β-Glucuronidase Catalyzed Hydrolysis of Benzo[ a ]pyrene-3-Glucuronide and Binding to DNA
- 20 January 1978
- journal article
- research article
- Published by American Association for the Advancement of Science (AAAS) in Science
- Vol. 199 (4326) , 307-309
- https://doi.org/10.1126/science.619459
Abstract
β-Glucuronidase catalyzes the hydrolysis of benzo[ a ]pyrene-3-glucuronide to 3-hydroxybenzo[ a ]pyrene. During the enzymatic hydrolysis, a benzo[ a ]pyrene derivative is formed which binds to DNA to a far greater extent than either the 3-hydroxybenzo[ a ]pyrene or its glucuronide. These results suggest that conjugates of benzo[ a ]pyrene may be converted by β-glucuronidase at intracellular and organ sites distal to the initial sites of oxygenation and conjugation of benzo[ a ]pyrene to activated intermediates that are possibly carcinogenic.This publication has 32 references indexed in Scilit:
- The role of 9‐hydroxybenzo(a)pyrene in the microsome mediated binding of benzo(a)pyrene to dnaInternational Journal of Cancer, 1976
- Benzo[a]pyrene-nucleic acid derivative found in vivo: structure of a benzo[a]pyrenetetrahydrodiol epoxide-guanosine adductJournal of the American Chemical Society, 1976
- Environmental carcinogens and large bowel cancerNature, 1976
- On the nature of the product which results when 7,8-dihydro-7,8-dihydroxybenzo(a)pyrene is metabolised in vitro and bound to DNAChemico-Biological Interactions, 1976
- Fluorescence spectral evidence that benzo(a)pyrene‐DNA products in mouse skin arise from diol‐epoxidesFEBS Letters, 1975
- Mutagenicity of non-K-region diols and diol-epoxides of benz(a)anthracene and benzo(a)pyrene in S. typhimurium TA 100Biochemical and Biophysical Research Communications, 1975
- Isolation and characterization of an active DNA-binding metabolite of benzo(a)pyrene from hamster liver microsomal incubation systemsBiochemical and Biophysical Research Communications, 1972
- Synthesis of the O-glucuronide of N-2-fluorenylhydroxylamine. Reaction with nucleic acids and with guanosine 5'-monophosphateBiochemistry, 1970
- Metabolism and binding to cellular macromolecules of a series of hydrocarbons by mouse embryo cells in cultureInternational Journal of Cancer, 1969
- The metabolism of 7,12‐dimethylbenz(A)anthracene in cell culturesInternational Journal of Cancer, 1968