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Preparation of cyclic peptide libraries using intramolecular oxime formation
Author(s) -
Roberts Kade D.,
Lambert John N.,
Ede Nicholas J.,
Bray Andrew M.
Publication year - 2004
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.575
Subject(s) - oxime , hydroxylamine , cyclic peptide , intramolecular force , chemistry , ketone , peptide , combinatorial chemistry , stereochemistry , side chain , organic chemistry , biochemistry , polymer
A new method for the synthesis of cyclic head‐to‐side chain peptide libraries has been developed in which the key cyclization step involves reaction between a C ‐terminal ketone and an N ‐terminal hydroxylamine to form a macrocyclic oxime. This methodology efficiently delivers cyclic products that consist of mixtures of syn and anti isomers. Copyright © 2004 European Peptide Society and John Wiley & Sons, Ltd.