Fingerprinting DNA Oxidation Processes: IR Characterization of the 5-Methyl-2′-Deoxycytidine Radical Cation

Authors

  • Dominik B. Bucher,

    1. BioMolecular Optics and Center for Integrated Protein Science, Ludwig-Maximilians-Universität, Oettingenstr. 67, 80538 München (Germany), Fax: (+49) 89-2180-9202
    2. Center for Integrated Protein Science, Department für Chemie, Ludwig-Maximilians-Universität, Butenandtstr. 5–13, 81377 München (Germany)
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  • Bert M. Pilles,

    1. BioMolecular Optics and Center for Integrated Protein Science, Ludwig-Maximilians-Universität, Oettingenstr. 67, 80538 München (Germany), Fax: (+49) 89-2180-9202
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  • Toni Pfaffeneder,

    1. Center for Integrated Protein Science, Department für Chemie, Ludwig-Maximilians-Universität, Butenandtstr. 5–13, 81377 München (Germany)
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  • Prof. Dr. Thomas Carell,

    1. Center for Integrated Protein Science, Department für Chemie, Ludwig-Maximilians-Universität, Butenandtstr. 5–13, 81377 München (Germany)
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  • Prof. Wolfgang Zinth

    Corresponding author
    1. BioMolecular Optics and Center for Integrated Protein Science, Ludwig-Maximilians-Universität, Oettingenstr. 67, 80538 München (Germany), Fax: (+49) 89-2180-9202
    • BioMolecular Optics and Center for Integrated Protein Science, Ludwig-Maximilians-Universität, Oettingenstr. 67, 80538 München (Germany), Fax: (+49) 89-2180-9202

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Abstract

Methylated cytidine plays an important role as an epigenetic signal in gene regulation. Its oxidation products are assumed to be involved in active demethylation processes but also in damaging DNA. Here, we report the photochemical production of the 5-methyl-2′-deoxycytidine radical cation via a two-photon ionization process. The radical cation is detected by time-resolved IR spectroscopy and identified by band assignment using density functional theory calculations. Two final oxidation products are characterized with liquid chromatography coupled to mass spectrometry.

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