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DNA binding and cleavage studies of copper(II) complexes with 2′-deoxyadenosine modified histidine moiety

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Abstract

This work is focused on the study of DNA binding and cleavage properties of 2′-deoxyadenosines modified with ester/amide of histidine (his6dA ester, his6dA amide) and their copper(II) complexes. To determine the coordination mode of the complex species potentiometric and spectroscopic (UV–visible, CD, EPR) studies have been performed. The analysis of electronic absorption and fluorescence spectra has been used to find the nature of the interactions between the compounds and calf thymus DNA (CT-DNA). There is significant influence of the –NH2 and –OCH3 groups on binding of the ligands or the complexes to DNA. Only amide derivative and its complex reveal intercalative ability. In the case of his6dA ester and Cu(II)–his6dA ester the main interactions can be groove binding. DNA cleavage activities of the compounds have been examined by gel electrophoresis. The copper complexes have promoted the cleavage of plasmid DNA, but none of the ligands exhibited any chemical nuclease activity. The application of different scavengers of reactive oxygen species provided a conclusion that DNA cleavage caused by copper complexes might occur via hydrolytic pathway.

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Acknowledgments

Financial support of this work by Statute Funds No. I28/DzS/9184.

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Authors and Affiliations

  1. Institute of General Food Chemistry, Lodz University of Technology, ul. Stefanowskiego 4/10, 90-924, Lodz, Poland

    Justyna Borowska & Elzbieta Lodyga-Chruscinska

  2. Centre of Molecular and Macromolecular Studies, Polish Academy of Science, ul. Sienkiewicza 112, 90-363, Lodz, Poland

    Malgorzata Sierant

  3. Institute of Organic Chemistry, Lodz University of Technology, ul. Zeromskiego 176, 90-924, Lodz, Poland

    Elzbieta Sochacka

  4. Istituto C.N.R. Chimica Biomolecolare, Trav. La Crucca 3, reg. Baldinca, 07040, Sassari, Italy

    Daniele Sanna

Authors
  1. Justyna Borowska
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  2. Malgorzata Sierant
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  3. Elzbieta Sochacka
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  4. Daniele Sanna
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  5. Elzbieta Lodyga-Chruscinska
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Corresponding authors

Correspondence to Justyna Borowska or Elzbieta Lodyga-Chruscinska.

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Borowska, J., Sierant, M., Sochacka, E. et al. DNA binding and cleavage studies of copper(II) complexes with 2′-deoxyadenosine modified histidine moiety. J Biol Inorg Chem 20, 989–1004 (2015). https://doi.org/10.1007/s00775-015-1282-2

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  • DOI: https://doi.org/10.1007/s00775-015-1282-2

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