Nitration of 2'-deoxyguanosine by a NO/O2 gas mixture: identification and characterization of N2-nitro-2'-deoxyguanosine

Org Lett. 2003 Sep 4;5(18):3173-6. doi: 10.1021/ol0300468.

Abstract

[reaction: see text] A gas mixture of NO and O(2) was bubbled into 2'-deoxyguanosine solution at neutral pH and 37 degrees C. A novel nitrated nucleoside was generated in the reaction mixture in addition to 8-nitroguanine, 8-nitroxanthine, 2'-deoxyxanthosine, xanthine, and guanine. The novel nucleoside was identified as N(2)-nitro-2'-deoxyguanosine by spectrometric data.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Deoxyguanosine / analogs & derivatives*
  • Guanine / analogs & derivatives*
  • Guanine / chemistry
  • Molecular Structure
  • Nitrates / chemistry*
  • Nitric Oxide
  • Nucleosides / chemistry
  • Oxygen
  • Xanthine / chemistry
  • Xanthines / chemistry

Substances

  • 8-Nitroxanthine
  • 8-nitroguanine
  • Nitrates
  • Nucleosides
  • Xanthines
  • Xanthine
  • Nitric Oxide
  • Guanine
  • Deoxyguanosine
  • Oxygen