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Role of N-methylolpentamethylmelamine in the metabolic activation of hexamethylmelamine

Journal Article · · Cancer Res.; (United States)
OSTI ID:5984193
; ;
Hexamethylmelamine (HMM) is metabolized by rat hepatic microsomal preparations to reactive species which covalently bind to microsomal protein and to calf thymus DNA added to microsomal incubation mixtures. Covalent binding to macromolecules is dependent on the presence of molecular oxygen and reduced nicotinamide adenine dinucleotide phosphate and is catalyzed by cytochrome P-450 monooxygenases. Reduced nicotinamide adenine dinucleotide-dependent covalent binding of (methyl-/sup 14/C)HMM to microsomal protein is greater than that of (ring-/sup 14/C)HMM. Reduced nicotinamide adenine dinucleotide phosphate-dependent covalent binding of (ring-/sup 14/C)HMM and (methyl-/sup 14/C)HMM to calf thymus DNA added to microsomal incubation mixtures are approximately equal. The (ring-/sup 14/C)-labeled carbinolamine intermediate in HMM demethylation, N-methylolpentamethylmelamine, covalently binds to microsomal protein and, to a much greater extent, to calf thymus DNA.
Research Organization:
Department of Oncology, Mayo Clinic, Rochester, Minnesota
OSTI ID:
5984193
Journal Information:
Cancer Res.; (United States), Journal Name: Cancer Res.; (United States) Vol. 43:2; ISSN CNREA
Country of Publication:
United States
Language:
English

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Related Subjects

550201 -- Biochemistry-- Tracer Techniques
560301* -- Chemicals Metabolism & Toxicology-- Cells-- (-1987)
59 BASIC BIOLOGICAL SCIENCES
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
AMINES
AZINES
BIOCHEMICAL REACTION KINETICS
CARBON 14 COMPOUNDS
CELL CONSTITUENTS
DNA
HETEROCYCLIC COMPOUNDS
ISOTOPE APPLICATIONS
KINETICS
LABELLED COMPOUNDS
MELAMINE
METABOLIC ACTIVATION
METABOLISM
METABOLITES
MICROSOMES
NUCLEIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANOIDS
REACTION KINETICS
TRACER TECHNIQUES
TRIAZINES