Determination of the mechanism of demethylenation of (methylenedioxy)phenyl compounds by cytochrome P450 using deuterium isotope effects
Journal Article
·
· Journal of Medicinal Chemistry; (United States)
- Department of Pharmacology, UCLA School of Medicine (United States)
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.
- OSTI ID:
- 5029395
- Journal Information:
- Journal of Medicinal Chemistry; (United States), Vol. 34:9; ISSN 0022-2623
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
59 BASIC BIOLOGICAL SCIENCES
DEUTERIUM
ISOTOPE EFFECTS
DRUGS
METABOLISM
AMPHETAMINES
CYTOCHROMES
HYDROXIDES
LIVER
MIXED-FUNCTION OXIDASES
RABBITS
REDOX REACTIONS
TRACER TECHNIQUES
AMINES
ANALEPTICS
ANIMALS
AUTONOMIC NERVOUS SYSTEM AGENTS
BODY
CENTRAL NERVOUS SYSTEM AGENTS
CHEMICAL REACTIONS
DIGESTIVE SYSTEM
ENZYMES
GLANDS
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
ISOTOPE APPLICATIONS
ISOTOPES
LIGHT NUCLEI
MAMMALS
NUCLEI
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
ORGANS
OXIDOREDUCTASES
OXYGEN COMPOUNDS
OXYGENASES
PIGMENTS
PROTEINS
STABLE ISOTOPES
SYMPATHOMIMETICS
VERTEBRATES
550501* - Metabolism- Tracer Techniques
DEUTERIUM
ISOTOPE EFFECTS
DRUGS
METABOLISM
AMPHETAMINES
CYTOCHROMES
HYDROXIDES
LIVER
MIXED-FUNCTION OXIDASES
RABBITS
REDOX REACTIONS
TRACER TECHNIQUES
AMINES
ANALEPTICS
ANIMALS
AUTONOMIC NERVOUS SYSTEM AGENTS
BODY
CENTRAL NERVOUS SYSTEM AGENTS
CHEMICAL REACTIONS
DIGESTIVE SYSTEM
ENZYMES
GLANDS
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
ISOTOPE APPLICATIONS
ISOTOPES
LIGHT NUCLEI
MAMMALS
NUCLEI
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
ORGANS
OXIDOREDUCTASES
OXYGEN COMPOUNDS
OXYGENASES
PIGMENTS
PROTEINS
STABLE ISOTOPES
SYMPATHOMIMETICS
VERTEBRATES
550501* - Metabolism- Tracer Techniques