Rapid, green disulphide bond formation in water using the corrin dicyanocobinamide

Alyssa Spear, Oleksandr Orativskyi, Samantha Tran, Jon A. Zubieta, Robert P. Doyle

Research output: Contribution to journalArticlepeer-review

Abstract

Peptide chemists seek rapid methods combined with facile purification when producing disulphide bonds post solid-phase synthesis. Current methods typically require long reaction times of up to two days, can result in side-products from over-oxidation and/or degradation, require organic solvents, and/or require challenging purification. Herein, we describe a rapid, green, and facile oxidation of a series of peptides with up to three disulphide bonds. The method was conducted in aqueous solution, in air, utilizing the biocompatible corrin ring-containing compound dicyanocobinamide, and offers reaction times under 1 hour with simple one step removal of the catalyst.

Original languageEnglish (US)
Pages (from-to)9836-9839
Number of pages4
JournalChemical Communications
Volume59
Issue number65
DOIs
StatePublished - Jul 28 2023

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials
  • Catalysis
  • Ceramics and Composites
  • General Chemistry
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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