Generation of stable regular structure in water with short peptide oligomers

2015 Fiscal Year Final Research Report

• Project/Area Number: 25460009
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Chemical pharmacy
• Research Institution: The University of Tokyo
• Principal Investigator: Otani Yuko 東京大学, 大学院薬学系研究科, 講師 (60451853)
• Project Period (FY): 2013-02-01 – 2016-03-31
• Keywords: ヘリックス / 非天然アミノ酸 / オリゴマー / コンホメーション / 計算科学 / 有機合成

Outline of Final Research Achievements

Regular structures of peptide oligomers are often destabilized due to their flexibility and hydrogen bonding with solvents. Thus it is of importance to create regular structures which are stabilized independent of the environments.
In this study, we established the synthetic route of conformationally-constrained proline-type beta-amino acid, whose amide cis-trans equilibrium is completely tipped to the trans conformation. It is shown that the homooligomers take robust helical structure with all-trans-amide bonds, which is stable irrespective of the solvent and the temperature. Also, basic study on amide cis-trans isomerization of substituted oligomers was performed.

Free Research Field

有機化学