Formation of 8-nitroguanine in DNA treated with peroxynitrite in vitro and its rapid removal from DNA by depurination

FEBS Lett. 1995 Dec 4;376(3):207-10. doi: 10.1016/0014-5793(95)01281-6.


Peroxynitrite is a strong oxidant formed by reaction of nitric oxide with superoxide in inflamed tissues. We have demonstrated that 8-nitroguanine is formed dose-dependently in calf thymus DNA incubated with low concentrations of peroxynitrite in vitro. 8-Nitroguanine in acid-hydrolyzed DNA was chemically reduced into 8-aminoguanine, which was analyzed using high performance liquid chromatography with electrochemical detection. Only peroxynitrite, but not nitrite, tetranitromethane nor NO-releasing compounds, formed 8-nitroguanine. Antioxidants and desferrioxamine inhibited the reaction. 8-Nitroguanine was depurinated from DNA incubated at pH 7.4, 37 degrees C (t1/2 = approximately 4 h). Peroxynitrite did not increase 8-oxoguanine levels in DNA.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antioxidants / chemistry
  • Apurinic Acid / chemistry*
  • Cattle
  • DNA / chemistry*
  • Deferoxamine / chemistry
  • Free Radicals / chemistry
  • Guanine / analogs & derivatives*
  • Guanine / chemistry
  • Nitrates / chemistry*


  • 8-nitroguanine
  • Antioxidants
  • Free Radicals
  • Nitrates
  • Apurinic Acid
  • peroxynitric acid
  • Guanine
  • DNA
  • Deferoxamine