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Titolo:
A putative metabolite of serotonin, tryptamine-4,5-dione, is an irreversible inhibitor of tryptophan hydroxylase: Possible relevance to the serotonergic neurotoxicity of methamphetamine
Autore:
Wrona, MZ; Dryhurst, G;
Indirizzi:
Univ Oklahoma, Dept Chem & Biochem, Norman, OK 73019 USA Univ Oklahoma Norman OK USA 73019 pt Chem & Biochem, Norman, OK 73019 USA
Titolo Testata:
CHEMICAL RESEARCH IN TOXICOLOGY
fascicolo: 9, volume: 14, anno: 2001,
pagine: 1184 - 1192
SICI:
0893-228X(200109)14:9<1184:APMOST>2.0.ZU;2-9
Fonte:
ISI
Lingua:
ENG
Soggetto:
NEURODEGENERATIVE BRAIN DISORDERS; DISMUTASE TRANSGENIC MICE; RAT-BRAIN; NITRIC-OXIDE; INDUCED DOPAMINE; 3,4-METHYLENEDIOXYMETHAMPHETAMINE MDMA; SUBSTITUTED AMPHETAMINES; ADENOSINE-TRIPHOSPHATE; RECEPTOR ACTIVATION; MEDIATED OXIDATION;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Citazioni:
65
Recensione:
Indirizzi per estratti:
Indirizzo: Dryhurst, G Univ Oklahoma, Dept Chem & Biochem, Norman, OK 73019 USA Univ Oklahoma Norman OK USA 73019 ochem, Norman, OK 73019 USA
Citazione:
M.Z. Wrona e G. Dryhurst, "A putative metabolite of serotonin, tryptamine-4,5-dione, is an irreversible inhibitor of tryptophan hydroxylase: Possible relevance to the serotonergic neurotoxicity of methamphetamine", CHEM RES T, 14(9), 2001, pp. 1184-1192

Abstract

Tryptamine-4,5-dione (T-4,5-D) is formed as a result of oxidation of 5-hydroxytryptamine by superoxide (O-2(-).), nitric oxide (NO .), and peroxynitrite (ONOO-). T-4,5-D rapidly inactivates tryptophan hydroxylase (TPH), derived from rat brain, probably as a result of covalent modification of activesite cysteine residues. The activity of TPH exposed to T-4,5-D cannot be restored by anaerobic reduction with dithiothreitol (DTT) and ferrous iron (Fe2+) indicating that the inactivation is irreversible. 7-S-Glutathionyl-tryptamine-4,5-dione, formed by the rapid reaction between T-4,5-D and glutathione, also inhibits TPH but in this case the activity is restored by anaerobic reduction with DTT/Fe2+. The results of this investigation may be relevant to the initial reversible and subsequent irreversible inactivation of TPH evoked by methamphetamine and 3,4-methylenedioxymethamphetamine.

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Documento generato il 20/01/20 alle ore 04:51:34