title: Configuration and racemization determination of cysteine residues in peptides by chiral derivatization and HPLC: application to oxytocin peptides.
abstract: 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.
authors.affiliation: Department of Organic Chemistry, Eötvös University, Budapest, Hungary.
authors.forename: S
authors.initials: S
authors.lastname: Szabó
authors.forename: G
authors.initials: G
authors.lastname: Szókán
authors.forename: A M
authors.initials: AM
authors.lastname: Khlafulla
authors.forename: M
authors.initials: M
authors.lastname: Almás
authors.forename: C
authors.initials: C
authors.lastname: Kiss
authors.forename: A
authors.initials: A
authors.lastname: Rill
authors.forename: I
authors.initials: I
authors.lastname: Schön
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D003544:Cysteic Acid / Q000032:analysis / Q000737:chemistry; D003545:Cysteine / Q000032:analysis* / Q000737:chemistry*; D005453:Fluorescence; D006868:Hydrolysis; D007536:Isomerism; D008968:Molecular Conformation; D016877:Oxidants / Q000378:metabolism; D010121:Oxytocin / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry*; D010446:Peptide Fragments / Q000138:chemical synthesis / Q000737:chemistry*; D009764:o-Phthalaldehyde / Q000737:chemistry
chemical_list: D016877:Oxidants; D010446:Peptide Fragments; D010121:Oxytocin; D009764:o-Phthalaldehyde; D003544:Cysteic Acid; D003545:Cysteine