Norbornene Probes for the Detection of Cysteine Sulfenic Acid in Cells

ACS Chem Biol. 2019 Apr 19;14(4):594-598. doi: 10.1021/acschembio.8b01104. Epub 2019 Mar 26.

Abstract

Norbornene derivatives were validated as probes for cysteine sulfenic acid on proteins and in live cells. Trapping sulfenic acids with norbornene probes is highly selective and revealed a different reactivity profile than the traditional dimedone reagent. The norbornene probe also revealed a superior chemoselectivity when compared to a commonly used dimedone probe. Together, these results advance the study of cysteine oxidation in biological systems.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cysteine / analogs & derivatives*
  • Cysteine / analysis
  • Molecular Probes / chemistry*
  • Norbornanes / chemistry*
  • Oxidation-Reduction
  • Sulfenic Acids / analysis*

Substances

  • Molecular Probes
  • Norbornanes
  • Sulfenic Acids
  • 2-norbornene
  • cysteinesulfenic acid
  • Cysteine