PMID: 6752940Sep 1, 1982

Aminofluorene-DNA adduct formation in Salmonella typhimurium exposed to the carcinogen N-hydroxy-2-acetylaminofluorene

Proceedings of the National Academy of Sciences of the United States of America
D T BeranekF A Beland

Abstract

The DNA adducts formed during incubation of the hepatocarcinogen N-hydroxy-2-acetylaminofluorene with Salmonella typhimurium tester strain TA1538 were investigated to determine if the covalently bound products were identical to those adducts found in rat liver DNA and to establish the biological significance of the adducts in a mutational assay. When bacteria were exposed to N-hydroxy-2-acetylaminofluorene in the presence of a 9,000 x g supernatant from a rat liver homogenate (S9), only one adduct was detected. This adduct had chromatographic, pH-dependent partitioning, and UV spectral characteristics identical to those of N-(deoxyguanosin-8-yl)-2-aminofluorene. In the absence of S9 activation the same product was detected, but at a 85-90% lower level, which indicates that S. typhimurium also may be capable of metabolizing N-hydroxy-2-acetylaminofluorene to a reactive electrophile. When incubations were conducted with N-hydroxy-2-aminofluorene in the absence of the activation system, N-(deoxyguanosin-8-yl)-2-aminofluorene again was the major adduct. At equimolar concentrations, the arylhydroxylamine was approximately 10 times more efficient than the arylhydroxamic acid in inducing reversions in the bacteria. Comparison of the m...Continue Reading

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Citations

Jan 1, 1986·Journal of Cancer Research and Clinical Oncology·H G Neumann
Oct 9, 1991·Biochemical Pharmacology·D P Malliaros, P Goldman
Jan 1, 1991·Chemico-biological Interactions·L J Sammartano, D Malejka-Giganti
Sep 1, 1988·Mutation Research·B Beije, L Möller
Jan 1, 1991·Mutation Research·R CrebelliA Carere
Jan 1, 1989·Toxicology in Vitro : an International Journal Published in Association with BIBRA·A J Smith, J K Chipman
Feb 1, 1984·Proceedings of the National Academy of Sciences of the United States of America·T R Irvin, G N Wogan
Oct 1, 1985·Proceedings of the National Academy of Sciences of the United States of America·R C GuptaH C Smith
Dec 1, 1983·Journal of Biomolecular Structure & Dynamics·B E Hingerty, S Broyde
Aug 24, 2006·International Journal of Phytoremediation·Christopher F HoehamerKarl Erik L Eriksson
Sep 20, 1986·Journal of Molecular Biology·N Mitchell, G Stöhrer
Feb 28, 1983·Biochemical and Biophysical Research Communications·K C MortonL J Marnett
Jan 1, 1983·Annals of the New York Academy of Sciences·A Dipple, C A Bigger
Jun 1, 1985·Chemico-biological Interactions·R Crebelli, M A Iorio
Oct 1, 1984·Toxicology and Applied Pharmacology·E M Faustman-WattsM R Juchau
Jan 1, 1984·Teratogenesis, Carcinogenesis, and Mutagenesis·E M Faustman-WattsM R Juchau
Jan 1, 1988·Environmental and Molecular Mutagenesis·R H HeflichF A Beland

Related Concepts

Metabolic Biotransformation
Cell Survival
DNA, Bacterial
Hydroxyacetylaminofluorene
Microsomes, Liver
Mutagenicity Tests
Clastogens
August Rats
Salmonella typhimurium LT2
Acetylaminofluorene

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