HPLC separation of 32P-postlabelled DNA adducts formed from dibenz[a,h]anthracene in skin

Chem Biol Interact. 1992 Dec;85(2-3):173-85. doi: 10.1016/0009-2797(92)90060-x.

Abstract

Mouse skin and human skin have been treated in vivo or in short-term organ culture with dibenz[a,h]anthracene (DB[a,h]A), the related 3,4- or 5,6-diols or the anti- or syn-3,4-diol 1,2-oxides. DNA hydrolysates have been 32P-postlabelled and the adducts present examined by HPLC using a phenyl-modified reverse phase column and, for comparison, by PEI-cellulose TLC and autoradiography. The adducts formed when the diol-epoxides were reacted with salmon sperm DNA were also examined. The results show that in mouse skin treated in vivo, the major adducts formed from DB[a,h]A and the 3,4-diol were the same and that two of them were more polar than those formed in skin or in DNA that had been treated with the related anti- or syn-diol epoxides. Human skin treated with DB[a,h]A in culture yielded an adduct profile that was qualitatively similar to the profiles obtained with mouse skin.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Benz(a)Anthracenes / isolation & purification*
  • Benz(a)Anthracenes / metabolism
  • Chromatography, High Pressure Liquid
  • DNA / isolation & purification*
  • DNA / metabolism
  • Humans
  • Isotope Labeling
  • Male
  • Mice
  • Mice, Inbred C57BL
  • Organ Culture Techniques
  • Phosphorus Radioisotopes
  • Skin / chemistry*

Substances

  • Benz(a)Anthracenes
  • Phosphorus Radioisotopes
  • dibenz(a,j)anthracene-3,4-diol-1,2-epoxide
  • dibenzoanthracene-5,6-dihydrodiol
  • dibenz(a,h)anthracene-3,4-diol
  • dibenz(a,h)anthracene-3,4-diol 1,2-oxide
  • DNA
  • 1,2,5,6-dibenzanthracene