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Reactions of Aflatoxin B1 Damaged DNA in vitro and in situ in Mammalian Cells

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Carcinogenesis: Fundamental Mechanisms and Environmental Effects

Part of the book series: The Jerusalem Symposia on Quantum Chemistry and Biochemistry ((JSQC,volume 13))

Abstract

The primary DNA adducts formed by metabolicallv activated aflatoxin B1 (AEB1), i.e. adducts released by acid hydrolysis as 2, 3-dihydro-2- (N7-guanyl)-3-hydroxyaflatoxin B1 (AFB1-N7 - and 37° and in situ in C3H 10T1/2 clone 8 mouse embryo fibroblasts. They undergo three major spontaneous reactions (1) release of 2,3-dihydro-2,3-dihydroxyaflatoxin B. resulting in the reconstitution of intact guanine residues; this reaction predominates under physiological conditions (2) release of free AFB.-N-Gua presumably under formation of aguaninic sites (3) Formation of secondary products in DNA which possess increased chemical stability probably by opening of the 5-membgred ring of guanine under formatiop of the putative 2,3-dihydro- 2-(N -formyl-2’,5’,6’-triamino-4’-oxo-H -pyrimidyl)-3-hydroxyaflatoxin B1 (AFB1-triamino-Py).

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Author information

Authors and Affiliations

  1. Dept. of Carcinogenesis, Swiss Institute for Experimental Cancer Research, CH-1066, Epalingess/Lausanne, Switzerland

    P. A. Cerutti, V. T. Wang & P. Amstad

Authors
  1. P. A. Cerutti
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  2. V. T. Wang
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  3. P. Amstad
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Editor information

Editors and Affiliations

  1. Institut de Biologie Physico-Chimique (Fondation Edmond de Rothschild), Université Pierre et Marie Curie (Paris VI), Paris, France

    Bernard Pullman

  2. The Johns Hopkins University, Baltimore, Maryland, USA

    Paul O. P. Ts’o

  3. National Cancer Institute, Bethesda, Maryland, USA

    Harry Gelboin

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© 1980 D. Reidel Publishing Company

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Cerutti, P.A., Wang, V.T., Amstad, P. (1980). Reactions of Aflatoxin B1 Damaged DNA in vitro and in situ in Mammalian Cells. In: Pullman, B., Ts’o, P.O.P., Gelboin, H. (eds) Carcinogenesis: Fundamental Mechanisms and Environmental Effects. The Jerusalem Symposia on Quantum Chemistry and Biochemistry, vol 13. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-9104-0_38

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  • DOI: https://doi.org/10.1007/978-94-009-9104-0_38

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-009-9106-4

  • Online ISBN: 978-94-009-9104-0

  • eBook Packages: Springer Book Archive

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