PMID: 10260Oct 15, 1976

Prevention of benzo(a)pyrene-induced mutagenicity by homogeneous epoxide hydratase

International Journal of Cancer. Journal International Du Cancer
F OeschH R Glatt


Benzo(a)pyrene and benz(a) anthrancene which, in contrast to the K-region epoxides benzo(a)pyrene 4,5-oxide and benz(a)anthracene 5,6-oxide, are not mutagenic to Salmonella typhimurium TA 1537 in the absence of mammalian enzyme preparations, were activated by liver microsomes from C3H mice, which had not received any pretreatment, to mutagens reverting this tester strain to histidine prototrophy. Addition of epoxide hydratase inhibitors greatly increased this mutagenicity and addition of pure epoxide hydratase reduced it by more than 95% down to the range of spontaneous mutations as observed in absence of any added mutagen. This demonstrates than the metabolic pathway responsible for the mutagenicity of both polycyclic hydrocarbons observed in this system proceeds entirely via an epoxidation pathway and that the responsible metabolites are epoxides or species arising from them. Moreover, further metabolism by epoxide hydratase does not lead to produce contributing to the mutagenicity observed with the tester strain used. Finally, the epoxides relevant for the observed mutagenicity are substrates for epoxide hydratase; indeed, modest amounts of the pure enzyme can prevent the mutagenic effect.


Nov 15, 1975·FEBS Letters·P BentleyA Tsugita
Feb 9, 1976·Biochemical and Biophysical Research Communications·P G WislockiA H Conney
Oct 1, 1975·Proceedings of the National Academy of Sciences of the United States of America·F J WiebelM J Coon
Feb 1, 1976·Proceedings of the National Academy of Sciences of the United States of America·E HubermanV Gelboin
Jan 1, 1975·Annual Review of Biochemistry·C Heidelberger
Sep 16, 1975·Biochemical and Biophysical Research Communications·C MalaveilleP Sims
Nov 15, 1975·International Journal of Cancer. Journal International Du Cancer·H R GlattS Garattini
Aug 1, 1975·Proceedings of the National Academy of Sciences of the United States of America·A W WoodD M Jerina
Nov 15, 1975·FEBS Letters·P Bentley, F Oesch
Aug 1, 1973·Proceedings of the National Academy of Sciences of the United States of America·B N AmesF D Lee
Apr 15, 1974·Biochemical Pharmacology·F OeschH Fahrlaender
Mar 1, 1973·Proceedings of the National Academy of Sciences of the United States of America·B N AmesW E Durston
Jan 1, 1974·Advances in Cancer Research·P Sims, P L Grover


Dec 30, 1977·Archives of Toxicology·P BentleyH R Glatt
Sep 1, 1979·Mutation Research·M HollsteinW W Nichols
Jan 1, 1990·Mutation Research·M D WatersH E Brockman
Oct 1, 1982·Mutation Research·G M SeixasW G Thilly
Feb 1, 1980·British Journal of Industrial Medicine·I F Purchase
Apr 1, 1984·Food Additives and Contaminants·D J Tweats
Jun 1, 1980·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·W L AlworthT Viswanathan
Jan 1, 1979·Drug Metabolism Reviews·F W Deckert
Jun 1, 1987·Analytical Biochemistry·A ZhiriG Siest
Mar 21, 1977·Biochemical and Biophysical Research Communications·C MalaveilleH Bartsch
Nov 14, 1978·Biochemical and Biophysical Research Communications·L M CalleJ Jollick
Jan 1, 1982·Journal of Environmental Science and Health. Part. B, Pesticides, Food Contaminants, and Agricultural Wastes·W M Draper, J C Street
Jan 1, 1984·Acta Pharmacologica Et Toxicologica·F Oesch

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