title: Glutathione transferase M2-2 catalyzes conjugation of dopamine and dopa o-quinones.
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.
authors.affiliation: Programme of Molecular and Clinical Pharmacology, ICBM, Faculty of Medicine, Independencia 1027, Casilla, Santiago-7, 70000, Chile.
authors.forename: A
authors.initials: A
authors.lastname: Dagnino-Subiabre
authors.forename: B K
authors.initials: BK
authors.lastname: Cassels
authors.forename: S
authors.initials: S
authors.lastname: Baez
authors.forename: A S
authors.initials: AS
authors.lastname: Johansson
authors.forename: B
authors.initials: B
authors.lastname: Mannervik
authors.forename: J
authors.initials: J
authors.lastname: Segura-Aguilar
mesh_terms: D016227:Benzoquinones / Q000737:chemistry / Q000378:metabolism*; D003548:Cysteinyldopa / Q000031:analogs & derivatives / Q000378:metabolism; D004295:Dihydroxyphenylalanine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D004298:Dopamine / Q000737:chemistry / Q000378:metabolism*; D005978:Glutathione / Q000378:metabolism; D005982:Glutathione Transferase / Q000737:chemistry / Q000378:metabolism*; D006801:Humans; D045563:Indolequinones; D007211:Indoles / Q000378:metabolism; D007527:Isoenzymes; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D010084:Oxidation-Reduction; D011485:Protein Binding; D011809:Quinones / Q000378:metabolism; D013997:Time Factors
chemical_list: C086394:5-S-glutathionyldopamine; D016227:Benzoquinones; D045563:Indolequinones; D007211:Indoles; D007527:Isoenzymes; D011809:Quinones; D003548:Cysteinyldopa; C001123:dopachrome; C091584:aminochrome 1; C033574:glutathionyldopa; D004295:Dihydroxyphenylalanine; C035157:dopaquinone; D005982:Glutathione Transferase; C412602:glutathione S-transferase Mu 2; D005978:Glutathione; D004298:Dopamine