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Peptide formation in the presence of metal ion protecting groups
Authors:STEPHAN S. ISIED  JOHN LYON  ASBED VASSILIAN
Abstract:A quantitative study of the degree of racemization induced by the [(NH3)5Co-(III)-] protecting group when bound to the C-terminal of the amino acids Leu, Phe, and His, as inline image has been carried out. Racemization was determined by forming the diastereomeric cobalt dipeptides [(Leu)(AA)Co(III)(NH3)5] where AA = L-Leu, L-Phe, and L-His; after cobalt removal (using NaBH4), the peptide diastereomers were analyzed quantitatively using an amino acid analyzer. No racemization was observed within experimental error (0.3%) as a result of the substitution of the [(NH3)5Co(III)-] group on the amino acids and peptides studied.
Keywords:cobalt protecting group  metal ion protecting group  peptide synthesis  racemization
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