Light-Gated Relay Catalysis to Chemically Identify Glycan-Protein Interactions

2023 Fiscal Year Final Research Report

• Project Area: Regulation of membrane dynamics by glycan chemical knock-in
• Project/Area Number: 21H05076
• Research Category: Grant-in-Aid for Transformative Research Areas (B)
• Allocation Type: Single-year Grants
• Review Section: Transformative Research Areas, Section (II)
• Research Institution: Hokkaido University (2022-2023); Kyoto University (2021)
• Principal Investigator: Asano Keisuke 北海道大学, 触媒科学研究所, 准教授 (90711771)
• Project Period (FY): 2021-08-23 – 2024-03-31
• Keywords: シクロオクテン / 光駆動触媒 / ハロゲン化剤 / 時空間選択的標識 / ハロゲン化反応 / 糖鎖-タンパク質相互作用

Outline of Final Research Achievements

Cyclooctene catalysts, which have an olefin moiety as a catalytic site, were developed and used for halogenation of tyrosine. In addition, mechanistic studies enabled the development of more active bifunctional cyclooctene catalysts; their protection with photoremovable groups made the catalysts activatable in-situ with visible light. Moreover, biocompatible brominating reagents were developed. They do not occur background reactions but become activated in the presence of the bifunctional cyclooctene catalysts under physiologically favorable conditions. The reactivity of excited states of the reagents was also investigated, and dyes proved useful as a photocatalyst to activate them with visible light for tyrosine modification. These reaction tools facilitate the development of biomolecular labeling methods.

Free Research Field

有機反応化学

Academic Significance and Societal Importance of the Research Achievements

本研究では、細胞系で生体分子の挙動を解析する技術を開発するために必要な化学反応を実現する触媒や反応剤を開発した。分子レベルで生命現象を理解するための解析技術は病気などの原因を明らかにし、創薬を加速する。また、このような反応制御法は生体分子の機能を操作する技術、すなわち治療技術の創出にも波及することが期待できる。