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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

  • F. Zamora
  • P. Amo-Ochoa
  • B. Lippert
Chapter
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Part of the NATO ASI Series book 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)

Keywords

Metal Binding PyrimIdine NucleoSIde Linkage IsomerizatIon Metal Entity Pyrimidine Nucleobases 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Springer Science+Business Media Dordrecht 1997

Authors and Affiliations

  • F. Zamora
    • 1
    • 2
  • P. Amo-Ochoa
    • 1
    • 2
  • B. Lippert
    • 1
  1. 1.Fachbereich ChemieUniversität DortmundDortmundGermany
  2. 2.Departamento de Química InorgánicaUniversidad Autónoma de MadridMadridSpain

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