Paradoxical hotspots for guanine oxidation by a chemical mediator of inflammation

Nat Chem Biol. 2006 Jul;2(7):365-6. doi: 10.1038/nchembio796. Epub 2006 Jun 4.

Abstract

Guanine in DNA is a major oxidation target owing to its low ionization potential (IP), and there is often an inverse correlation between damage frequency and sequence-dependent variation in guanine IP. We report that the biological oxidant nitrosoperoxycarbonate (ONOOCO2(-)) paradoxically selects guanines with the highest IP in GC-containing contexts. Along with sequence-dependent variation in damage chemistry, this behavior points to factors other than charge migration as determinants of genomic DNA oxidation.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Base Sequence
  • Cell Line
  • DNA / chemistry
  • DNA / metabolism*
  • Guanine / chemistry
  • Guanine / metabolism*
  • Humans
  • Inflammation Mediators / chemistry
  • Inflammation Mediators / pharmacology*
  • Ions / chemistry
  • Oxidants / chemistry
  • Oxidants / metabolism
  • Oxidation-Reduction / drug effects
  • Photochemistry
  • Riboflavin / chemistry
  • Riboflavin / pharmacology

Substances

  • Inflammation Mediators
  • Ions
  • Oxidants
  • Guanine
  • DNA
  • Riboflavin