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The epimerization of peptide aldehydes--a systematic study.
Authors:Cécile Ganneau  Aline Moulin  Luc Demange  Jean Martinez  Jean-Alain Fehrentz
Institution:Laboratoire des Aminoacides, Peptides et Protéines, LAPP, UMR 5810 CNRS Universités Montpellier I et II, Faculté de Pharmacie, 15 Avenue Charles Flahault,BP 14491, 34093 Montpellier Cédex 5, France.
Abstract: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.
Keywords:Weinreb amide  peptide aldehyde  epimerization  1H NMR
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