Premium
Synthesis of thioester peptides for the incorporation of thioamides into proteins by native chemical ligation
Author(s) -
Batjargal Solongo,
Huang Yun,
Wang Yanxin J.,
Petersson E. James
Publication year - 2014
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.2589
Subject(s) - thioamide , native chemical ligation , chemistry , thioester , chemical ligation , peptide , combinatorial chemistry , cysteine , biochemistry , enzyme , stereochemistry
Thioamides can be used as photoswitches, as reporters of local environment, as inhibitors of enzymes, and as fluorescence quenchers. We have recently demonstrated the incorporation of thioamides into polypeptides and proteins using native chemical ligation (NCL). In this protocol, we describe procedures for the synthesis of a thioamide precursor and an NCL‐ready thioamide‐containing peptide using Dawson's N ‐acyl‐benzimidazolinone (Nbz) process. We include a description of the synthesis by NCL of a thioamide‐labeled fragment of the neuronal protein α ‐synuclein. Copyright © 2014 European Peptide Society and John Wiley & Sons, Ltd.