2,2'-Bispyridyl disulfide rapidly induces intramolecular disulfide bonds in peptides

Peptides. 1999;20(7):881-4. doi: 10.1016/s0196-9781(99)00076-5.

Abstract

A linear peptide containing two reduced cysteine residues can be rapidly converted to its oxidized cyclic form containing an intramolecular disulfide bond by adding an excess of 2,2'-bispyridyl disulfide (2,2'-dipyridyl disulfide or 2,2'-dithiodipyridine) to conventional buffer solutions. The reactants and products are easily separated by reverse-phase chromatography. This reaction will find wide application in forming intramolecular disulfide bonds because of its selectivity for free sulfhydryl groups, quickness, safety, and applicability under acidic conditions.

MeSH terms

  • 2,2'-Dipyridyl / analogs & derivatives*
  • 2,2'-Dipyridyl / pharmacology
  • Amino Acid Sequence
  • Disulfides / chemistry
  • Disulfides / pharmacology*
  • In Vitro Techniques
  • Molecular Sequence Data
  • Oxidation-Reduction
  • Peptides / chemistry*
  • Peptides / drug effects*
  • Sulfhydryl Reagents / pharmacology*

Substances

  • Disulfides
  • Peptides
  • Sulfhydryl Reagents
  • 2,2'-dipyridyl disulfide
  • 2,2'-Dipyridyl