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Epimerization‐Free C‐Terminal Peptide Activation
Author(s) -
Popovic Stanimir,
Bieräugel Hans,
Detz Remko J.,
Kluwer Alexander M.,
Koole Jelmer A. A.,
Streefkerk Dieuwertje E.,
Hiemstra Henk,
van Maarseveen Jan H.
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201303347
Subject(s) - epimer , racemization , terminal (telecommunication) , peptide , chemistry , chemical ligation , computer science , ligation , native chemical ligation , combinatorial chemistry , stereochemistry , computational biology , world wide web , biochemistry , chemical synthesis , biology , computer network , microbiology and biotechnology , in vitro
Smooth operation : C‐terminal peptide activation with full stereointegrity was accomplished using a copper(II)‐mediated coupling reaction of carboxylic acids with arylboroxines (see scheme, NCL = native chemical ligation, Boc = tert ‐butoxycarbonyl). This method allows epimerization‐free activation and ligation of peptides with racemization‐prone phenylglycine at the C terminus.