Simultaneous cyclization and derivatization of peptides using cyclopentenediones

Brun, O., Archibald, L. J., Agramunt, J., Pedroso, E. and Grandas, A. (2017) Simultaneous cyclization and derivatization of peptides using cyclopentenediones. Organic Letters, 19(5), pp. 992-995. (doi: 10.1021/acs.orglett.6b03825) (PMID:28212041)

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Abstract

Unprotected linear peptides containing N-terminal cysteines and another cysteine residue can be simultaneously cyclized and derivatized using 2,2-disubstituted cyclopentenediones. High yields of cyclic peptide conjugates may be obtained in short reaction times using only a slight excess of the cyclopentenedione moiety under TEMPO catalysis and in the presence of LiCl.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Archibald, Dr Lewis
Authors: Brun, O., Archibald, L. J., Agramunt, J., Pedroso, E., and Grandas, A.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Organic Letters
Publisher:American Chemical Society
ISSN:1523-7060
ISSN (Online):1523-7052
Published Online:17 February 2017
Copyright Holders:Copyright © 2017 American Chemical Society
First Published:First published in Organic Letters 19(5): 992-995
Publisher Policy:Reproduced in accordance with the publisher copyright policy

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