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Chemistry and Biochemistry of DNA Radicals

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Free Radicals in Biology and Environment

Part of the book series: NATO ASI Series ((ASHT,volume 27))

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Abstract

Many antibiotics of the bleomycin and enediyne family induce DNA strand cleavage by abstracting a hydrogen atom from the 4’-position of the deoxyribose unit thus forming 4’-DNA radicals as intermediates. Recently, we have synthesized the modified nucleosides 1 and 2 which are precursors of 4’-nucleoside radicals.1

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References

  1. Giese, B., Erdmann, P., SchAfer, T. and Schwitter, U. (1994) Synthesis of a 4’selenated 2-deoxyadenosine derivative: A novel precursor for the preparation of modified oligonucleotides, Synthesis 1310–1312;

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  2. Giese, B., Imwinkelried, P. and Petretta, M. (1994) Synthesis of a modified thymidine and preparation of precursors of oligonucleotide radicals, Synlett 1003–1004.

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  3. Giese, B., Dussy, A., Elie, C., Erdmann, P. and Schwitter, U. (1994) Synthesis and selective radical cleavage of C-4’-modified oligonucleotides, Angew. Chem. Int. Ed. Engl. 33, 1861–1863.

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  4. Giese, B. Beyrich-Graf, X., Erdmann, P., Giraud, L., Imwinkelried, P., Müller, S. N. and Schwitter, U. (1995) Cleavage of single-stranded 4’-oligonucleotide radicals in the presence of 02, J. Am. Chem. Soc. 117, 6146–6147;

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  5. Giese, B. Beyrich-Graf, X., Erdmann, P., Petretta, M. and Schwitter, U. (1995) The chemistry of single-stranded 4’-DNA radicals, Chem. & Biol. 2, 367–375.

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  6. Hess, M. T., Schwitter, U., Petretta, M., Giese, B. and Naegeli, H. (1996) Site-specific substrates for human excision repair: Comparison between deoxyribose and base adducts, Chem. & Biol. 3, 121–128.

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© 1997 Springer Science+Business Media Dordrecht

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Giese, B., Marx, A., Schwitter, U. (1997). Chemistry and Biochemistry of DNA Radicals. In: Minisci, F. (eds) Free Radicals in Biology and Environment. NATO ASI Series, vol 27. Springer, Dordrecht. https://doi.org/10.1007/978-94-017-1607-9_20

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  • DOI: https://doi.org/10.1007/978-94-017-1607-9_20

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-90-481-4831-8

  • Online ISBN: 978-94-017-1607-9

  • eBook Packages: Springer Book Archive

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