DNA adducts formed from N-benzoyloxy-N-methyl-4-aminoazobenzene in vitro and from N, N-dimethyl-4-aminoazobenzene in mouse liver. 1981

W G Tarpley, and J A Miller, and E C Miller

Reaction of N-benzoyloxy-N-methyl-4-aminoazobenzene with (14C) deoxyguanosine yielded a series of at least 10 dye derivatives separable by high-performance liquid chromatography. The major adduct, N-(deoxyguanosin-8-yl)-N-methyl-4-aminoazobenzene, was present as both cis and trans isomers. Similar series of adducts were obtained from enzymatic digests of DNA reacted in vitro with N-benzoyloxy-N-methyl-4-aminoazobenzene or from hepatic DNA of (C57BL/6 x C3H/He)F, males given injections at 12 days of age of [prime ring-(3)H]N, N-dimethyl-4-aminoazobenzene. The concentrations of the major adduct and of the second most prominent adduct in the hepatic DNA, after correction for liver growth, were approximately 30 to 70% of the initial values after 10 days; thus the second adduct was poorly removed in comparison to the major adduct.

UI MeSH Term Description Entries
D007700 Kinetics The rate dynamics in chemical or physical systems.
D008099 Liver A large lobed glandular organ in the abdomen of vertebrates that is responsible for detoxification, metabolism, synthesis and storage of various substances. Livers
D010128 p-Aminoazobenzene Used in the form of its salts as a dye and as an intermediate in manufacture of Acid Yellow, diazo dyes, and indulines. para-Aminoazobenzene,4-(Phenyldiazenyl)aniline,Aniline Yellow,C.I. Solvent Yellow 1,p Aminoazobenzene,para Aminoazobenzene
D002273 Carcinogens Substances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included. Carcinogen,Oncogen,Oncogens,Tumor Initiator,Tumor Initiators,Tumor Promoter,Tumor Promoters,Initiator, Tumor,Initiators, Tumor,Promoter, Tumor,Promoters, Tumor
D004247 DNA A deoxyribonucleotide polymer that is the primary genetic material of all cells. Eukaryotic and prokaryotic organisms normally contain DNA in a double-stranded state, yet several important biological processes transiently involve single-stranded regions. DNA, which consists of a polysugar-phosphate backbone possessing projections of purines (adenine and guanine) and pyrimidines (thymine and cytosine), forms a double helix that is held together by hydrogen bonds between these purines and pyrimidines (adenine to thymine and guanine to cytosine). DNA, Double-Stranded,Deoxyribonucleic Acid,ds-DNA,DNA, Double Stranded,Double-Stranded DNA,ds DNA
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D001391 Azo Compounds Organic chemicals where aryl or alkyl groups are joined by two nitrogen atoms through a double bond (R-N Azo Dye,Azo Dyes,Compounds, Azo,Dye, Azo,Dyes, Azo
D001711 Biotransformation The chemical alteration of an exogenous substance by or in a biological system. The alteration may inactivate the compound or it may result in the production of an active metabolite of an inactive parent compound. The alterations may be divided into METABOLIC DETOXICATION, PHASE I and METABOLIC DETOXICATION, PHASE II.
D051379 Mice The common name for the genus Mus. Mice, House,Mus,Mus musculus,Mice, Laboratory,Mouse,Mouse, House,Mouse, Laboratory,Mouse, Swiss,Mus domesticus,Mus musculus domesticus,Swiss Mice,House Mice,House Mouse,Laboratory Mice,Laboratory Mouse,Mice, Swiss,Swiss Mouse,domesticus, Mus musculus

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