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Science 2 September 1966:
Vol. 153. no. 3740, pp. 1125 - 1127
DOI: 10.1126/science.153.3740.1125
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Articles

Nucleic Acid Guanine: Reaction with the Carcinogen N-Acetoxy-2-Acetylaminofluorene

Elizabeth C. Miller 1, Ursula Juhl 1, and James A. Miller 1

1 McArdle Laboratory for Cancer Research, University of Wisconsin Medical Center, Madison

Reaction of N-acetoxy-2-acetylaminofluorene with DNA or RNA at pH 7 causes marked increase in absorption at 280 to 320 millimicrons and marked decrease in guanine content. Reaction with guanosine-8-14C yields a radioactive fluorescent derivative. The data suggest that metabolic esters of N-hydroxy-2-acetylaminofluorene may be intermediates in the binding of this proximate carcinogen to nucleic acids in vivo.


THIS ARTICLE HAS BEEN CITED BY OTHER ARTICLES:
Biochemical Basis of Genotoxicity of Heterocyclic Arylamine Food Mutagens: HUMAN DNA POLYMERASE {eta} SELECTIVELY PRODUCES A TWO-BASE DELETION IN COPYING THE N2-GUANYL ADDUCT OF 2-AMINO-3-METHYLIMIDAZO[4,5-f]QUINOLINE BUT NOT THE C8 ADDUCT AT THE NarI G3 SITE.
J.-Y. Choi, J. S. Stover, K. C. Angel, G. Chowdhury, C. J. Rizzo, and F. P. Guengerich (2006)
J. Biol. Chem. 281, 25297-25306
   Abstract »    Full Text »    PDF »
Life and Times in Biochemical Toxicology.
F. P. Guengerich (2005)
International Journal of Toxicology 24, 5-21
   Abstract »    Full Text »    PDF »
Reactivity in vivo of the Carcinogen N-Hydroxy-2-acetylaminofluorene: Increase by Sulfate Ion.
J. R. DeBaun, J. Y. R. Smith, E. C. Miller, and J. A. Miller (1970)
Science 167, 184-186
   Abstract »    PDF »
Chemical Carcinogenesis: Persistence of Bound Forms of 2-Fluorenylacetamide.
S. M. Epstein, J. McNary, B. Bartus, and E. Farber (1968)
Science 162, 907-908
   Abstract »    PDF »
Enzyme-Catalyzed Reactions of the Carcinogen N-Hydroxy-2-fluorenylacetamide with Nucleic Acid.
C. M. King and B. Phillips (1968)
Science 159, 1351-1353
   Abstract »    PDF »


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Science. ISSN 0036-8075 (print), 1095-9203 (online)