Structural property and enzymatic response of oxanine in DNA strands

Nucleic Acids Symp Ser (Oxf). 2006:(50):97-8. doi: 10.1093/nass/nrl048.

Abstract

Oxanine (Oxa, O), one of the major products generated from guanine (Gua) by nitrosative oxidation has been expected as mutagenic lesion involved in NO- or HNO(2) -induced genotoxicity. Here, to elucidate the biological meaning of Oxa in DNA strands, several kinds of Oxa-containing oligodeoxynucleotides (Oxa-ODNs) were synthesized and applied to biophysical and biochemical characterization. CD and NMR analyses revealed that the conformations of all the Oxa-containing duplexes are basically B-type without causing any severe distortion in the whole DNA structure. It was also determined that restriction endonucleases recognize and cleave the specific base-sequence even when Gua was substituted by Oxa in the sequence. When Oxa-ODN was testified as substrates for other DNA-relevant enzymes, the enzymatic functions were not largely affected by Oxa.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaline Phosphatase / metabolism
  • Circular Dichroism
  • DNA / chemistry*
  • DNA / metabolism
  • DNA Restriction Enzymes / metabolism
  • Nuclear Magnetic Resonance, Biomolecular
  • Oligodeoxyribonucleotides / chemistry
  • Oligodeoxyribonucleotides / metabolism
  • Polynucleotide 5'-Hydroxyl-Kinase / metabolism
  • Purine Nucleosides / chemistry*

Substances

  • Oligodeoxyribonucleotides
  • Purine Nucleosides
  • oxanine
  • DNA
  • Polynucleotide 5'-Hydroxyl-Kinase
  • DNA Restriction Enzymes
  • Alkaline Phosphatase