Chemical and biological consequences of oxidatively damaged guanine in DNA

Free Radic Res. 2012 Apr;46(4):420-41. doi: 10.3109/10715762.2011.653968. Epub 2012 Feb 22.


Of the four native nucleosides, 2'-deoxyguanosine (dGuo) is most easily oxidized. Two lesions derived from dGuo are 8-oxo-7,8-dihydro-2'-deoxyguanosine (8-oxodGuo) and 2,6-diamino-4-hydroxy-5-formamidopyrimidine (Fapy)∙dGuo. Furthermore, while steady-state levels of 8-oxodGuo can be detected in genomic DNA, it is also known that 8-oxodGuo is more easily oxidized than dGuo. Thus, 8-oxodGuo is susceptible to further oxidation to form several hyperoxidized dGuo products. This review addresses the structural impact, the mutagenic and genotoxic potential, and biological implications of oxidatively damaged DNA, in particular 8-oxodGuo, Fapy∙dGuo, and the hyperoxidized dGuo products.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Review

MeSH terms

  • 8-Hydroxy-2'-Deoxyguanosine
  • Animals
  • DNA / metabolism*
  • DNA Damage / drug effects*
  • Deoxyguanosine / analogs & derivatives*
  • Deoxyguanosine / chemistry
  • Humans
  • Oxidative Stress*


  • 8-Hydroxy-2'-Deoxyguanosine
  • DNA
  • Deoxyguanosine