論文 - 山村 初雄
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Transglycosylation Activity of Catalytic Domain Mutant of Endo-1,3-β-glucanase from Cellulosimicrobium Cellulans 査読あり 国際誌
Y. Hantani, S. Motoki, A. Miyagawa, H. Yamamura, M.Oda
Protein & Peptide Letters 25 1 - 5 2018年07月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Membrane-Active Antimicrobial Poly(Amino-Modified Alkyl) beta-Cyclodextrins Synthesized via Click Reactions 査読あり 国際誌
Hatsuo Yamamura, Miho Nonaka, Shingo Okuno, Ryogo Mitsuhashi, Hisato Kato, Takashi Katsu, Kazufumi Masuda, Koichi Tanimoto,Haruyoshi Tomita, Atsushi Miyagawa
MedChemComm 9 509 - 518 2018年03月
担当区分：筆頭著者 記述言語：英語 掲載種別：研究論文（学術雑誌）
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Membrane-active antimicrobial poly(amino-modified alkyl) β-cyclodextrins synthesized: Via click reactions 査読あり
Hatsuo Yamamura, Miho Nonaka, Shingo Okuno, Ryogo Mitsuhashi, Hisato Kato, Takashi Katsu, Kazufumi Masuda, Koichi Tanimoto, Haruyoshi Tomita, Atsushi Miyagawa
MedChemComm 9 ( 3 ) 509 - 518 2018年
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Royal Society of Chemistry
The emergence of drug-resistant bacteria has led to the high demand for new antibiotics. In this report, we investigated membrane-active antimicrobial β-cyclodextrins. These contain seven amino-modified alkyl groups on a molecule, which act as functional moieties to permeabilize bacterial cell membranes. The polyfunctionalization of cyclodextrins was achieved through a click reaction assisted by microwave irradiation. A survey using derivatives with systematically varied functionalities clarified the unique correlation of the antimicrobial activity of these compounds with their molecular structure and hydrophobicity/hydrophilicity balances. The optimum hydrophobicity for the compounds being membrane-active was specific to bacterial strains and animal cells
this led to specific compounds having selective toxicity against bacteria including multidrug-resistant pathogens. The results demonstrate that cyclodextrin is a versatile molecular scaffold for rationally designed structures and can be used for the development of new antibiotics.DOI： 10.1039/c7md00592j
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Hatsuo Yamamura, Takahiro Mabuchi, Tomoki Ishida, Atsushi Miyagawa
Chemical Biology & Drug Design 90 ( 5 ) 1012 - 1018 2017年11月
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Chemical Synthesis and Isolation of UDP-2-Deoxy Glucose and Galactose 査読あり 国際誌
Atsushi Miyagawa, Shunya Takeuchi, Shinji Itoda, Sanami Toyama, Kenta Kurimoto, Hatsuo Yamamura,Yukishige Ito
Synthetic Communication 46 1790 - 1795 2016年08月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Aglycone Specificity of Endo-ß- 1,3-Glucanase 査読あり 国際誌
Atsushi Miyagawa, Takahiro Yamaguchi, Yoichi Tanabe, Masayuki Oda, Hatsuo Yamamura
JSM Chem 4 ( 2 ) 1026 2016年06月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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2II-VII, 3I-VII, 6I-VII-Icosa-O-acetyl-2I-deoxy-cyclomaltoheptaose 査読あり 国際誌
Atsushi Miyagawa, Kazuki Kano, Aya Yoshida, Hatsuo Yamamura
Molbank ( 2 ) M900 2016年03月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Sialylation with systematically protected allyl galactoside acceptors using sialyl phosphate donors 査読あり 国際誌
Kenta Kurimoto, Hatsuo Yamamura, Atsushi Miyagawa
Tetrahedron Letters 57 1442 - 1445 2016年03月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Rule of Hydrophobicity/Hydrophilicity Balance in Membrane-Disrupting Antimicrobial Activity of Polyalkylamino Cyclodextrins Synthesized via Click Chemistry 査読あり 国際誌
Hatsuo Yamamura, Atsushi Miyagawa, Hiroki Sugiyama, Kensuke Murata,Takahiro Mabuti, Ryogo Mitsuhashi, Tatsuya Hagiwara, Miho Nonaka,Koichi Tanimoto, Haruyoshi Tomita
Chemistry Select 1 ( 3 ) 469 - 472 2016年03月
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Sialylation with systematically protected allyl galactoside acceptors using sialyl phosphate donors 査読あり
Kenta Kurimoto, Hatsuo Yamamura, Atsushi Miyagawa
TETRAHEDRON LETTERS 57 ( 13 ) 1442 - 1445 2016年03月
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：PERGAMON-ELSEVIER SCIENCE LTD
Various N-protected sialyl donors were synthesized and utilized in sialylation to investigate the reactivity and stereoselectivity of sialyl phosphate donors. Furthermore, in order to understand the effects of protecting groups and hydroxyl group positions on galactosyl acceptors, the sialylation efficiencies of all of the hydroxy groups on galactoses, which were protected with benzyl or benzoyl groups, were investigated. Consequently, the sialylation of N-acetyl-5-N,4-O-oxazolidinone-protected sialyl phosphate donors with allyl galactosides was accomplished and gave the GM4 regioisomers. (C) 2016 Elsevier Ltd. All rights reserved.
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Selective Deprotection of Trityl Group on Carbohydrate by Microflow Reaction Inhibiting Migration of Acetyl Group 査読あり 国際誌
Atsushi Miyagawa, Ryusuke Tomita, Kenta Kurimoto, Hatsuo Yamamura
Synthetic Communication 46 556 - 562 2016年02月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Functionalization of Aglycones on Sialoside Derivatives to Generate Precursors for Biological Applications 査読あり 国際誌
Kenta Kurimoto, Hatsuo Yamamura, Atsushi Miyagawa
Chemistry Letters 45 ( 2 ) 128 - 130 2016年02月
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Selective deprotection of trityl group on carbohydrate by microflow reaction inhibiting migration of acetyl group 査読あり
Atsushi Miyagawa, Ryusuke Tomita, Kenta Kurimoto, Hatsuo Yamamura
SYNTHETIC COMMUNICATIONS 46 ( 6 ) 556 - 562 2016年
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：TAYLOR & FRANCIS INC
The trityl group is an important and useful protecting group for primary hydroxy groups on carbohydrates. However, during deprotection, neighboring acetyl groups can easily migrate to the deprotected hydroxy groups. Hence, deprotection of trityl groups was optimized using a microreactor with regard to flow rate, reagent concentration, reaction time, and substrate concentration. The optimized microflow reaction conditions inhibited migration and could be applied to large-scale reactions and other substrates.
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Chemical synthesis and isolation of UDP-2-deoxy glucose and galactose 査読あり
Atsushi Miyagawa, Shunya Takeuchi, Shinji Itoda, Sanami Toyama, Kenta Kurimoto, Hatsuo Yamamura, Yukishige Ito
SYNTHETIC COMMUNICATIONS 46 ( 22 ) 1790 - 1795 2016年
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：TAYLOR & FRANCIS INC
2-Deoxy sugars are attractive compounds in synthetic chemistry with regard to reactivity and stereoselectivity. Moreover, their ability to inhibit enzymes and metabolism is significant in biology. In this study, uridine-5-diphosphate (UDP)-2-deoxy glucose (11) and galactose (12) were synthesized chemically. These sugar donors for glycosyltransferases were obtained -selectively via phosphorylation using thioglycosides, coupling reaction with uridine-5-monophosphate (UMP)-morpholidate, and moderate deacetylation. Isolation was carried out by sequential silica-gel chromatography using two kinds of developing solvents in a refrigerator. The structures were elucidated from the NMR results. Investigation of stability showed that the synthesized UDP-2-deoxy sugars were hydrolyzed much faster in buffer (pH 4) than the natural UDP sugars.
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Synthesis of Branched Tetrasaccharide Derivatives of Schizophyllan-like β-Glucan 査読あり 国際誌
Atsushi Miyagawa, Tomoka Matsuda, Hatsuo Yamamura
Journal of Carbohydrate Chemistry 34 ( 5 ) 215 - 246 2015年07月
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Polysulfonylated cyclodextrins. Part 14. Structural validation of tris- and pentakis(6-O-mesitylsulfony)cyclomaltooctaose isomers by 1H-NMR spectrometry 査読あり 国際誌
Hatsuo Yamamura, Mutsumi Watanabe, Sho Kawahara, Atsushi Miyagawa, and Masao Kawai
Magnetic Resonance in Chemistry 53 237 - 243 2015年03月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Polysulfonylated cyclodextrins. Part 14. Structural validation of tris-and pentakis(6-O-mesitylsulfony)cyclomaltooctaose isomers by H-1-NMR spectrometry 査読あり
Hatsuo Yamamura, Mutsumi Watanabe, Sho Kawahara, Atsushi Miyagawa, Masao Kawai
MAGNETIC RESONANCE IN CHEMISTRY 53 ( 3 ) 237 - 243 2015年03月
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Chemical approach for the syntheses of GM4 isomers with sialic acid to non-natural linkage positions on galactose 査読あり 国際誌
Kenta Kurimoto, Hatsuo Yamamura, Atsushi Miyagawa
Carbohydrate Research 401 39 - 50 2015年01月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Chemical approach for the syntheses of GM4 isomers with sialic acid to non-natural linkage positions on galactose 査読あり
Kenta Kurimoto, Hatsuo Yamamura, Atsushi Miyagawa
CARBOHYDRATE RESEARCH 401 39 - 50 2015年01月
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：ELSEVIER SCI LTD
Cell-surface glycans containing sialic acid are involved in various biological phenomena. However, the syntheses of GM4 derivatives with (2 >2) and (2 >4) linkages have not been investigated to date. In this study, sialylation of all of the hydroxyl groups on galactose were investigated for the syntheses of GM4 isomers. Regioselective sialylation was achieved via protection of galactosyl acceptors using electron-rich benzyl groups. These synthetic sialylated glycans will prove to be useful tools for studying unidentified carbohydrate-mediated biological roles. (C) 2014 Elsevier Ltd. All rights reserved.
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Synthesis of Antimicrobial Cyclodextrins Bearing Polyarylamino and Polyalkylamino Groups via Click Chemistry for Bacterial Membrane Disruption 査読あり
Hatsuo Yamamura他
Chem. Commun. 50 ( 41 ) 5444 - 5446 2014年05月
担当区分：筆頭著者 記述言語：英語 掲載種別：研究論文（学術雑誌）
