Selective Cleavage of Cysteine Peptides

Autor: Toshishige Inui
Rok vydání: 1971
Předmět:
Zdroj: Bulletin of the Chemical Society of Japan. 44:2515-2520
ISSN: 1348-0634
0009-2673
DOI: 10.1246/bcsj.44.2515
Popis: The cysteine peptides such as IV were cyclized to thiazolidone peptides through the corresponding S-chlorocarbonyl derivatives. In some peptides such as XXII, however, no cyclized products were isolated because of decomposition of the S-chlorocarbonyl intermediates. By the mild alkaline hydrolysis of the thiazolidone peptide the carboxylic acid from the N-terminal amino acid or peptide and 2-oxothiazolidine-4-carbonyl derivatives were isolated as a result of the selective cleavage of the peptide bond in which an amino group of cysteine residue participated. This cleavage reaction was applied to several cysteine peptides. The same results were observed whenever the corresponding thiazolidone peptides were formed.
Databáze: OpenAIRE