Formation of abasic sites in DNA by t-butyl peroxyl radicals: implication for potent genotoxicity of lipid peroxyl radicals

Cancer Lett. 2000 Aug 1;156(1):51-5. doi: 10.1016/s0304-3835(00)00439-0.

Abstract

We investigated abasic site formation in calf thymus DNA after exposure to a model compound of lipid-derived peroxyl radical that was generated by the reaction of tert-butyl hydroperoxide (t-BuOOH) with hemoglobin. Abasic site density in DNA was quantified by use of an enzyme-linked immunosorvent assay-like assay. In the presence of 10 mM t-BuOOH and 12.5 or 25 microM hemoglobin, 0.6-1.0 abasic sites/10(4) nucleotides were formed. However, abasic sites were not detected after replacing hemoglobin with nonheme iron, e.g. EDTA/Fe(2+), which initiates the production of alkyl and alkoxyl radicals. Therefore, the present results suggest that lipid peroxyl radicals may have a genotoxic potential through unique reactions, including depurination and depyrimidination, which lead to DNA strand breakage.

MeSH terms

  • DNA / metabolism*
  • Hemoglobins / metabolism
  • Lipid Peroxides / metabolism*
  • Mutation
  • Peroxides / toxicity*
  • tert-Butylhydroperoxide / metabolism

Substances

  • Hemoglobins
  • Lipid Peroxides
  • Peroxides
  • perhydroxyl radical
  • DNA
  • tert-Butylhydroperoxide