A new strategy for synthesis of branched cyclic peptide by Asn side-chain hydrazide ligation  

作　　者：Jian Lu Xiao-Bo Tian Wei Huang 

机构地区：[1]CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences [2]Medical College of Nanchang University

出　　处：《Chinese Chemical Letters》2015年第8期946-950,共5页中国化学快报（英文版）

基　　金：supported by the National Natural Science Foundation of China(NNSFC,No.21372238);National 1000-Young-Talent Program of China;Shanghai Pujiang Talent Program(No.13PJ1410200)

摘　　要：Here, we report a new strategy for rapid synthesis of branched peptide by side-chain hydrazide ligation at Asn. The hydrazide was converted to thioester at Asn side chain by Na NO2 and thiol reagent, and sequential ligation with an N-terminus Cys-peptide efficiently afforded the branched peptide. A branched cyclic peptide was successfully synthesized by side-chain ligation with a two-Cys-peptide and formation of a disulfide bond. This approach provides a new way for expeditious synthesis of branched peptides and facilitates the design of neopeptides as functional bio-mimics.Here, we report a new strategy for rapid synthesis of branched peptide by side-chain hydrazide ligation at Asn. The hydrazide was converted to thioester at Asn side chain by Na NO2 and thiol reagent, and sequential ligation with an N-terminus Cys-peptide efficiently afforded the branched peptide. A branched cyclic peptide was successfully synthesized by side-chain ligation with a two-Cys-peptide and formation of a disulfide bond. This approach provides a new way for expeditious synthesis of branched peptides and facilitates the design of neopeptides as functional bio-mimics.

关 键 词：ligation branched sequential reagent disulfide thiol Fmoc retention azide simultaneous 

分 类 号：O621.3[理学—有机化学]