Studies on reaction of glutathionylcobalamin with hypochlorite. Evidence of protective action of glutathionyl-ligand against corrin modification by hypochlorite

Biometals. 2017 Oct;30(5):757-764. doi: 10.1007/s10534-017-0044-8. Epub 2017 Aug 23.

Abstract

Glutathionylcobalamin (GSCbl), a tight complex of glutathione (GSH) with cobalamin(III), is readily oxidized to aquacobalamin by hypochlorite. Corrin macrocycle remains unmodified in the presence of threefold excess of hypochlorite, whereas aqua- and cyanocobalamins are partially transformed to chlorinated species under the same conditions. The suggested mechanism of reaction between GSCbl and hypochlorite involves subsequent oxidation of thiol and amino groups and dissociation of oxidized glutathione from Co(III)-ion.

Keywords: Glutathione; Hypochlorite; Kinetics; Redox reactions; Vitamin B12.

MeSH terms

  • Corrinoids
  • Glutathione / analogs & derivatives*
  • Glutathione / chemistry*
  • Hypochlorous Acid / chemistry*
  • Kinetics
  • Ligands
  • Molecular Structure
  • Oxidation-Reduction
  • Vitamin B 12 / analogs & derivatives*
  • Vitamin B 12 / chemistry*

Substances

  • Corrinoids
  • Ligands
  • glutathionylcobalamin
  • aquacobalamin
  • corrin
  • Hypochlorous Acid
  • Glutathione
  • Vitamin B 12