Investigation of the Dimethylsulfoxide-Trifluoroacetic Acid Oxidation System for the Synthesis of Cystine-Containing Peptides

Takaki Koide, Akira Otaka, Nobutaka Fujii

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

Disulfide bonds of peptides were effectively established between S-protected cysteine residues as well as free cysteine residues by the action of dimethylsulfoxide in trifluoroacetic acid. Oxytocin and a-human calcitonin gene-related peptide were synthesized using this oxidation system. The feasibility of this method for the formation of two disulfide bridges of apamin was also examined.

Original languageEnglish
Pages (from-to)1030-1034
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume41
Issue number6
DOIs
Publication statusPublished - 1993
Externally publishedYes

Keywords

  • Keywords cystine-containing peptide
  • apamin
  • calcitonin gene-related peptide
  • dimethylsulfoxide
  • disulfide bond-formation
  • oxytocin

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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