Pyrazine-derived disulfide-reducing agent for chemical biology

Chem Commun (Camb). 2014 Aug 28;50(67):9591-4. doi: 10.1039/c4cc04491f.

Abstract

For fifty years, dithiothreitol (DTT) has been the preferred reagent for the reduction of disulfide bonds in proteins and other biomolecules. Herein we report on the synthesis and characterization of 2,3-bis(mercaptomethyl)pyrazine (BMMP), a readily accessible disulfide-reducing agent with reactivity under biological conditions that is markedly superior to DTT and other known reagents.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Biology*
  • Disulfides / chemistry*
  • Pyrazines / chemical synthesis
  • Pyrazines / chemistry*
  • Reducing Agents / chemical synthesis
  • Reducing Agents / chemistry*
  • Sulfhydryl Compounds / chemical synthesis
  • Sulfhydryl Compounds / chemistry*

Substances

  • 2,3-bis(mercaptomethyl)pyrazine
  • Disulfides
  • Pyrazines
  • Reducing Agents
  • Sulfhydryl Compounds