Fingerprinting DNA oxidation processes: IR characterization of the 5-methyl-2'-deoxycytidine radical cation

Chemphyschem. 2014 Feb 24;15(3):420-3. doi: 10.1002/cphc.201300954. Epub 2014 Jan 2.

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.

Keywords: 5-methyl-2′-deoxycytidine; DNA damage; DNA oxidation; time-resolved spectroscopy; vibrational spectroscopy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cations / chemistry
  • DNA / chemistry*
  • DNA Damage
  • Deoxycytidine / analogs & derivatives*
  • Deoxycytidine / chemistry
  • Free Radicals / chemistry*
  • Oxidation-Reduction
  • Spectrophotometry, Infrared

Substances

  • Cations
  • Free Radicals
  • Deoxycytidine
  • DNA
  • 5-methyldeoxycytidine