Fmoc 合成肽硫酯，无需链后组装操作。

Fmoc synthesis of peptide thioesters without post-chain-assembly manipulation.

机构信息

Department of Chemistry, Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Tsinghua University, Beijing 100084, China.

出版信息

J Am Chem Soc. 2011 Jul 27;133(29):11080-3. doi: 10.1021/ja204088a. Epub 2011 Jul 6.

DOI:10.1021/ja204088a

PMID:21714552

Abstract

An operationally simple method for the synthesis of peptide thioesters is developed using standard Fmoc solid-phase peptide synthesis procedures. The method relies on the use of a premade enamide-containing amino acid which, in the final TFA cleavage step, renders the desired thioester functionality through an irreversible intramolecular N-to-S acyl transfer.

摘要

开发了一种使用标准 Fmoc 固相肽合成程序的操作简单的肽硫酯合成方法。该方法依赖于使用预制的含有烯酰胺的氨基酸，在最终的 TFA 裂解步骤中，通过不可逆的分子内 N 到 S 酰基转移反应生成所需的硫酯官能团。