32P Postlabelling analysis of urinary mutagens from smokers of black tobacco implicates 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) as a major DNA-damaging agent

Carcinogenesis. 1991 Apr;12(4):713-7. doi: 10.1093/carcin/12.4.713.

Abstract

When mutagens extracted from the urine of two smokers of black tobacco were reacted with DNA in vitro in the presence of a metabolic activation system, several DNA adducts were detected by 32P-postlabelling analysis. Some of these adducts were also visible, but only faintly, on the autoradiogram for a non-smoker's urine. DNA adducts produced in vitro by 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline or 2-amino-1-methyl-6-phenylimidazo[3,5-b]pyridine could not account for the adduct pattern produced by the urinary mutagens. However, three or four 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)-related DNA adducts were present among the five or six adducts observed for smokers in the autoradiograms of urinary mutagen-adducted nucleotides. Mutagenicity testing combined with HPLC fractionation of urinary extracts also supported the postlabelling data which implicates PhIP as a mutagen in the urine of smokers of black tobacco.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, High Pressure Liquid / methods
  • Chromatography, Thin Layer / methods
  • DNA / metabolism
  • DNA Damage*
  • Humans
  • Imidazoles / metabolism
  • Imidazoles / toxicity*
  • Imidazoles / urine
  • Mutagens* / metabolism
  • Mutagens* / toxicity
  • Nicotiana / chemistry
  • Nucleotides / metabolism
  • Phosphorus Radioisotopes
  • Plants, Toxic
  • Smoking / metabolism
  • Smoking / urine*

Substances

  • Imidazoles
  • Mutagens
  • Nucleotides
  • Phosphorus Radioisotopes
  • 2-amino-6-methyldipyrido(1,2-a-3',2'-d)imidazole
  • DNA
  • 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine