Aromatic amines mutagenicity

Kami H, T Watanabe, S Takemura, Y Kameda, T Hirayama (2000) isolation and chemical-structural identification of a novel aromatic amine mutagen in an ozonized solution of m-phenylenediamine. Chem Res Toxicol 13 165-169. 

Fouarge M, Mercier M, Poncelet F (1984) Liver, kidney and small-intestine microsomal-mediated mutagenicity of carcinogenic aromatic amines. Mutat Res 125(1) 23-31... 

Anderson, R.S., J.E. Doos, and F.L. Rose. 1982. Differential ability of Ambystoma tigrinum hepatic microsomes to produce mutagenic metabolites from polycyclic aromatic hydrocarbons and aromatic amines. Cancer Lett. 16 33-41. 

That the aromatic amine benzidine is mutagenic only at the TK locus in L5178Y TK+,/ cells. The most disturbing finding was that benzidine (detectable without metabolism by S9 mix) did not produce detectable DNA adducts (as shown by 32P-post-labeling) in L5178Y cells. Thus, the mechanism... 

Uses Preparation of derivatives for biochemical and cancer research, i.e., studying carcinogenicity and mutagenicity of aromatic amines. 

Bechtold WE, Dutcher JS, Brooks AL, et al. 1985. Contribution of primary aromatic amines to the mutagenicity of gasifer tars and coal oils. Mutat Res 155 7-16. 

The rate of reaction with A-acetoxy-A-benzyloxybenzamide (115, Y = H), determined dilatometrically in aqueous acetonitrile at 294 K, showed first-order dependence upon concentrations of both mutagen and azide and yielded a bimolecular rate constant of ca 1.9 lmol s. Reaction of hydroxide ion with 139 proceeded with similar, large rate constants in aqueous organic media. Rate constants for the reaction of A-acyloxy-A-alkoxyamides with softer nucleophiles, aromatic amines or glutathione were slower by two to three orders of magnitude ... 

King, C. M., L. J. Romano, and D. Schuetzle, Eds., Carcinogenic and Mutagenic Responses to Aromatic Amines and Nitroarenes, Elsevier, New York, 1988. 

Watanabe, M., M. Ishidate, Jr., and T. Nohmi, Sensitive Method for the Detection of Mutagenic Nitroarenes and Aromatic Amines New Derivatives of Salmonella typhimurium Tester Strains Possessing Elevated O-Acetyltransferase Levels, Mutat. Res., 234, 337-348 (1990). 

M.L. Tedjamulia. Y. Tominaga, M. Sugiura, H. Kudo, M.L. Lee u. R.N. Castle, Polynucl. Aromal. Hydrocarbons, Int. Symp., 7th, 1161-1172 (1982) The Synthesis of Potentially Mutagenic Polycyclic Aromatic Amines". 

Roberts, D.R. (1983) Summary Report NIOSH-EPA Interagency Agreement for the Assessment of Human Health Effects from Exposure to Di-2-(Ethylhexyl) Phthalate, Cincinnati, OH, National Institute for Occupational Safety and Health Robertson, I.G.C., Sivarajah, K., Eling, T.E. Zeiger, E. (1983) Activation of some aromatic amines to mutagenic products by prostaglandin endoperoxide synthetase. Cancer Res., 43, 476-480... 

Kawalek, J.C., Hallmark, R.K. Andrews, A.W. (1983) Effect of lithocholic acid on the mutagenicity of some substituted aromatic amines. J. natl Cancer Inst., 71, 293-298... 

Thorgeirssorr, S.S., Glowirrski, LB. McManus, M.E. (1983) Metabolism, mutagerricity and carcinogerricity of aromatic amines. Rev. Biochem. Toxicol, 5, 349-387 Topham, J.C. (1980) Do induced sperm-head abnormahties in mice specifically iderrtily mammalian mutagens rather than carcinogerrs Mutat Res., 74, 379-387... 

Thorgiersson SS, Glowinski IB, Mcmanus ME. Metabolism, mutagenicity and carcinogenicity of aromatic amines. In Hodgson E, Bend JR, Philpot RM, eds. Reviews in Biochemical Toxicology, Vol. 5. New York Elsevier-North Holland, 1983. 

Simula, T.P, Glancey, M.J. Wolf, C.R. (1993) Human glutathione S -transferase-expressing Salmonella typhimurium tester strains to study the activation/detoxification of mutagenic compounds studies with halogenated compounds, aromatic amines and aflatoxin Bp Carcinogenesis, 14, 1371-1376... 

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