The epimerization of peptide aldehydes--a systematic study.
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.
Ganneau
Cécile
C
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.
Moulin
Aline
A
Demange
Luc
L
Martinez
Jean
J
Fehrentz
Jean-Alain
JA
D000447:Aldehydes / Q000737:chemistry; D000595:Amino Acid Sequence; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013237:Stereoisomerism
D000447:Aldehydes; D009842:Oligopeptides