TY - JOUR
T1 - Benzo(a)pyrene metabolism in mouse epidermis. Analysis by high pressure liquid chromatography and DNA binding
AU - Berry, D. L.
AU - Bracken, W. R.
AU - Slaga, T. J.
AU - Wilson, N. M.
AU - Butty, S. G.
AU - Juchau, M. R.
N1 - Funding Information:
Mouse epidermal homogenates contain an inducible aryl hydrocarbon hydroxylase (AHH) complex that catalyzes the formation of benzo(a)pyrene-7,8-dihydrodiol from benzo(a)pyrene (BP) as assessed by high pressure liquid chromatography (HPLC). 5,6-Benzoflavone (5,6-BF), 7,8-benzoflavone (7,8-BF) and 17-~-estradiol decreased and butylated hydroxytoluene (BHT) enhanced oxidative metabolism of BP when added in vitro. Epoxide hydrase activity (hydration of benzo(a)pyrene-4,5-epoxide) (BP-4,5-epoxide} was enhanced by 17-/~-estradiol, 5,6-BF, and 7,8-BF. BHT exhibited no significant *This research was supported in part by NIH grants CA-17605, GM-00109, and by the Energy Research and Development Administration under contract with Union Carbide Corporation. **Present address: McArdle Laboratory for Cancer Research, University of Wisconsin Medical Center, Madison, Wisc. 53706 (U.S.A.) ***Present address : School of Medicine, University of Washington, Seattle, Wash. 98195 (U.S.A.) Abbreviations: AHH, aryl hydrocarbon hydroxylase ; BP, benzo(a)pyrene ; BP-4,5-epoxide, benzo(a)pyrene-4,5-epoxide; BP-1,6-quinone, benzo(a)pyrene-l,6-quinone; BP-3,6-quinone, benzo(a)pyrene-3,6-quinone; BP-4,5-quinone, benzo(a)pyrene-4,5-quinone; BP-6,12-quinone, benzo(a)pyrene-6,12-quinone; 5,6-BF, 5,6-benzoflavone; 7,8-BF, 7,8-benzoflavone; BHA, butylated hydroxyanisole; BHT, butylated hydroxytoluene; DBA, dibenz(a,h)anthracene; BP-4,5-diol, 4,5-dihydro-4,5-dihydro-4,5-dihydroxybenzo-(a)pyrene; BP-7,8-diol, 7,8-dihydro-7,8-dihydroxybenzo(a)pyrene; BP-9,10-diol, 9,10-dihydro-9,10-dihydroxybenzo(a)pyrene; DMBA, 7,12-dimethylbenz(a)anthracene; TCPO, 1,2-epoxy-3,3,3,-trichloropropane; HPLC, high-pressure liquid chromatography; 3-OH-BP, 3-hydroxy-benzo(a)pyrene; 9-OH-BP, 9-hydroxy-benzo(a)pyrene; 3-MC, 3-methylcholanthrene; PAH, polycyclic aromatic hydrocarbons.
PY - 1977/8
Y1 - 1977/8
N2 - Mouse epidermal homogenates contain an inducible aryl hydrocarbon hydroxylase (AHH) complex that catalyzes the formation of benzo(a)pyrene-7,8-dihydrodiol from benzo(a)pyrene (BP) as assessed by high pressure liquid chromatography (HPLC). 5,6-Benzoflavone (5,6-BF), 7,8-benzoflavone (7,8-BF) and 17-β-estradiol decreased and butylated hydroxytoluene (BHT) enhanced oxidative metabolism of BP when added in vitro. Epoxide hydrase activity (hydration of benzo(a)pyrene-4,5-epoxide) (BP-4,5-epoxide) was enhanced by 17-β-estradiol, 5,6-BF, and 7,8-BF. BHT exhibited no significant effect and 1,2-epoxy-3,3,3-trichloropropane (TCPO) inhibited hydrase activity. The capacity of epidermal homogenates to catalyze the covalent binding of BP to DNA indicated that addition of both 5,6-BF and 7,8-BF decreased binding. BHT and TCPO did not significantly affect DNA-binding.
AB - Mouse epidermal homogenates contain an inducible aryl hydrocarbon hydroxylase (AHH) complex that catalyzes the formation of benzo(a)pyrene-7,8-dihydrodiol from benzo(a)pyrene (BP) as assessed by high pressure liquid chromatography (HPLC). 5,6-Benzoflavone (5,6-BF), 7,8-benzoflavone (7,8-BF) and 17-β-estradiol decreased and butylated hydroxytoluene (BHT) enhanced oxidative metabolism of BP when added in vitro. Epoxide hydrase activity (hydration of benzo(a)pyrene-4,5-epoxide) (BP-4,5-epoxide) was enhanced by 17-β-estradiol, 5,6-BF, and 7,8-BF. BHT exhibited no significant effect and 1,2-epoxy-3,3,3-trichloropropane (TCPO) inhibited hydrase activity. The capacity of epidermal homogenates to catalyze the covalent binding of BP to DNA indicated that addition of both 5,6-BF and 7,8-BF decreased binding. BHT and TCPO did not significantly affect DNA-binding.
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U2 - 10.1016/0009-2797(77)90001-1
DO - 10.1016/0009-2797(77)90001-1
M3 - Article
C2 - 890843
AN - SCOPUS:0017687020
VL - 18
SP - 129
EP - 142
JO - Chemico-Biological Interactions
JF - Chemico-Biological Interactions
SN - 0009-2797
IS - 2
ER -