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Chemoselective Ligation of Peptide Phenyl Esters with N‐Terminal Cysteines
Author(s) -
Fang GeMin,
Cui HongKui,
Zheng JiShen,
Liu Lei
Publication year - 2010
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201000165
Subject(s) - steric effects , cysteine , chemistry , terminal (telecommunication) , ligation , peptide , combinatorial chemistry , imidazole , native chemical ligation , stereochemistry , organic chemistry , biochemistry , computer science , biology , microbiology and biotechnology , telecommunications , enzyme
Simple phenyl esters of peptides were found to undergo native chemical ligation with cysteine smoothly under the promotion of imidazole. This new ligation proceeded rapidly at both sterically unhindered and hindered C‐terminal sites (e.g., Val, Ile, Pro) to form the desired product in good to excellent yields.