Modulation of remote DNA oxidation by hybridization with peptide nucleic acids (PNA)

Bioorg Med Chem. 2002 Mar;10(3):713-8. doi: 10.1016/s0968-0896(01)00320-0.

Abstract

We have examined the efficiency of DNA photooxidation in DNA/PNA duplex and DNA/(PNA)(2) triplex for the first time. DNA/PNA duplex was cleaved at GG steps by external riboflavin with high efficiency like specific GG cleavage in DNA/DNA duplex. However, the 5'G selectivity of the GG oxidation in DNA/PNA duplex was much lower than that observed in DNA/DNA duplex. Remote DNA oxidation of oxidant-tethered DNA/PNA duplex was considerably suppressed. In contrast, the formation of DNA/(PNA)(2) triplex by hybridization with two PNA strands completely inhibited the remote GG oxidation, indicating that PNA acts as an inhibition for remote oxidative DNA damage.

MeSH terms

  • DNA / metabolism*
  • DNA / radiation effects
  • DNA Damage / drug effects*
  • DNA Damage / radiation effects
  • Dinucleoside Phosphates / metabolism
  • Dinucleoside Phosphates / radiation effects
  • Models, Molecular
  • Nucleic Acid Hybridization*
  • Oligodeoxyribonucleotides / chemical synthesis
  • Oligodeoxyribonucleotides / metabolism
  • Oligodeoxyribonucleotides / radiation effects
  • Oxidants, Photochemical / pharmacology
  • Oxidation-Reduction / drug effects
  • Peptide Nucleic Acids / chemical synthesis
  • Peptide Nucleic Acids / metabolism
  • Peptide Nucleic Acids / pharmacology*
  • Photochemistry
  • Riboflavin / pharmacology

Substances

  • Dinucleoside Phosphates
  • Oligodeoxyribonucleotides
  • Oxidants, Photochemical
  • Peptide Nucleic Acids
  • diguanosine triphosphate
  • DNA
  • Riboflavin