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

Chem Commun (Camb). 2023 Aug 10;59(65):9836-9839. doi: 10.1039/d3cc02646a.

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.

MeSH terms

  • Disulfides* / chemistry
  • Peptides
  • Water*

Substances

  • dicyanocobinamide
  • corrin
  • Water
  • Disulfides
  • Peptides