Thiols and selenols as electron-relay catalysts for disulfide-bond reduction

Angew Chem Int Ed Engl. 2013 Dec 2;52(49):12901-4. doi: 10.1002/anie.201307481. Epub 2013 Oct 10.

Abstract

Pass them on! Dithiobutylamine immobilized on a resin is a useful reagent for the reduction of disulfide bonds. Its ability to reduce a disulfide bond in a protein is enhanced greatly if used along with a soluble strained cyclic disulfide or mixed diselenide that relays electrons from the resin to the protein. This electron-relay catalysis system provides distinct advantages over the use of excess soluble reducing agent alone.

Keywords: heterogeneous catalysis; proteins; redox chemistry; selenium; sulfur.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Catalysis
  • Disulfides / chemistry*
  • Electrons
  • Papain / chemistry*
  • Selenium Compounds / chemistry*
  • Sulfhydryl Compounds / chemistry*

Substances

  • Disulfides
  • Selenium Compounds
  • Sulfhydryl Compounds
  • selenol
  • Papain