Conformations of DNA duplexes containing 8-oxoguanine

J Biomol Struct Dyn. 1993 Oct;11(2):293-301. doi: 10.1080/07391102.1993.10508727.

Abstract

As a step towards elucidating the mechanisms of mutagenesis induced by irradiation and oxidation, we study the incorporation of 8-oxoguanine (OG) into duplex DNA. Molecular modelling is used to reveal changes in DNA conformational parameters due to mispairs within the sequences d(A5XA5).d(T5YT5) and d(G5XG5).d(C5YC5) where one of the bases of the bases of the central X:Y pair is OG and the other A,T,G or C. The G:C to OG:C replacements in DNA duplexes produce only minor conformational changes, similar to normal base sequence effects. The calculations suggest that both OG(syn):G and OG(syn):A mispairs can also be introduced without drastic distortion of sugar-phosphate backbone. The distortions produced by OG-containing mispairs are also found to be sequence dependent. Overall these calculations suggest that the G-->OG conversion could be an important factor in the irradiative or oxidative damage of DNA.

MeSH terms

  • Algorithms
  • Base Composition*
  • DNA / chemistry*
  • DNA / ultrastructure
  • DNA Damage*
  • Guanine / analogs & derivatives*
  • Guanine / chemistry
  • Models, Molecular
  • Nucleic Acid Conformation*
  • Nucleic Acid Heteroduplexes / chemistry*

Substances

  • Nucleic Acid Heteroduplexes
  • 8-hydroxyguanine
  • Guanine
  • DNA