1. Academic Validation
  2. Rapid, green disulphide bond formation in water using the corrin dicyanocobinamide

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.
Alyssa Spear 1 Oleksandr Orativskyi 1 Samantha Tran 1 Jon A Zubieta 1 Robert P Doyle 1 2 3
Affiliations

Affiliations

  • 1 Department of Chemistry, Syracuse University, Syracuse, New York 13244, USA. rpdoyle@syr.edu.
  • 2 Department of Medicine, State University of New York Upstate Medical University, Syracuse, New York, USA.
  • 3 Department of Pharmacology, State University of New York Upstate Medical University, Syracuse, New York, USA.
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.

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