Development of highly active peptide catalysts by library screening

2016 Fiscal Year Final Research Report

• Project/Area Number: 15K17851
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Synthetic chemistry
• Research Institution: The University of Tokyo
• Principal Investigator: Akagawa Kengo 東京大学, 生産技術研究所, 助教 (60548733)
• Project Period (FY): 2015-04-01 – 2017-03-31
• Keywords: ペプチド触媒 / ライブラリスクリーニング / コンビナトリアル化学 / 不斉マイケル付加

Outline of Final Research Achievements

A facile screening method for finding active catalysts from the peptide library constructed in a combinatorial manner has been established. With this method, novel bifunctional peptide catalysts having N-terminal proline and a histidyl residue ware developed. The screening in aqueous media afforded the prolyl peptide with a lysine residue. In the presence of these peptide catalysts, asymmetric Michael addition could be performed with high efficiency and enantioselectivity. Notably, two kinds of histidine-containing peptides showed opposite enantioselectivities, although both peptides had common N-terminal residues. By applying the screening method to the reaction that could not be performed with other catalysts, the peptide effective for that reaction was successfully identified.

Free Research Field

有機合成化学