Development of a new peptide synthetic method using peptide-guanidide and peptide-thioester

2015 Fiscal Year Final Research Report

• Project/Area Number: 26810092
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Bio-related chemistry
• Research Institution: Osaka University
• Principal Investigator: Okamoto Ryo 大阪大学, 理学(系)研究科(研究院), 助教 (30596870)
• Project Period (FY): 2014-04-01 – 2016-03-31
• Keywords: ペプチド合成 / カルバメート / タンパク質合成 / ヒドロキシルアミン

Outline of Final Research Achievements

In this study, a new peptide synthetic methodology, which can be performed under aqueous solution, has been explored. After extensive investigation, aminooxy carbamate type protecting group was found as a new protecting group for amino group. The phenylalanine derivative having this new protecting group was found to be soluble in aqueous solution. Intriguingly, this new protecting group could be removed within 5 minutes under reductive aqueous solution condition. In addition, the coupling of amino acid derivatives having the new protecting group also could be performed under aqueous solution condition within 30 minutes. The results obtained in this study gave us a new opportunity for the development of next generation of peptide synthesis that can be performed in aqueous solution conditions.

Free Research Field

生体関連化学