PMID: 1680196Sep 1, 1991Paper

Determination of the mechanism of demethylenation of (methylenedioxy)phenyl compounds by cytochrome P450 using deuterium isotope effects

Journal of Medicinal Chemistry
J M FukutoA K Cho

Abstract

The mechanism of demethylenation of (methylenedioxy)benzene (MDB), (methylenedioxy)amphetamine (MDA), and (methylenedioxy)methamphetamine (MDMA) by purified rabbit liver cytochrome P450IIB4 has been investigated by using deuterium isotope effects. A comparison of the magnitude and direction of the observed kinetic isotope effects indicates that the three compounds are demethylenated by different mechanisms. The different mechanisms of demethylenation have been proposed on the basis of comparisons of the observed biochemical isotope effects with the isotope effects from purely chemical systems.

Citations

Feb 5, 2005·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·Amit S KalgutkarA Marfat
Jan 1, 1992·Critical Reviews in Toxicology·T J Monks, S S Lau
Aug 9, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jianxiu ZhaiWansheng Chen
Jun 20, 2007·Rapid Communications in Mass Spectrometry : RCM·Lekha SlenoGérard Hopfgartner
Sep 13, 2011·Drug Metabolism and Disposition : the Biological Fate of Chemicals·Kaisa A SalminenHannu Raunio
Jan 9, 2018·Annual Review of Pharmacology and Toxicology·Arthur K Cho
Aug 9, 2017·Scientific Reports·Hisashi TakedaTomoo Hosoe
Sep 14, 2019·Biotechnology Reports·Luke RichardsSally L Gras

Related Concepts

Cytochrome P-450 Oxygenase
Deuterons
Hydroxides
Isotopes
Microsomes, Liver
NADPH-Ferrihemoprotein Reductase
Oxidation-Reduction
Substrate Specificity
3,4-Methylenedioxyamphetamine
Hydroxyl Radical

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