-isomer) was obtained when n = 5. When n = 4, a complex mixture of bisadducts was formed and has not been separated so far. cis-2-Bisadducts have been, for the first time, selectively obtained in the fullerene chemistry. The structures of bisadducts were determined on the basis of H-1, C-13 NMR, IR, W-vis, and mass spectroscopies. According to the NMR experiments, the symmetries of cis-2-, cis-3-, and e-isomers were concluded to be C-s, C-2, and C-1, respectively. Chiral cis-3- and e-bisadducts were successfully resolved into the respective enantiomers on a chiral HPLC column, although cis-2-bisadducts only gave a single peak. The UV-vis spectra of cis-2-, cis-3-, and e-bisadducts were remarkably different from one another. Specifically, the e-bisadducts showed a characteristic absorption peak around 420 nm. The cleavage of the oligomethylene chain produced the corresponding [60]fullerene derivatives possessing two phenol moieties. These compounds are applicable to further functionalization.
Scientific journal, English - Synthesis of polyesters containing the [60]fullerene moiety in the main chain
M Taki; S Takigami; Y Watanabe; Y Nakamura; J Nishimura
POLYMER JOURNAL, SOC POLYMER SCIENCE JAPAN, 29, 12, 1020-1022, 1997, Peer-reviwed, [60] Fullerene bisphenol 1 was allowed to react with equimolar amounts of dibasic acid dichlorides at room temperature, to afford linear polyesters 3 and 4 containing the [60]fullerene moiety in the main chain. These polyesters were characterized by micro ATR-IR spectroscopy and TG analysis. They were soluble in N,N-dimethylformamide (DMF) and weight-average molecular weight (M-w) was determined by GPC.
Scientific journal, English - [60]フラーレンへのオルトキノジメタン及びその類縁体の付加反応と生成物の性質
中村洋介; 瀧 真清; 西村 淳
季刊フラーレン, 5, 133-143, 1997
International conference proceedings, Japanese - フラーレンの化学の最近の進歩 その1 -[60]フラーレンへのオルトキノジメタンおよびその類縁体の付加反応・生成物の物性
中村洋介; 瀧 真清; 美濃和寿幸; 西村 淳
有機合成化学協会誌, 54, 574-579, 1996
International conference proceedings, Japanese - NOMENCLATURE OF [60]FULLERENE DERIVATIVES BY EDGE LABELING
Y NAKAMURA; M TAKI; J NISHIMURA
CHEMISTRY LETTERS, CHEMICAL SOC JAPAN, 8, 703-704, Aug. 1995, Peer-reviwed, A new nomenclature of [60]fullerene derivatives or adducts is proposed. It can express most derivatives to image their stereochemical properties. Moreover, it can name racemates rather concisely.
Scientific journal, English - PHOTOREDUCTION OF WATER BY THE SYSTEM OF C-60-PLATINUM-METHYLVIOLOGEN
M IGARASHI; M FUKUDA; M TAKI; T TAGO; T MINOWA; Y OKADA; J NISHIMURA
FULLERENE SCIENCE AND TECHNOLOGY, MARCEL DEKKER INC, 3, 1, 37-43, 1995, Peer-reviwed, The three-component system, fullerene-platinum-methylviologen was successfully found to reduce water under the photoirradiation through a Pyrex filter. The maximum evolution of hydrogen was 110 mu mol/head space of 5 ml/5 h.
Scientific journal, English
MISC
- PACIFICHEM2015今昔
瀧 真清
Apr. 2016, Peptide Newsletter Japan, 100(記念), 23-25, Japanese, Invited, Introduction other - L/F-転移酵素を用いた蛋白質N末端への機能性非天然アミノ酸導入
瀧 真清
2008, 生体機能関連化学部会Newsletter, 23, 3-6, Japanese, Introduction other - カリフォルニア工科大学における研究教育
瀧 真清
2008, Peptide Newsletter Japan, 67, 1, 11-13, Japanese, Introduction other - 気になった論文
瀧 真清
2007, 生命化学研究レター, 23, 2, 22-25, Japanese, Introduction other - 非天然アミノ酸の導入による蛋白質の蛍光ラベル法とその応用
宍戸 昌彦; 瀧 真清; 大槻高史; 芳坂貴弘
共立出版, 2006, 蛋白質核酸酵素, 51, 5, 399-407, Japanese, Introduction other, 0039-9450, 40007273470, AN00140437 - Position-specific incorporation of a fluorophore-quencher pair into a single protein through orthogonal 4-base codon/anticodon pairs.
M Taki; T Hohsaka; M Sisido
AMER CHEMICAL SOC, Mar. 2005, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 229, U567-U567, English, Summary international conference, 0065-7727, WOS:000235066602372 - 活性蛋白質の蛍光標識技術
瀧 真清; 宍戸 昌彦
2004, 化学, 59, 72-73, Japanese, Introduction other
Books and other publications
- Direct combinatorial screening of a target-specific covalent binding peptide: activation of the warhead reactivity in a pseudo-catalytic microenvironment, Peptide Science 2021
Yudai Tabuchi; Riku Katsuki; Yuji Ito; Masumi Taki
Scholarly book, English, Joint work, The Japanese Peptide Society, Mar. 2022 - Reversal of covalent conjugation of benzoxaborole-modified targeted peptide by reduction, Peptide Science 2021
Takashi Abe; Yudai Tabuchi; Masumi Taki
Scholarly book, English, Joint work, The Japanese Peptide Society, Mar. 2022 - Construct of cyclic peptide phage library containing covalent warhead, Peptide Science 2021
Riku Katsuki; Yudai Tabuchi; Masumi Taki
Scholarly book, English, Joint work, The Japanese Peptide Society, Mar. 2022 - A solvatochromic binder obtained via an extended phage-display acts as a fluororeporter for the fragment-based drug discovery / Peptide Science 2020
R. Katsuki; T. Numayama; M. Taki
Scholarly book, English, Joint work, The Japanese Peptide Society, Mar. 2021 - Chemo-enzymatic Synthesis of biologics-fused hybrid molecules via NEXT-A reaction / Peptide Science 2019
M. Taki
Scholarly book, English, Single work, The Japanese Peptide Society, Mar. 2020 - 「ファージディスプレイ法を利用した機能性ペプチドスクリーニング」, 医薬品開発における中分子領域（核酸医薬・ペプチド医薬）の開発戦略
谷田部 和貴; 田淵 雄大; 望月 和人; 瀧 真清
Scholarly book, Japanese, Joint work, 第3章第3節, 情報機構, 15 Oct. 2019, 9784865021769 - Combinatorially Screened Peptide as Targeted Covalent Binder / Peptide Science 2018
M. Taki
Scholarly book, English, Single work, The Japanese Peptide Society, Mar. 2019 - Construction of cryptand library via the Gp10 based-thioetherification (10BASEd-T) / Peptide Science 2016
K. Mochizuki; Y. Ito; M. Minami; M. Taki
English, Joint work, The Japanese Peptide Society, 2017 - Bioconjugation approach towards peptide-Fc fusion compounds / Peptide Science 2016
S. Hirasawa; M. Taki
Scholarly book, English, Joint work, The Japanese Peptide Society, 2017 - Theoretical/Experimental Structural Analysis of Protein-Ligand Interaction between GST and its Fluorogenic Binder Created by the 10BASEd-T / Peptide Science 2015
K. Yahiro; T. Yamakoshi; J. Yang; S. Watanabe; M. Taki
Scholarly book, English, Joint work, The Japanese Peptide Society, 2016 - Synthesis of Multicyclic Library for Finding Strong Target-Specific Binders / Peptide Science 2014
Y. Arai; M. Taki
Scholarly book, English, Joint work, The Japanese Peptide Society, 2015 - Artificial Macrocycle as a Functional-Equivalent of Catalytic Antibody / Peptide Science 2014
H. Inoue; R. Asano; M. Taki
Scholarly book, English, Joint work, The Japanese Peptide Society, 2015 - Construction of a Peptide Expression Vector Library for Phenotypic Screening of Bioactive Peptides in Yeast / Peptide Science 2013
K. Fukunaga; M. Taki
English, Joint work, The Japanese Peptide Society, 2014 - Selection of Streptavidin-Binding Artificial Peptide Posessing Salicylic Acid Moiety via the 10BASEd-T on the Bacteriophage T7 / Peptide Science 2013
Y. Tokunaga; K. Fukunaga; T. Hatanaka; Y. Ito; M. Taki
English, Joint work, The Japanese Peptide Society, 2014 - An Artificial Molecule-Peptide Hybrid Discovered via the 10BASEd-T Binds to the Substrate-Binding Site of Glutathione S-Transferase / Peptide Science 2013
K. Fukunaga; T. Hatanaka; Y. Ito; M. Taki
English, Joint work, The Japanese Peptide Society, 2014 - Synthesis of N-terminal specific PET-probe labeling of peptides via the NEXT-A reaction / Peptide Science 2012
Y. Tokuda; H. Kimura; H. Saiki; M. Taki; H. Saji
English, Joint work, The Japanese Peptide Society, 2013 - 第2章「創薬システムエンジニアリング：NEXT-A法および10BASEd-T法の開発」, 総合コミュニケーション科学シリーズ ユニーク＆エキサイティング サイエンス２
瀧 真清
General book, Japanese, Joint work, 近代科学社, 2013 - Synthesis of cyclic peptides using the NEXT-A Reaction / Peptide Science 2010
T. Hamamoto; M. Sisido; T. Ohtsuki; M. Taki
English, Joint work, The Japanese Peptide Society, 2011 - 第4章「L/F-転移酵素による機能性非天然アミノ酸の蛋白質N末端への導入」酵素利用技術大系
瀧 真清; 宍戸 昌彦
Japanese, Joint work, NTS社, 2010 - N-Terminal Specific Point-Immobilization and Fluorescence Labeling of Peptide/Protein by the One-Pot NEXT-A Reaction / Peptide Science 2009
M. Taki; K. Ebisu; H. Kuroiwa; M. Sisido
English, Joint work, The Japanese Peptide Society, 2010 - 第2章「タンパク質工学の基礎」バイオプロセスハンドブック
瀧 真清; 宍戸 昌彦
Japanese, Joint work, NTS社, 2007 - Position-specific Incorporation of Blue-laser Excitable Fluorescent Amino Acids into Peptides and Proteins / Peptide Science 2005
M. Taki; Y. Suzuki; Y. Yamazaki; M. Sisido
English, Joint work, The Japanese Peptide Society, 2006 - Spectroscopic properties of some [60]fullerene-o-quinodimethane monoadducts and bisadducts
Y. Nakamura; M. Taki; S. Tobita; H. Shizuka; A. Mori; J. Nishimura
English, Joint work, K. M. Kadish and R. S. Ruoff, Electrochem. Soc. Inc., Pennington, 1997
Lectures, oral presentations, etc.
- Discovery and characterization of a short peptide possessing a latent warhead undergoing spontaneous intramolecular cyclization in the aqueous environment
Riku Katsuki; Masumi Taki
The 60th Japanese Peptide Symposium
09 Nov. 2023 - 中分子共有結合薬剤 (bioTCI)：ペプチド型TCIの直接選択とアプタマーのTCI化
瀧 真清
第17回バイオ関連化学シンポジウム
08 Sep. 2023 - 中分子共有結合薬剤の基礎開発と医工産学連携の実例
瀧 真清
第129回 電気通信大学 産学官連携センター 研究開発セミナー
09 Jun. 2023 - 日本の学会の現状：全2037の国内学会の定量解析と成功／失敗事例
瀧 真清
第二回総合コミュニケーション科学学会 総会及び座談会
13 May 2023 - 中分子共有結合薬剤
瀧 真清
JAISTバイオ機能医工学研究領域セミナー
23 Jan. 2023 - Design, Selection, and Engineering of Targeted Hybrid-Middle Molecules via 10BASEd-T / NEXT-A Reactions
M. Taki
PACIFICHEM2021, Honolulu
20 Dec. 2021 - Turn-on/keep-on fluctuated fluorescent molecules as targeted binders
Masumi Taki
第58回日本生物物理学会年会
2020 - 小・中・高分子、何でもアリの分子標的型薬剤/医用材料開発
瀧 真清
第8回電通大先端化学セミナー, 電通大先端化学セミナー
26 Nov. 2019 - Chemoenzymatic synthesis of biologics-fused hybrid molecules via NEXT-A reaction
M. Taki
56th Japanese Peptide Symposium (56JPS), 東京
2019 - Turn-on / keep-on fluorescent molecules as targeted binders
M. Taki
The third international workshop on symbiosis of biology and nanodevices, JSPS, 奈良
2019 - Combinatorially Screened Peptide as Targeted Covalent Binder
M. Taki
ICBMBB2018, クアラルンプール
15 Aug. 2018 - 生体系と人工系の良いとこ取りをしたネオバイオ分子の創成と実験医学へ展開
瀧 真清
早稲田大学・先進理工学部（化学・生命化学科）セミナー, 早稲田大学
10 Jul. 2018 - 難病を制する創薬に活用できるI科の技術についてお話ししよう
瀧 真清
産学官連携センターベンチャー支援部門セミナー（UEC)
09 Jan. 2018 - 創薬を指向したT7ファージウィルス上でのネオバイオ分子の創成
瀧 真清
日本農芸化学会2018年度大会 シンポジウム, 日本農芸化学会, 名城大学
2018 - Engineering Neobiologics for Drug-Discovery
M. Taki
ETH Zurich Seminar, スイス連邦工科大学（ETH Zurich）, Zurich市(スイス)
13 Sep. 2017 - Creation of neobiological molecules via the 10BASEd-T for drug discovery
M. Taki
Polish Academy of Science Seminar, ポーランド科学アカデミー
08 Jun. 2017 - 生体系と人工系の良いとこ取りをしたネオバイオ分子の創成と実験医学への展開
瀧 真清
新潟大学コアステーション「ユビキタスグリーンケミカルエネルギー連携教育研究センター」第７回研究シンポジウム, 新潟大学, http://chem.sc.niigata-u.ac.jp/~gc-center/170314_2.pdf
14 Mar. 2017 - 創薬を指向したT7ファージウィルス上でのネオバイオ分子の創成と LC/MSによる反応解析
瀧 真清
第５回 大学連携研究設備ネットワーク研究成果報告会 （共同開催：第２回 千葉質量分析懇談会） ～質量分析を中心とした最新の研究展開～, 千葉大学・西千葉キャンパス, http://www.cac.chiba-u.ac.jp/event/2017/170308.pdf
08 Mar. 2017 - Turn-on and Color-changeable Fluorogenic Molecular Probe for Specific Protein Detection Created by the 10BASEd-T
Masumi Taki
The IRAGO conference 2016, http://www.iragoconference.jp/
02 Nov. 2016 - Turn-on and color-changeable fluorogenic sensor created by the 10BASEd-T
M. Taki
ICONAN2016, パリ市（フランス）
28 Sep. 2016 - Artificial Molecule Evolution via the 10BASEd-T
M. Taki
ETH Zurich Intergroup Seminar, スイス連邦工科大学（ETH Zurich）, Zurich市(スイス)
26 Sep. 2016 - 創薬・診断を目指した10BASEd-T法の応用：ファージ上での人工分子の共進化
瀧 真清
第1回埼玉大学先端産業国際ラボラトリー 次世代抗体の有効活用ワークショップ, 埼玉大学, 埼玉県さいたま市
21 Sep. 2016 - 人工分子コアの10BASEd-T法による進化
瀧 真清
第16回日本蛋白質科学会年会ワークショップ, 日本蛋白質科学会
09 Jun. 2016 - Evolution of artificial molecule core via the 10BASEd-T
M. Taki
有機物性連携セミナー（UEC,阪大, 分子研のジョイントセミナー）, 電通大
30 May 2016 - 進化分子工学（10BASEd-T法）による人工抗体代替物の創成
瀧 真清
第11回理研「バイオものづくり」シンポジウム, 理化学研究所, 埼玉県和光市
04 Mar. 2016 - Cryptand library construction via the 10BASEd-T for specific binding toward a cancer-related protein
K. Mochizuki; M. Taki
PACIFICHEM2015, Honolulu
17 Dec. 2015 - Turn-on and color-changeable fluorogenic sensor created by the 10BASEd-T
M. Taki; H. Inoue; K. Mochizuki
52nd Japanese Peptide Symposium, 平塚
18 Nov. 2015 - 人工分子の進化によるものづくり（創薬システム工学を中心に）
瀧 真清
第101回 複合材料懇話会, 北関東産学官研究会, 群馬大学（桐生キャンパス）
04 Sep. 2015 - 10BASEd-T法による人工分子コアの進化
瀧 真清
第47回若手ペプチド夏の勉強会, 塩尻市
11 Aug. 2015 - Construction of peptide/protein-hybrid molecules via the NEXT-A and the 10BASEd-T reaction for PET imaging
Masumi Taki
The 9th ICME International Conference on Complex Medical Engineering (CME 2015), 岡山市
20 Jun. 2015 - Artificial Molecule Evolution via the 10BASEd-T
Masumi Taki
IMS Asian International Symposium (Supramolecular Dynamics at the Interface of Chemistry and Biology), 分子科学研究所, 岡崎（愛知県）
12 Jun. 2015 - Drug-discovery systems engineering: construction of peptide/protein hybrid molecules via the NEXT-A and/or the 10BASEd-T reaction
M. Taki
BIT's 7th annual congress of industrial biotechnology (ibio)-2014
27 Apr. 2014 - Cancer detection and cure: antibody drugs and (hybrid) peptides as antibody substitutes
M. Taki
The second conference on interdisciplinary research in traditional medicine and modern medical bioscience, Nanjing Med. Univ., Nanjing
24 Apr. 2014 - Position-specific modification of nucleic acids/peptides/proteins toward pharmaceutical systems engineering
M. Taki
南京医科大学学術講演（セミナー）
23 Apr. 2014 - 創薬システムエンジニアリング：NEXT-A法および10BASEd-T法の開発
瀧 真清
群馬大学 H25年度夏期複合材料研究会
21 Jul. 2013 - NEXT-A反応による蛋白質/ペプチドの迅速標識
瀧 真清
ハイペップ研究所 第11回紅葉ワークショップ, ハイペップ研究所
Dec. 2012 - Introduction of functional amino acids at the N-terminus of peptide/protein by the NEXT-A (N-Terminal EXtension with Transferase and ARS) reaction
M. Taki
コペンハーゲン大学セミナー, コペンハーゲン大学, コペンハーゲン大学、コペンハーゲン市(デンマーク)
Sep. 2011 - Synthesis of cyclic peptides/proteins using the NEXT-A/Cyclization reaction
M. Taki; T. Hamamoto; M. Sisido
4th European Conference on Chemistry for Life Sciences (4ECCLS), ブダペスト市（ハンガ リー）
Sep. 2011 - NEXT-A反応を用いた蛋白質N末端への機能性非天然アミノ酸導入
瀧 真清
第11回日本蛋白質科学会年会ワークショップ, 日本蛋白質科学会
Jun. 2011 - N-terminal specific 18F-labeling of peptides and proteins
H. Kuroiwa; M. Sisido; M. Taki
PACIFICHEM2010
Dec. 2010 - Synthesis of cyclic peptides using the NEXT-A reaction
M. Taki; T. Hamamoto; M. Sisido
PACIFICHEM2010, ホノルル市（アメリカ）
Dec. 2010 - Introduction of functional amino acids at the N-terminus of peptide/protein
M. Taki
ハイペップ研究所 第4回HiPep沖縄国際ワークショップ公開講演会, ハイペップ研究所
Jul. 2010 - N-TERMINAL SPECIFIC POINT-IMMOBILIZATION OF PEPTIDE/PROTEIN BY THE ONE-POT NEXT-A REACTION
M. Taki; K. Ebisu; M. Sisido
International Conference of 46th Japanese Peptide Symposium and 5th Peptide Engineering Meeting, 小倉
Nov. 2009 - The NEXT-A reaction
M. Taki; H. Kuroiwa; M. Sisido
第6回国際核酸化学シンポジウム, 高山
Sep. 2009 - Tag-Free N-Terminal Specific Immobilization of Lectin via the NEXT-A Reaction for Sugar Detection
M. Taki; K. Ebisu; M. Sisido
EuroAnalysis2009, インスブルック市（オーストリア）
Sep. 2009 - An invited lecture-Regiospecific modifications of (bio)macromolecules
M. Taki
ポーランド科学アカデミーセミナー, ポーランド科学アカデミー
Sep. 2009 - L/F-transferaseを用いた蛋白質N末端特異的な蛍光および陽電子放射断層撮影(PET)プローブ標識
瀧 真清
大阪大学蛋白質研究所セミナー：蛋白質合成法の最近の進歩と生命科学, 大阪大学蛋白質研究所
Sep. 2008 - Regiospecific modifications of (bio)macromolecules
瀧 真清
第40回ペプチド夏の勉強会
Aug. 2007 - 4塩基コドン／アンチコドン対を用いた哺乳動物 生細胞内での遺伝暗号の拡張
瀧 真清; 松下 治朗; 宍戸 昌彦
第7回日本蛋白質科学会年会, 日本蛋白質科学会
May 2007 - Position-specific incorporation of blue-laser excitable fluorescent amino acids into peptides
M. Taki; Y. Yamazaki; M. Sisido
InternationalConference of 43rd Japanese Peptide Symposium and 4th Peptide Engineering Meeting, 横浜
Nov. 2006
Courses
Affiliated academic society
Research Themes
- T型／H型ペプチド構造を持つコバレントバインダーによる標的蛋白質の不可逆的阻害
瀧 真清
Apr. 2021 - Mar. 2024 - 血液凝固機能を阻害する非天然型DNAアプタマー薬剤の構造とヌクレアーゼ耐性機構
渡辺 信一
Apr. 2021 - Mar. 2024 - 表面プラズモン共鳴小型半導体化学量センサの実用検証補助事業
菅 哲朗
財団法人 JKA, 機械振興補助事業, Coinvestigator
2023 - 2024 - 半導体SPRセンサによるコロナウイルスのリアルタイム分布可視化技術開発
菅 哲朗
JST, A-STEP 産学共同（育成型）：with/postコロナにおける社会変革への寄与が期待される研究開発課題への支援, 国立大学法人電気通信大学, Coinvestigator, 本課題では、コロナウイルスのリアルタイム検出に適用可能な小型化学量センサを開発する。提案者がシーズ技術を有する半導体表面プラズモン共鳴(SPR)センサに対し、ウイルスを想定した検出感度・分解能の評価検証を行い、コロナウイルスの高感度センサを小型で実現するための実現性見極めを行う。小型センサが実現すれば、人の行動環境中に多数配置して、感染を経ずに空気中のウイルスをその場リアルタイムで検知できる。ウイルスの確認に要する時間の圧倒的短縮、空間分解能の飛躍的増大というイノベーションが生まれる。市販のSPR装置をベンチマークとし、提案センサの性能評価と疑似ウイルス検出能力を確認し、実現可能性を判断する。
Mar. 2021 - Mar. 2022 - ウイルス可視化のためのプラズモニック半導体センサ
菅 哲朗
2020 - 2022 - 蛍光分子の2段階成熟による環境応答性センサー型分子の取得
瀧 真清
Principal investigator
Apr. 2017 - Mar. 2020 - Chemical Expansion of the Central Dogma towards Synthetic Microorganisms
SISIDO Masahiko; OHTSUKI Takashi; TAKI Masumi
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, Okayama University, Grant-in-Aid for Scientific Research (S), This research project aims to expand molecules like amino acids, nucleic acids and proteins constitute the protein biosynthesizing system to synthesize novel type of proteins with artificial functions. The final goal is to create synthetic microorganisms that live with 21 type of amino acids. During the 5 year we obtained the following results. (1) Some nonnatural amino acids were successfully charged onto a specific tRNA by the use of a peptide nucleic acid (PNA) that is complementary to the tRNA. The PNA-assisted aminoacylation mold be carried out in an E.coli in vitro protein biosynthesizing system to create a protein incorporated with the nonnatural amino add. (2) tRNAs and an elongation faint Tu. (EF-Tu) were expanded to bring large-sized nonnatural amino adds into E.col ribosome and subsequently to a protein. (3) An orthogonal set of aminoacyl tRNAsynthetase (ARS) and tRNA was screened to bring some nonnatural amino acids into proteins in living mammalian cells. (4) Finally these expanded molecular systems were introduced into mammalian cells and the synthesis of proteins containing nonnatural amino acids was detected, although its quantity was very small. In the last year, an attempt was made to apply these techniques to attach fluorescent amino acids to peptides and proteins. The fluorescently labeled peptides were screened to dimmer those that bind to cancer cells or to cancer-cell specific proteins., 15101008
2003 - 2007
Industrial Property Rights
- 中和可能コバレントドラッグ
Patent right, 田淵 雄大, ヤン ジェイ, 瀧 真清, 特願2021-576738, Date applied: 28 Oct. 2021, 7029760, Date issued: 24 Feb. 2022 - マクロ環分子およびそのスクリーニング方法
Patent right, 瀧 真清, 2015-243334, Date applied: 14 Dec. 2015, 6622079, Date issued: 29 Nov. 2019 - ペプチド又はタンパク質へのフッ素含有アミノ酸導入法
Patent right, 齊木 秀和, 小関 英一, 長谷川 雪憲, 瀧 真清, PCT/JP2013/076025, Date applied: 26 Sep. 2013, 株式会社島津製作所, 国立大学法人電気通信大学, WO2015/045052, Date announced: 02 Apr. 2015, 6099756, Date issued: 03 Mar. 2017 - ペプチド又はタンパク質へのフッ素導入法
Patent right, 斉木秀和, 小関英一, 瀧 真清, 宍戸昌彦, 特願2012-157012 PCT/JP2013/68829, Date applied: 10 Jul. 2013, 5945324, Date issued: 03 Jun. 2016 - 目的タンパク質または目的ペプチドにアミノ酸を導入する方法
Patent right, 特願2008-135410および2008-181303 (2008;分割出願),後者特許取得第5279379号(2013), Date applied: 2008, 瀧 真清、宍戸 昌彦, Date announced: 2008, 5279378, Date issued: 31 May 2013 - 化学修飾されたペプチドを有するファージおよびその製造方法
Patent right, 瀧 真清, 福永 圭祐, 特願2012-287045, Date applied: 28 Dec. 2012, The University of Electro-Communications - ダンベル型DNAの効率的な製造方法
Patent right, 特願2005-512987(2004), Date applied: 2004, 高木 康臣、多比良 和誠、瀧 真清、加藤 義雄、宮岸 真, 特許取得 第4517061号(2010),米国特許取得 第7972816号(2011), Date issued: 2010 - 蛍光性アミノ酸誘導体
Patent right, PCT出願JP2006/311561 (2006), Date applied: 2005, 瀧 真清、宍戸 昌彦, 特願2005-171019, Date announced: 2005, 特許取得 第4392502号(2009),米国特許取得 第7928236号(2011), Date issued: 2009 - 新規蛍光性アミノ酸誘導体およびその製造方法
Patent right, PCT出願JP2007/063261 (2007), Date applied: 2006, 瀧 真清、宍戸 昌彦, 特願2006-184294 (2006), Date announced: 2006, 特許公開2008-13456,米国特許取得 第7847098号(2010), Date issued: 2008