KEIO RESEARCHERS INFORMATION SYSTEM

Career 【 Display / hide 】

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)

Academic Background 【 Display / hide 】

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

Research Areas 【 Display / hide 】

Research Areas 【 Display / hide 】

• Nanotechnology/Materials / Synthetic organic chemistry (糖鎖合成)

• Nanotechnology/Materials / Chemical biology

Research Keywords 【 Display / hide 】

Research Keywords 【 Display / hide 】

• Glycosylation

• Chemical biology

• Natural organic chemistry

• Synthetic organic chemistry

• Glycoscience

Papers 【 Display / hide 】

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)

display all >>

Reviews, Commentaries, etc. 【 Display / hide 】

Reviews, Commentaries, etc. 【 Display / hide 】

• Contribution of Substrate Concentration to Neighboring Group Participation in Glycosylation Stereoselectivity

  Masato Tsutsui

  TRENDS IN GLYCOSCIENCE AND GLYCOTECHNOLOGY 37 ( 217 ) E26 - E26 2025.05

  ISSN  0915-7352

  • Access to Document (DOI)

• Contribution of Substrate Concentration to Neighboring Group Participation in Glycosylation Stereoselectivity

  筒井正斗

  Trends in Glycoscience and Glycotechnology (Web) 37 ( 217 )  2025.05

  ISSN  1883-2113

• Contribution of Substrate Concentration to Neighboring Group Participation in Glycosylation Stereoselectivity

  Tsutsui M.

  Trends in Glycoscience and Glycotechnology 37 ( 217 )  2025

  ISSN  09157352

  • Access to Document (DOI)

• Ganglioside GM3-containing lipid bilayers fused to membranes with influenza viruses.

  松本怜子, 筒井正斗, 松原輝彦

  膜シンポジウム(CD-ROM) 2025 2025

• Contribution of Substrate Concentration to Neighboring Group Participation in Glycosylation Stereoselectivity

  Tsutsui M.

  Trends in Glycoscience and Glycotechnology 37 ( 217 )  2025

  ISSN  09157352

  • Access to Document (DOI)

display all >>

Presentations 【 Display / hide 】

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)

Research Projects of Competitive Funds, etc. 【 Display / hide 】

Research Projects of Competitive Funds, etc. 【 Display / hide 】

• ヒトの自然免疫を活性化する糖鎖模倣ペプチドの探索とがん免疫療法への展開

  2025.04

  -

  2028.03

  日本学術振興会, 科学研究費助成事業, 若手研究, No Setting

• 蛍光ナノダイヤモンドを利用した，検出と治療を同時に実現する抗体薬物複合体による自然免疫療法の開発

  2025.04

  -

  2026.03

  公益財団法人 池谷科学技術振興財団, 単年度研究助成, Principal investigator

• 音響浮揚法を用いた機能性粒子の効率的合成法の開発

  2024.06

  -

  2025.03

  慶應義塾先端科学技術研究センター, 2024年度指定研究プロジェクト, 次世代先端分野探索研究（新任者研究推進費）, Principal investigator

Intellectual Property Rights, etc. 【 Display / hide 】

Intellectual Property Rights, etc. 【 Display / hide 】

• PYRAZOLONE COMPOUND AND PYRAZOLONE AGENT

  Date applied： 特願PCT/JP2023/027102  2023.07 

  Date announced： WO/2024/024760  2024.02 

  Patent

• ピラゾロン化合物及びピラゾロン化剤

  Date applied： JP2023027102  2023.07 

  Date issued： 特許第7782046号 

  Date registered： 2025.11

  Patent

Awards 【 Display / hide 】

Awards 【 Display / hide 】

• JSCR43 Best poster award

  ○Masato Tsutsui, Hinata Ueda, Issaku Yamada, Takeshi Ishikawa, Hiroko Ideo, Yoshio Takada, Mamoru Mizuno, 2024.09, The Japanese Society of Carbohydrate Research, Design and synthesis of β-lactose derivatives targeting Gal-4 inhibition and their binding affinity evaluation

• 優秀講演賞

  筒井正斗, 真鍋良幸, Julinton Sianturi, 増井誠二, 深瀬浩一, 2019.05, 関西グライコサイエンスフォーラム, 効率的糖鎖合成を可能とするジアセチルストラテジーの開発と血液型糖鎖を用いたがん免疫療法の検討

Courses Taught 【 Display / hide 】

Courses Taught 【 Display / hide 】

• BASIC LABORATORY COURSE IN BIOSCIENCES

  2026

• TOPICS IN BIOSCIENCES AND INFORMATICS 2

  2026

• ADVANCED LABORATORY COURSE IN BIOSCIENCES AND INFORMATICS C

  2026

• ADVANCED LABORATORY COURSE IN BIOSCIENCES AND INFORMATICS D

  2026

• LABORATORY IN SCIENCE

  2026

display all >>

Courses Previously Taught 【 Display / hide 】

Courses Previously Taught 【 Display / hide 】

• 基礎生命実験

  慶應義塾大学理工学部

  2024.04

  -

  Present

• 自然科学実験

  慶應義塾大学理工学部

  2024.04

  -

  Present

• 生命情報特別講義第2

  慶應義塾大学理工学部

  2024.04

  -

  Present

• 生命情報実験C・D

  慶應義塾大学理工学部

  2024.04

  -

  Present

Memberships in Academic Societies 【 Display / hide 】

Memberships in Academic Societies 【 Display / hide 】

• 有機合成化学協会, 

  2026.01

  -

  Present

• The Antibody Society of Japan, 

  2025.08

  -

  Present

• 日本糖質学会, 

  2019.07

  -

  Present

• 日本化学会, 

  2016.12

  -

  Present

Committee Experiences 【 Display / hide 】

Committee Experiences 【 Display / hide 】

• 2026.02

  -

  2026.05

  実行委員, 第90回有機合成化学協会関東支部シンポジウム

• 2025.03

  -

  Present

  世話人, 糖質科学のすゝめの会

• 2024.10

  -

  Present

  実行委員, 慶應有機化学若手シンポジウム

• 2024.04

  -

  2024.09

  世話人, 第43回日本糖質学会年会

• 2024.02

  -

  Present

  グライコトピックレポーター, Trends in Glycoscience and Glycotechnology (TIGG)

display all >>