Novel methodology for the synthesis of unnatural amino acid-containing peptide based on asymmetric construction of indolyl glycine

2017 Fiscal Year Final Research Report

• Project/Area Number: 16K18845
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Chemical pharmacy
• Research Institution: The University of Tokushima
• Principal Investigator: INOKUMA Tsubasa 徳島大学, 大学院医歯薬学研究部(薬学系), 助教 (40541272)
• Project Period (FY): 2016-04-01 – 2018-03-31
• Keywords: 非天然アミノ酸 / インドリルグリシン / 有機触媒 / 不斉反応 / ペプチド合成

Outline of Final Research Achievements

Peptides have recently gained much interest for the development of novel pharmaceutics because they possess varieties of biological activities depending on their amino acid sequences. However, there is a problem arising from poor proteolytic stability in living systems. One of the solutions to overcome this difficulty is installation of unnatural amino acid units into peptides. The present methodology to prepare such peptides relies on asymmetric construction of unnatural amino acid units and installation into peptide elongation process. But this methodology requires multi-step reactions before its application to peptide synthesis. In this research, a novel concept for preparation of such peptides, an asymmetric construction of unnatural amino acid units directly in a growing peptide chain, was developed. By applying this new methodology, I succeeded in synthesis of indolyl glycine-containing peptide.

Free Research Field

有機合成化学