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Inhibitory model of methylation in carcinogen modified DNA

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Biochemistry of S-Adenosylmethionine and Related Compounds
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Abstract

N-2-acetylaminofluorene (AAF) is a potential liver carcinogen, which after metabolic activation binds to liver DNA, RNA and proteins when administered in vivo. N-acetoxy-N-2-acetylaminofluorene (N-AcO-AAF), a metabolite of AAF, reacts in vitro with DNA yielding two adducts; one of them, N9-deoxyguanosine-8-y1)-AAF represents about 80% of the modified DNA (Miller et al., 1966). It has been shown that AAF bound to mature DNA induces a conformational change in the vicinity of the modified site leading to insertion of the fluorene ring between adjacent base pairs and producing local denaturation of the double helix (Fuchs and Daune, 1972).

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References

  • Fuchs, R. and Daune, M. (1972). Physical Studies on DNA after Covalent Binding of a Carcinogen. Biochemistry, 11, 2659–2666.

    Article  PubMed  CAS  Google Scholar 

  • Pfohl-Leszkowicz, A., Salas, C. E., Fuchs, R. and Dirheimer, G. (1981). Inhibition of DNA Methylation by DNA-AAF. Biochemistry, 20, 3020–3024.

    Article  PubMed  CAS  Google Scholar 

  • Salas, C. E., Pfohl-Leszkowicz, A., Lang, M. C. and Dirheimer, G. (1979). Effect of Modification by N-Acetoxy-N-2-acetylaminofluorene on the Level of DNA Methylation. Nature, 278, 71–72.

    Article  PubMed  CAS  Google Scholar 

  • Drahovsky, D. and Morris, N. R. (1971). Mechanism of Action of Rat Liver DNA Methylase. J. Mol. Biol., 61, 343–356.

    Article  PubMed  CAS  Google Scholar 

  • Wainfan, E., Randle, S. S., Relyea, N. M. and Balis, M. E. (1978). Effects of 2-Acetylaminofluorene on Transfer RNA Methyltransferases of Rat Organs. Cancer Res., 38, 1852–1856.

    PubMed  CAS  Google Scholar 

  • Miller, E. C., Juhl, U. and Miller, J. A. (1966). Nucleic Acid Guanine Reaction with the Carcinogen N-Acetoxy-2-acetylaminofluorene. Science, 153, 1125–1127.

    Article  PubMed  CAS  Google Scholar 

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Pfohl-Leszkowicz, A., Fuchs, R.P.P., Dirheimer, G., Salas, C.E. (1982). Inhibitory model of methylation in carcinogen modified DNA. In: Biochemistry of S-Adenosylmethionine and Related Compounds. Palgrave Macmillan, London. https://doi.org/10.1007/978-1-349-06343-7_37

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