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The epimerization of peptide aldehydes—a systematic study
Author(s) -
Ganneau Cécile,
Moulin Aline,
Demange Luc,
Martinez Jean,
Fehrentz JeanAlain
Publication year - 2006
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.751
Subject(s) - epimer , dipeptide , peptide , chemistry , aldehyde , peptide synthesis , combinatorial chemistry , stereochemistry , organic chemistry , biochemistry , catalysis
Peptide aldehydes are interesting targets as enzyme inhibitors, and can be used for pseudopeptide chemistry or ligation. However, they are known to be subjected to epimerization during synthesis or purification. By 1 H NMR, a model dipeptide aldehyde can be used to check the possible epimerization occurring during synthesis. Various purification methods were investigated, but none was free from epimerization. Copyright © 2006 European Peptide Society and John Wiley & Sons, Ltd.