Studies on peptides. CLI. Syntheses of cystine-peptides by oxidation of s-protected cysteine-peptides with thallium(III) trifluoroacetate.
- 1 January 1987
- journal article
- research article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 35 (6) , 2339-2347
- https://doi.org/10.1248/cpb.35.2339
Abstract
Thallium(III) trifluoroacetate, a mild oxidant with a soft-acid character, was found to cleave various S-protecting groups of cysteine in trifluoroacetic acid, with spontaneous formation of cystine. Except for unmasked Trp and Met, other amino acids, including His and Tyr, remained intact in the presence of this oxidant. The usefulness of this oxidant for intramolecular disulfide bond-forming reactions was demonstrated by direct conversion of three model S-protected cysteine-peptides into cystine-peptides, i.e., oxytocin, urotensin II and human calcitonin gene-related peptide.This publication has 3 references indexed in Scilit:
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