Glutathione transferase M2-2 catalyzes conjugation of dopamine and dopa o-quinones

Biochem Biophys Res Commun. 2000 Jul 21;274(1):32-6. doi: 10.1006/bbrc.2000.3087.

Abstract

Human glutathione transferase M2-2 prevents the formation of neurotoxic aminochrome and dopachrome by catalyzing the conjugation of dopamine and dopa o-quinone with glutathione. NMR analysis of dopamine and dopa o-quinone-glutathione conjugates revealed that the addition of glutathione was at C-5 to form 5-S-glutathionyl-dopamine and 5-S-glutathionyl-dopa, respectively. Both conjugates were found to be resistant to oxidation by biological oxidizing agents such as O(2), H(2)O(2), and O(*-)(2), and the glutathione transferase-catalyzed reaction can therefore serve a neuroprotective antioxidant function.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoquinones / chemistry
  • Benzoquinones / metabolism*
  • Cysteinyldopa / analogs & derivatives
  • Cysteinyldopa / metabolism
  • Dihydroxyphenylalanine / analogs & derivatives*
  • Dihydroxyphenylalanine / chemistry
  • Dihydroxyphenylalanine / metabolism
  • Dopamine / chemistry
  • Dopamine / metabolism*
  • Glutathione / metabolism
  • Glutathione Transferase / chemistry
  • Glutathione Transferase / metabolism*
  • Humans
  • Indolequinones*
  • Indoles / metabolism
  • Isoenzymes
  • Magnetic Resonance Spectroscopy
  • Models, Chemical
  • Oxidation-Reduction
  • Protein Binding
  • Quinones / metabolism
  • Time Factors

Substances

  • 5-S-glutathionyldopamine
  • Benzoquinones
  • Indolequinones
  • Indoles
  • Isoenzymes
  • Quinones
  • Cysteinyldopa
  • dopachrome
  • aminochrome 1
  • glutathionyldopa
  • Dihydroxyphenylalanine
  • dopaquinone
  • Glutathione Transferase
  • glutathione S-transferase Mu 2
  • Glutathione
  • Dopamine