Details of a Researcher - Tsutsui, Masato

Tsutsui, Masato

写真a

Affiliation: Faculty of Science and Technology, Department of Biosciences and Informatics (Yagami)

Position: Assistant Professor (Non-tenured)/Research Associate (Non-tenured)/Instructor (Non-tenured)

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Career 【 Display / hide 】

2020.10

-

2024.03

The Noguchi Institute, 糖鎖有機化学研究室, Research Scientist
2024.04

-

Present

Keio University, Faculty of Science and Technology Department of Biosciences and Infomatics, Assistant Professor (Non-tenured)

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Academic Background 【 Display / hide 】

2011.04

-

2015.03

Osaka University, School of Science, Department of Chemistry
2015.04

-

2017.03

Osaka University, Graduate School of Science, Department of Chemistry
2017.04

-

2020.09

Osaka University, Graduate School of Science, Department of Chemistry

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Research Areas 【 Display / hide 】

Nanotechnology/Materials / Synthetic organic chemistry (糖鎖合成)
Nanotechnology/Materials / Chemical biology

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Research Keywords 【 Display / hide 】

Glycosylation
Chemical biology
Natural organic chemistry
Synthetic organic chemistry
Glycoscience

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Papers 【 Display / hide 】

Validation and Application of an Innovative Protective Group Concept: Enhancing Substrate Reactivity in Glycosylations by Disrupting Intermolecular Interactions

Kumpei Yano, Takuya Yoshimoto, Masato Tsutsui, Yoshiyuki Manabe, Koichi Fukase

Synlett (Georg Thieme Verlag KG) 35 2024.02

Accepted, ISSN 0936-5214

　View Summary

Abstract

We have established an innovative protective approach that disrupts intermolecular interactions to enhance substrate reactivity. Specifically, diacetylimide protection of acetamide prevents the formation of hydrogen bonds, while the incorporation of tert-butyl groups on the aromatic protecting group disrupts π-stacking interactions, both of which culminate in heightened reactivity in glycosylations. We explored the synergistic implementation of these protective measures and applied them to the synthesis of 6-sulfo sialyl Lewis X.
- Access to Document (DOI)
Practical Antibody Recruiting by Metabolic Labeling with Caged Glycans.

Hersa Milawati, Yoshiyuki Manabe, Takuya Matsumoto, Masato Tsutsui, Yoshihiro Ueda, Ayane Miura, Kazuya Kabayama, Koichi Fukase

Angewandte Chemie (International ed. in English) e202303750 2023.04

Accepted

　View Summary

We propose a de novo glycan display that combines metabolic labeling and a glycan-caging strategy as a facile editing method for cell-surface glycans. This method enables the introduction of antigen glycans onto cancer cells to induce immune responses through antibody recruiting. The caging strategy prevents the capture of α-rhamnose (an antigen glycan) by their endogenous antibodies during the introduction of the glycan to the targeted cell surface, and subsequent uncaging successfully induces immune responses. Therefore, this study proposes a practical method for editing the cell-surface glycocalyx under promiscuous conditions, such as those in vivo, which paves the way for the development of glycan function analysis and regulation.
- Access to Document (DOI)
Mechanistic Studies for the Rational Design of Multivalent Glycodendrimers

Yoshiyuki Manabe, Masato Tsutsui, Kohtaro Hirao, Risako Kobayashi, Hiroshi Inaba, Kazunori Matsuura, Daisuke Yoshidome, Kazuya Kabayama, Koichi Fukase

Chemistry – A European Journal (Wiley) 2022.07

Accepted, ISSN 0947-6539
- Access to Document (DOI)
Synthesis of ABO blood group antigens and functional glycan display on the cell surface

Masato Tsutsui, Yoshiyuki Manabe, Kazuya Kabayama, Koichi Fukase

Arkivoc (ARKAT USA, Inc.) 2021 ( 4 ) 168 - 185 2020.11

Lead author, Accepted
- Access to Document (DOI)
Concise and Reliable Syntheses of Glycodendrimers via Self-Activating Click Chemistry: A Robust Strategy for Mimicking Multivalent Glycan-Pathogen Interactions.

Kindi Farabi, Yoshiyuki Manabe, Hiroaki Ichikawa, Shuto Miyake, Masato Tsutsui, Kazuya Kabayama, Toshiyuki Yamaji, Katsunori Tanaka, Shang-Cheng Hung, Koichi Fukase

The Journal of organic chemistry 85 ( 24 ) 16014 - 16023 2020.10

Accepted

　View Summary

Individual interactions between glycans and their receptors are usually weak, although these weak interactions can combine to realize a strong interaction (multivalency). Such multivalency plays a crucial role in the recognition of host cells by pathogens. Glycodendrimers are useful materials for the reconstruction of this multivalent interaction. However, the introduction of a large number of glycans to a dendrimer core is fraught with difficulties. We herein synthesized antipathogenic glycodendrimers using the self-activating click chemistry (SACC) method developed by our group. The excellent reactivity of SACC enabled the efficient preparation of sialyl glycan and Gb3 glycan dendrimers, which exhibited strong avidity toward hemagglutinin on influenza virus and Shiga toxin B subunit produced by Escherichia coli, respectively. We demonstrated the usefulness of SACC-based glycodendrimers as antipathogenic compounds.
- Access to Document (DOI)

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Reviews, Commentaries, etc. 【 Display / hide 】

One-pot synthesis of antibody-drug conjugate (ADC) precursor with Azido-PEGylated oxazoline

後藤浩太朗, 森昌子, 月村亘, 大隅賢二, 弘瀬友理子, 筒井正斗, 黒河内政樹, 石田秀樹, 松崎祐二, 高田美生, 水野真盛

日本薬学会年会要旨集(Web) 142nd 2022

ISSN 0918-9823
Synthesis of ADC precursor with functional group for SPIEDAC reaction

筒井正斗, 後藤浩太朗, 二木祐樹, 弘瀬友理子, 森昌子, 八須和子, 水野真盛

日本糖質学会年会要旨集 41st 2022
Synthesis of antibody-drug conjugate (ADC) precursor using PEGylated disaccharide oxazoline derivative

水野真盛, 後藤浩太朗, 森昌子, 月村亘, 大隅賢二, 弘瀬友理子, 筒井正斗, 黒河内政樹, 石田秀樹, 松崎祐二, 高田美生

日本糖質学会年会要旨集 40th 2021
Synthesis of glycan derivatives for site-specific antibody-drug conjugates and evaluation of their transfer activity

筒井正斗, 後藤浩太朗, 大隅賢二, 浜元健太, 弘瀬友理子, 高島晶, 水野真盛

日本糖質学会年会要旨集 40th 2021
GlcNAcを含む糖鎖の効率合成を可能とするジアセチルストラテジーの開発

筒井正斗, 真鍋良幸, SIANTURI Julinton, 増井誠二, 深瀬浩一

日本糖質学会年会要旨集 38th 2019

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Presentations 【 Display / hide 】

Synthesis and biological characterization of site-specific ADC prepared by PEGylated sugar oxazolines

Masato Tsutsui

第2回東日本糖質若手シンポジウム,

2023.11
,
Oral presentation (invited, special)

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