Configuration and racemization determination of cysteine residues in peptides by chiral derivatization and HPLC: application to oxytocin peptides

An improved RP‐HPLC method was developed for the determination of the configuration and stereochemical purity of cysteine residues in peptides. The method consists of oxidation of cysteine and cystine residues to cysteic acid, followed by hydrolysis and pre‐column chiral derivatization with Val‐Marf...

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Bibliographic Details
Published in:Journal of peptide science 2001-06, Vol.7 (6), p.316-322
Main Authors: Szabó, Sándor, Szókán, Gyula, Khlafulla, Abdulrahim M., Almás, Márta, Kiss, Csaba, Rill, Attila, Schön, István
Format: Article
Language:English
Subjects:
chiral derivatization
Chromatography, High Pressure Liquid - methods
Cysteic Acid - analysis
Cysteic Acid - chemistry
cysteine
Cysteine - analysis
Cysteine - chemistry
Fluorescence
HPLC
Hydrolysis
Isomerism
Molecular Conformation
o-Phthalaldehyde - chemistry
Oxidants - metabolism
Oxytocin - analogs & derivatives
Oxytocin - chemical synthesis
Oxytocin - chemistry
Peptide Fragments - chemical synthesis
Peptide Fragments - chemistry
racemization
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Summary:An improved RP‐HPLC method was developed for the determination of the configuration and stereochemical purity of cysteine residues in peptides. The method consists of oxidation of cysteine and cystine residues to cysteic acid, followed by hydrolysis and pre‐column chiral derivatization with Val‐Marfey's reagent. Copyright © 2001 European Peptide Society and John Wiley & Sons, Ltd.
ISSN:1075-2617
1099-1387
DOI:10.1002/psc.325