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Pyrimidine Nucleobases as Versatile and Multidentate Ligands for Heavy Metal Ions. Significance of Metal Binding to the C(5) Sites of Uracil and Cytosine

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Cytotoxic, Mutagenic and Carcinogenic Potential of Heavy Metals Related to Human Environment

Part of the book series: NATO ASI Series ((ASEN2,volume 26))

Abstract

The N(7) positions of the purine nucleobases guanine and adenine are frequently the principal binding sites for heavy metal ions in double-stranded nucleic acids [1]. These sites are located in the major groove of DNA and therefore are well accessible. For example, the antitumor agent Cisplatin preferentially coordinates to these positions [2, 3]. With denatured nucleic acids, single-stranded oligonucleotides and isolated nucleobases, many more metal binding patterns exist [4]. On the other hand, metal binding to non- purine sites can also occur in paired nucleic acids, examples being Hg(II) (C(5) of uracil or cytosine [5]; N(3) of thymine [6]) or Pb(II) (N(3) of cytosine and 0(4) of uracil) [7]. Even Pt(II), under certain circumstances, can switch from guanine-N(7) to cytosine-N(3)

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Authors and Affiliations

  1. Fachbereich Chemie, Universität Dortmund, 44221, Dortmund, Germany

    F. Zamora, P. Amo-Ochoa & B. Lippert

  2. Departamento de Química Inorgánica, Universidad Autónoma de Madrid, 28049, Madrid, Spain

    F. Zamora & P. Amo-Ochoa

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  1. F. Zamora
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  2. P. Amo-Ochoa
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  3. B. Lippert
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Editors and Affiliations

  1. Laboratory of Inorganic and General Chemistry, Department of Chemistry, University of Ioannina, Ioannina, Greece

    Nick D. Hadjiliadis

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Zamora, F., Amo-Ochoa, P., Lippert, B. (1997). Pyrimidine Nucleobases as Versatile and Multidentate Ligands for Heavy Metal Ions. Significance of Metal Binding to the C(5) Sites of Uracil and Cytosine. In: Hadjiliadis, N.D. (eds) Cytotoxic, Mutagenic and Carcinogenic Potential of Heavy Metals Related to Human Environment. NATO ASI Series, vol 26. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-5780-3_32

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  • DOI: https://doi.org/10.1007/978-94-011-5780-3_32

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-6440-8

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