Papers - YAMAMURA Hatsuo
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Preparation of Amylose‐Mimicking Polymers for the Purification of Maltose‐Binding Protein
Atsushi Miyagawa, Nami Yamamoto, Hatsuo Yamamura
Journal of Polymer Science 2025.02
Publishing type：Research paper (scientific journal) Publisher：Wiley
ABSTRACT
Maltose‐binding protein (MBP) is used as affinity tags for purifying recombinant proteins via amylose affinity gels. However, the gel often yields a low quantity of the purified protein due to the biodegradability and low water solubility of immobilized amylose. Herein, water‐soluble, anti‐biodegradation amylose‐mimicking polymers are synthesized by polymerizing a maltose monomer with a norbornene group, then copolymerizing it with a glucose monomer and norbornene. The synthesized polymers are further modified via hydrogenation and hydroxylation to alter their properties. The binding affinities of these polymers, which are evaluated using a quartz crystal microbalance instrument, indicated their binding to MBP mimics that of amylose. Furthermore, the polymer is immobilized on an agarose gel to prepare an affinity gel for MBP, which absorbs concanavalin A and MBP before eluting them. However, only 15% of MBP is absorbed, with the majority passing through the gel. This indicates that maltose is short enough to efficiently absorb MBP. However, amylose‐mimicking polymers have higher water solubilities and are easier to handle than amylose polymers, making them expected to exhibit a higher MBP absorbability. Hence, optimizing ligand length and structure is key to improving MBP binding. Further, designs should focus on enhancing stability and binding efficiency to improve affinity purification.DOI： 10.1002/pol.20241130
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Amphiphilic cyclodextrin derivatives with antibacterial activity: chemical mutation and structure-activity relationship Reviewed
Hatsuo Yamamura, Ayame Kato, Eri Yamada, Hisato Kato, Takashi Katsu, Kazufumi Masuda, Kayo Osawa, and Atsushi Miyagawa
New Journal of Chemistry 48 12355 - 12361 2024.07
Authorship：Lead author, Corresponding author Language：English Publishing type：Research paper (scientific journal)
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安全で抗菌性に優れた新規オリゴ糖誘導体—防腐効果のある化粧品原料の開発— Reviewed
小見宏幸，髙田健太，竹内彩乃，村上栞菜，宮川 淳，山村初雄
日本香粧品学会誌 48 ( 2 ) 82 - 88 2024.06
Authorship：Last author, Corresponding author Language：Japanese Publishing type：Research paper (scientific journal)
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One-step synthesis of sugar nucleotides under optimized conditions Reviewed
Kota Fujihara, Hatsuo Yamamura and Atsushi Miyagawa
Synthetic communications 54 ( 15 ) 1245 - 1251 2024.05
Language：English Publishing type：Research paper (scientific journal)
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Facile synthesis of β-1,3-glucan disaccharides using acyl protected glycosyl donors and acceptors prepared from 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose Invited Reviewed
Atsushi Miyagawa, Ryusuke Tomita, Hatsuo Yamamura
24 ( 10 ) 69 - 78 2024.05
Authorship：Last author Language：English
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Atsushi Miyagawa, Nami Yamamoto, Ayane Ohno, Hatsuo Yamamura
International Journal of Biological Macromolecules 264 130546 2024.03
Authorship：Last author Language：English Publishing type：Research paper (scientific journal)
Other Link： https://www.sciencedirect.com/science/article/abs/pii/S0141813024013497
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Synthesis of cyclodextrin dimers via Diels–Alder reaction Reviewed
A. Miyagawa , T. Hasegawa, H. Yamamura
Synthetic Ccmmunications 53 ( 22 ) 1878 - 1885 2023.10
Authorship：Last author Language：English Publishing type：Research paper (scientific journal)
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Anti-bacterial ß-cyclodextrin derivatives inspired by the anti-microbial peptide polymyxin in order to better understand the role of single hydrophobic chain tail in selective anti-bacterial activity Reviewed
New Journal of Chemistry 47 10921 - 10929 2023.04
Authorship：Lead author, Corresponding author Language：English Publishing type：Research paper (scientific journal)
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Identification of a tomato UDP-arabinosyltransferase for airborne volatile reception Reviewed
K. Sugimoto, E. Ono, T. Inaba, T. Tsukahara, K. Matsui, M. Horikawa, H. Toyonaga, K. Fujikawa, T. Osawa, S. Homma, Y. Kiriiwa, Ippei Ohmura, Atsushi Miyagawa, Hatsuo Yamamura, M. Fujii, R. Ozawa, B.Watanabe, K. Miura, H. Ezura, T. Ohnishi, J. Takabayashi
Nature Communications 14 677 2023.02
Language：English Publishing type：Research paper (scientific journal)
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Synthesis of antimicrobial polymers with mannose residues for binding to the FimH adhesin of Escherichia coli Reviewed
Atsushi Miyagawa, Shinya Ohno, Hatsuo Yamamura
Journal of Polymer Science 2022.12
Authorship：Last author Language：English
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UDP glucose, cereblon dependent proinsulin degrader Reviewed
Cho, J.; Miyagawa, A.; Yamaguchi, K.; Abe, W.; Tsugawa, Y.; Yamamura, H.; Imai, T.
Scientific Reports 11 24516 2022.08
Language：English Publishing type：Research paper (scientific journal)
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UDP-glucose: A cereblon-dependent glucokinase Protein Degrader Reviewed
Cho, J.; Miyagawa, A.; Yamaguchi, K.; Abe, W.; Tsugawa, Y.; Yamamura, H.; Imai, T.
Int. J. Mol. Sci. 23 9094 2022.04
Language：English Publishing type：Research paper (scientific journal)
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Antimicrobial activities of amphiphilic cationic polymers and their efficacy of combination with novobiocin Reviewed
Miyagawa, A., Ohno, S., Hattori, T., Yamamura, H.
Journal of Biomaterials Science, Polymer Edition 22 299 - 312 2022.02
Authorship：Last author Publishing type：Research paper (scientific journal)
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Antibacterial Activity of Membrane-Permeabilizing Bactericidal Cyclodextrin Derivatives Reviewed
Hatsuo Yamamura, Tatsuya Hagiwara, Yuma Hayashi, Kayo Osawa, Hisato Kato, Takashi Katsu, Kazufumi Masuda, Ayumi Sumino, Hayato Yamashita, Ryo Jinno, Masayuki Abe, Atsushi Miyagawa
ACS Omega 6 ( 47 ) 31831 - 31842 2021.11
Publishing type：Research paper (scientific journal) Publisher：American Chemical Society (ACS)
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Antibacterial Activity of Membrane-permeabilizing Bactericidal Cyclodextrin Derivatives Reviewed International journal
Hatsuo Yamamura, Tatsuya Hagiwara, Yuma Hayashi, Kayo Osawa, Hisato Kato, Takashi Katsu, Kazufumi Masuda, Ayumi Sumino, Hayato Yamashita, Ryo Jinno, Masayuki Abe, Atsushi Miyagawa
ACS Omega 2021.11
Authorship：Lead author Language：English Publishing type：Research paper (scientific journal)
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Antimicrobial activities of amphiphilic cationic polymers and their efficacy of combination with novobiocin Reviewed International journal
Miyagawa, A., Ohno, S., Hattori, T., Yamamura, H
Journal of Biomaterials Science, Polymer Edition 2021.10
Language：English Publishing type：Research paper (scientific journal)
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N, N-Bis (hexyl α-d-acetylmannosyl) Acrylamide Reviewed International journal
Atsushi Miyagawa, Shinya Ohno, Hatsuo Yamamura
Molbank 2021 ( 3 ) M1255 2021.07
Language：English Publishing type：Research paper (scientific journal)
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One-Step Synthesis of Sugar Nucleotides Reviewed International journal
Atsushi Miyagawa, Sanami Toyama, Ippei Ohmura, Shun Miyazaki, Takeru Kamiya, Hatsuo Yamamura
J. Org. Chem. 85 15645 - 15651 2020.11
Language：English Publishing type：Research paper (scientific journal)
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Synthesis of β-1,3-glucan mimics by β-1,3-glucan trisaccharyl monomer polymerization Reviewed International journal
Atsushi Miyagawa, Hatsuo Yamamura
Carbohydrate Polymers 227 115105 2020.01
Language：English Publishing type：Research paper (scientific journal) Publisher：Elsevier Ltd
β-1,3-Glucans are important as immunostimulating agents in living organisms. The multivalent binding of β-1,3-glucans to dectin-1, a cell surface receptor, activates immunological defenses. To study artificial immunostimulating agents, glycopolymers carrying β-1,3-glucan trisaccharides as artificial ligands were synthesized. The β-1,3-glucan trisaccharide, defined as an active unit of β-1,3-glucan, was constructed from D-glucose by glycosylation. A norbornene group was introduced as a polymerizable group into the trisaccharide derivative at the aglycone. The prepared endo/exo norbornene stereoisomers of the monomers were separated by silica gel chromatography and identified by NMR spectroscopy and mass spectrometry. The synthesized glycosyl monomers were polymerized and copolymerized with norbornene using 2nd generation Hoveyda-Grubbs catalyst, deprotected, and purified by gel filtration to prepare water-soluble glycopolymers of varied compositions and high molecular weights. These polymers will have the potential for multivalent binding to dectin-1 to activate immune response and facilitate studies to understand the binding mechanisms of β-1,3-glucans with dectin-1.
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Gramicidin S-inspired antimicrobial cyclodextrin to disrupt gram-negative and gram-positive bacterial membranes. Reviewed International journal
Hatsuo Yamamura, Kana Isshiki, Yusuke Fujita, Hisato Kato, Takashi Katsu, Kazufumi Masuda, Kayo Osawa, Atsushi Miyagawa
MedChemComm 10 ( 10 ) 1432 - 1437 2019.08
Authorship：Lead author Language：English Publishing type：Research paper (scientific journal)
A membrane-active antimicrobial peptide gramicidin S-like amphiphilic structure was prepared from cyclodextrin. The mimic was a cyclic oligomer composed of 6-amino-modified glucose 2,3-di-O-propanoates and it exhibited antimicrobial activity against Gram-positive and Gram-negative bacteria, together with no resistance development and low haemolytic activity against red blood cells.
DOI： 10.1039/C9MD00229D
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