[A micro method for the determination of the configuration of histidine in peptides: evidence for partial racemization during peptide synthesis (author's transl)].
A gas chromatographic method for the determination of small portions of D-histidine together with an excess of L-histidine (or vice versa) is described. Histidine is degraded to aspartic acid by reaction with ozone. The enantiomers are esterified with (+)-3-methyl-2-butanol. After N-trifluoroacetylation the volatile diastereoisomers are separated in glass capillaries coated with a chiral stationary phase and determined quantitatively. For precise evaluations the partial racemization during peptide hydrolysis must be accounted for. The method was applied to some histidine peptides and about 5% racemization was measured.
D002849:Chromatography, Gas; D006639:Histidine / Q000032:analysis; D006868:Hydrolysis; D008722:Methods; D008832:Microchemistry / Q000379:methods; D008968:Molecular Conformation; D010455:Peptides / Q000032:analysis / Q000138:chemical synthesis*; D013237:Stereoisomerism
D010455:Peptides; D006639:Histidine
Eine Mikromethode zur Konfigurationsbestimmung von Histidin in Peptiden Der Nachweis partieller Razemisierung bei der Peptidsynthese