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.
Copyright 2000 Academic Press.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Benzoquinones / chemistry
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Benzoquinones / metabolism*
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Cysteinyldopa / analogs & derivatives
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Cysteinyldopa / metabolism
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Dihydroxyphenylalanine / analogs & derivatives*
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Dihydroxyphenylalanine / chemistry
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Dihydroxyphenylalanine / metabolism
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Dopamine / chemistry
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Dopamine / metabolism*
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Glutathione / metabolism
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Glutathione Transferase / chemistry
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Glutathione Transferase / metabolism*
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Humans
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Indolequinones*
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Indoles / metabolism
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Isoenzymes
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Magnetic Resonance Spectroscopy
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Models, Chemical
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Oxidation-Reduction
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Protein Binding
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Quinones / metabolism
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Time Factors
Substances
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5-S-glutathionyldopamine
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Benzoquinones
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Indolequinones
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Indoles
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Isoenzymes
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Quinones
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Cysteinyldopa
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dopachrome
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aminochrome 1
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glutathionyldopa
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Dihydroxyphenylalanine
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dopaquinone
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Glutathione Transferase
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glutathione S-transferase Mu 2
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Glutathione
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Dopamine