Sensitive method for the detection of mutagenic nitroarenes and aromatic amines: new derivatives of Salmonella typhimurium tester strains possessing elevated O-acetyltransferase levels.

Acetyl-CoA: N-hydroxyarylamine O-acetyltransferase is an enzyme involved in the intracellular metabolic activation of arylhydroxylamines derived from mutagenic nitroarenes and aromatic amines. The acetyltransferase gene of Salmonella typhimurium TA1538 was cloned into pBR322 and the plasmids harboring the gene were introduced into TA98 and TA100. The resulting strains (YG1024 and YG1029) had about 100 times higher 2-hydroxyamino-6-methyldipyrido[1,2-a:3',2'-d]-imidazole (N-hydroxy-Glu-P-1) O-acetyltransferase activity than TA1538 containing pBR322, and were extremely sensitive to the mutagenic actions of 2-nitrofluorene, 1-nitropyrene, 1,8-dinitropyrene, 2-amino-6-methyldipyrido[1,2-a:3',2-d)-imidazole (Glu-P-1), 2-aminofluorene and 2-aminoanthracene. These results indicate that the new strains permit the efficient detection of the mutagenicity of environmental nitroarenes and aromatic amines.

[1]  T. Kamataki,et al.  Mechanism of activation of proximate mutagens in Ames' tester strains: the acetyl-CoA dependent enzyme in Salmonella typhimurium TA98 deficient in TA98/1,8-DNP6 catalyzes DNA-binding as the cause of mutagenicity. , 1983, Biochemical and biophysical research communications.

[2]  H. Rosenkranz,et al.  Mutagenicity and carcinogenicity of nitroarenes and their sources in the environment. , 1986, Critical reviews in toxicology.

[3]  H. Ohgaki,et al.  Induction of sarcomas in rats by subcutaneous injection of dinitropyrenes. , 1984, Carcinogenesis.

[4]  T. Kamataki,et al.  Metabolic activation of mutagenic N-hydroxyarylamines by O-acetyltransferase in Salmonella typhimurium TA98. , 1985, Archives of biochemistry and biophysics.

[5]  T. Sugimura,et al.  Successful use of short-term tests for academic purposes: their use in identification of new environmental carcinogens with possible risk for humans. , 1988, Mutation research.

[6]  T. Sugimura,et al.  Carcinogenicity of mutagenic heterocyclic amines formed during the cooking process. , 1985, Mutation research.

[7]  S. Kondo,et al.  Comparative mutability of the Ames tester strains of Salmonella typhimurium by ultraviolet radiation and by 4-nitroquinoline 1-oxide. , 1982, Mutation research.

[8]  T. Sugimura,et al.  Isolation and Structure Determination of Mutagenic Substances in L-Glutamic Acid Pyrolysate , 1978 .

[9]  A. Itai,et al.  Mutagenic Principle(s) in Tryptophan and Phenylalanine Pyrolysis Products , 1977 .

[10]  B. Ames,et al.  Revised methods for the Salmonella mutagenicity test. , 1983, Mutation research.

[11]  J. Weisburger,et al.  Chemistry, carcinogenicity, and metabolism of 2-fluorenamine and related compounds. , 1958, Advances in cancer research.

[12]  S. Rappaport,et al.  Direct-acting mutagens in automobile exhaust. , 1978, Cancer letters.

[13]  Y. Y. Wang,et al.  Disubstituted amino-, nitroso-, and nitrofluorenes: a physicochemical basis for structure-activity relationships in Salmonella typhimurium. , 1987, Environmental mutagenesis.

[14]  O. H. Lowry,et al.  Protein measurement with the Folin phenol reagent. , 1951, The Journal of biological chemistry.

[15]  H. Rosenkranz,et al.  The extraordinary mutagenicity of nitropyrenes in bacteria. , 1981, Mutation research.

[16]  T. Sugimura Studies on environmental chemical carcinogenesis in Japan. , 1986, Science.

[17]  M. Tada,et al.  Seryl-tRNA synthetase and activation of the carcinogen 4-nitroquinoline 1-oxide , 1975, Nature.

[18]  T. Eling,et al.  Prostaglandin H synthase-dependent mutagenic activation of benzidine in a Salmonella typhimurium Ames tester strain possessing elevated N-acetyltransferase levels. , 1989, Cancer research.

[19]  H. Rosenkranz,et al.  Evidence for the existence of a family of bacterial nitroreductases capable of activating nitrated polycyclics to mutagens. , 1981, Environmental mutagenesis.

[20]  J A Miller,et al.  Carcinogenesis by chemicals: an overview--G. H. A. Clowes memorial lecture. , 1970, Cancer research.

[21]  M. Ishidate,et al.  A sensitive method for the detection of mutagenic nitroarenes: construction of nitroreductase-overproducing derivatives of Salmonella typhimurium strains TA98 and TA100. , 1989, Mutation research.

[22]  Pederson Tc,et al.  The role of nitroaromatic compounds in the direct-acting mutagenicity of diesel particle extracts. , 1981 .

[23]  W. Weber,et al.  Biochemical evidence for the coexistence of monomorphic and polymorphic N-acetyltransferase activities on a common protein in rabbit liver. , 1982, The Journal of pharmacology and experimental therapeutics.

[24]  H. Rosenkranz,et al.  The chemical activation of non-mutagenic nitrated polycyclic aromatic hydrocarbons to mutagens. , 1982, Mutation research.

[25]  H. Rosenkranz,et al.  The basis of the insensitivity of Salmonella typhimurium strain TA98/1,8-DNP6 to the mutagenic action of nitroarenes. , 1983, Mutation research.

[26]  H S Rosenkranz,et al.  Mutagenicity and genotoxicity of nitroarenes. All nitro-containing chemicals were not created equal. , 1983, Mutation research.

[27]  J. Brewer,et al.  A unique pharmacogenetic expression of the N-acetylation polymorphism in the inbred hamster. , 1982, The Journal of pharmacology and experimental therapeutics.

[28]  C. King,et al.  Evidence for nitroaromatics as direct-acting mutagens of airborne particulates , 1980 .

[29]  M. Ishidate,et al.  New tester strains of Salmonella typhimurium highly sensitive to mutagenic nitroarenes. , 1987, Biochemical and biophysical research communications.

[30]  J. Scribner,et al.  Mechanisms of action of carcinogenic aromatic amines: an investigation using mutagenesis in bacteria. , 1979, Chemico-Biological Interactions.

[31]  T. Kamataki,et al.  A new assay for N-hydroxyarylamine O-acetyltransferase: reduction of N-hydroxyarylamines through N-acetoxyarylamines. , 1986, Analytical biochemistry.