Development of chiral organocatalyst utilizing "distal group participation"

2017 Fiscal Year Final Research Report

• Project/Area Number: 15K05495
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Synthetic chemistry
• Research Institution: The University of Tokyo
• Principal Investigator: KUDO Kazuaki 東京大学, 生産技術研究所, 教授 (80251669)
• Research Collaborator: AKAGAWA Kengo ; SATOU Junichi ; HIGUCHI Junichi
• Project Period (FY): 2015-04-01 – 2018-03-31
• Keywords: 有機分子触媒 / 不斉触媒 / ペプチド / ヒスチジン / プロリン / 加水分解 / ライブラリスクリーニング

Outline of Final Research Achievements

Before starting this project, we had found that a certain peptide behaves as a catalyst for a specific addition reaction with high activity and high enantioselectivity. We had uncovered that such a catalytic performance of peptide came from cooperative action of proline and histidine in the peptide chain. We tentatively named this phenomenon as "distal group participation".
This time we tried to clarify how general this "distal group participation" concept is. We tried several reactions with several peptides, and found that this concept could also be applicable toward hydrolysis reaction. In addition, we could find completely new peptide catalyst having proline and histidine. These findings show that there remains further extendability with the "distal group participation".

Free Research Field

有機合成化学・有機機能材料