Premium
Constructing thioether‐tethered cyclic peptides via on‐resin intra‐molecular thiol–ene reaction
Author(s) -
Zhao Bingchuan,
Zhang Qingzhou,
Li Zigang
Publication year - 2016
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.2902
Subject(s) - thioether , ene reaction , cyclic peptide , chemistry , thiol , peptide , residue (chemistry) , combinatorial chemistry , click chemistry , stereochemistry , organic chemistry , biochemistry
Thiol–ene reactions have been used in a variety of applications that mostly involve an inter‐molecular pathway. Herein, we report a facile method to construct thioether‐tethered cyclic peptides via an intra‐molecular thiol–ene reaction. This reaction is efficient, selective, and has good residue compatibility. Short peptides with thioether tethers were constructed and were used to construct longer cyclic peptides. This synthetic method may be useful for constructing bioactive peptides. Copyright © 2016 European Peptide Society and John Wiley & Sons, Ltd.