Benzo(a)pyrene metabolism by rat liver microsomes: effects of adding purified glutathione S-transferases A, B, and C

Cancer Res. 1982 Oct;42(10):4215-21.

Abstract

We have examined the effects of adding glutathione and isolated cytosolic glutathione S-transferases A, B, and C to rat liver microsomes metabolizing benzo(a)pyrene. Addition of glutathione alone resulted in the conjugation of 15 to 20% of the total metabolites of benzo(a)pyrene, and this conjugation could be inhibited almost entirely by bromosulfophthalein (an inhibitor of glutathione S-transferases), indicating that it is catalyzed by the glutathione S-transferase present in microsomes. Addition of purified cytosolic glutathione S-transferases A, B, and C yielded about 30 to 40% conjugate formation. Analysis of metabolites by high-pressure liquid chromatography demonstrated that the formation of 4,5-diol of benzo(a)pyrene was decreased by at least 80% by conjugation and that the 7,8-diol was also decreased significantly (40 to 60%). In addition, it was found that glutathione S-transferase B is capable of conjugating benzo(a)pyrene 1,6- and 3,6-quinones.

Publication types

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

MeSH terms

  • Animals
  • Benzo(a)pyrene
  • Benzopyrenes / metabolism*
  • Carcinogens / metabolism*
  • Cytosol / enzymology
  • Glutathione Transferase / isolation & purification
  • Glutathione Transferase / metabolism*
  • Kinetics
  • Liver / enzymology
  • Male
  • Microsomes, Liver / metabolism*
  • Rats
  • Rats, Inbred Strains

Substances

  • Benzopyrenes
  • Carcinogens
  • Benzo(a)pyrene
  • Glutathione Transferase