Glutathiyl radical as an intermediate in glutathione nitrosation

Free Radic Biol Med. 2012 Nov 15;53(10):1968-76. doi: 10.1016/j.freeradbiomed.2012.08.013. Epub 2012 Aug 22.


Nitrosation of thiols is thought to be mediated by dinitrogen trioxide (N(2)O(3)) or by nitrogen dioxide radical (()NO(2)). A kinetic study of glutathione (GSH) nitrosation by NO donors in aerated buffered solutions was undertaken. S-nitrosoglutathione (GSNO) formation was assessed spectrophotometrically and by chemiluminescence. The results suggest an increase in the rate of GSNO formation with an increase in GSH with a half-maximum constant EC(50) that depends on NO concentration. Our observed increase in EC(50) with NO concentration suggests a significant contribution of ()NO(2)-mediated nitrosation with the glutathiyl radical as an intermediate in the production of GSNO.

Publication types

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

MeSH terms

  • Catalysis
  • Glutathione / chemistry*
  • Glutathione / metabolism*
  • Kinetics
  • Nitric Oxide / analysis
  • Nitric Oxide / chemistry*
  • Nitrogen Dioxide / chemistry*
  • Nitrosation
  • S-Nitrosoglutathione / chemistry*
  • Sulfhydryl Compounds / chemistry


  • Sulfhydryl Compounds
  • Nitric Oxide
  • S-Nitrosoglutathione
  • Glutathione
  • Nitrogen Dioxide