메뉴 건너뛰기




Volumn 59, Issue 3, 1999, Pages 607-614

Isoform-specific induction of a human aldo-keto reductase by polycyclic aromatic hydrocarbons (PAHs), electrophiles, and oxidative stress: Implications for the alternative pathway of PAH activation catalyzed by human dihydrodiol dehydrogenase

Author keywords

[No Author keywords available]

Indexed keywords

DIHYDRODIOL DEHYDROGENASE; OXIDOREDUCTASE; POLYCYCLIC AROMATIC HYDROCARBON;

EID: 0033083205     PISSN: 00085472     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (188)

References (38)
  • 1
    • 0030876351 scopus 로고    scopus 로고
    • A new nomenclature system for the aldo-keto reductase superfamily
    • Jez, J. M., Flynn, T. G., and Penning, T. M. A new nomenclature system for the aldo-keto reductase superfamily. Biochem. Pharmacol., 54: 639-647, 1997.
    • (1997) Biochem. Pharmacol. , vol.54 , pp. 639-647
    • Jez, J.M.1    Flynn, T.G.2    Penning, T.M.3
  • 2
    • 0025308540 scopus 로고
    • Purification and properties of multiple forms of dihydrodiol dehydrogenase from human liver
    • Hara, A., Taniguchi, H., Nakayama, T., and Sawada, H. Purification and properties of multiple forms of dihydrodiol dehydrogenase from human liver. J. Biochem., 108: 250-254, 1990.
    • (1990) J. Biochem. , vol.108 , pp. 250-254
    • Hara, A.1    Taniguchi, H.2    Nakayama, T.3    Sawada, H.4
  • 4
    • 0030034858 scopus 로고    scopus 로고
    • Relationship of human liver dihydrodiol dehydrogenases to hepatic bile-acid-binding protein and an oxidoreductase of human colon cells
    • Hara, A., Matsuura, K., Tamada, Y., Sato, K., Miyabe, Y., Deyashiki, Y., and Ishida, N. Relationship of human liver dihydrodiol dehydrogenases to hepatic bile-acid-binding protein and an oxidoreductase of human colon cells. Biochem. J., 313: 373-376, 1996.
    • (1996) Biochem. J. , vol.313 , pp. 373-376
    • Hara, A.1    Matsuura, K.2    Tamada, Y.3    Sato, K.4    Miyabe, Y.5    Deyashiki, Y.6    Ishida, N.7
  • 5
    • 0028998039 scopus 로고
    • Reduction of drug ketones by dihydrodiol dehydrogenases, carbonyl reductase and aldehyde reductase of human liver
    • Ohara, H., Miyabe, Y., Deyashiki, Y., Matsuura, K., and Hara, A. Reduction of drug ketones by dihydrodiol dehydrogenases, carbonyl reductase and aldehyde reductase of human liver. Biochem. Pharmacol., 50: 221-227, 1995.
    • (1995) Biochem. Pharmacol. , vol.50 , pp. 221-227
    • Ohara, H.1    Miyabe, Y.2    Deyashiki, Y.3    Matsuura, K.4    Hara, A.5
  • 6
    • 0023025809 scopus 로고
    • Purification and characterization of chlordecone reductase from human liver
    • Molowa, D. T., Shayne, A. G., and Guzelian, P. S. Purification and characterization of chlordecone reductase from human liver. J. Biol. Chem., 261: 12624-12627, 1986.
    • (1986) J. Biol. Chem. , vol.261 , pp. 12624-12627
    • Molowa, D.T.1    Shayne, A.G.2    Guzelian, P.S.3
  • 8
    • 0022974550 scopus 로고
    • Regio- and stereospecificity of homogeneous 3α-hydroxysteroid-dihydrodiol dehydrogenase for trans-dihydrodiol metabolites of polycyclic aromatic hydrocarbons
    • Smithgall, T. E., Harvey, R. G., and Penning, T. M. Regio- and stereospecificity of homogeneous 3α-hydroxysteroid-dihydrodiol dehydrogenase for trans-dihydrodiol metabolites of polycyclic aromatic hydrocarbons. J. Biol. Chem., 261: 6184-6191, 1986.
    • (1986) J. Biol. Chem. , vol.261 , pp. 6184-6191
    • Smithgall, T.E.1    Harvey, R.G.2    Penning, T.M.3
  • 9
    • 0023907050 scopus 로고
    • Spectroscopic identification of artho-quinones as the products of polycyclic aromatic trans-dihydrodiol oxidation catalyzed by dihydrodiol dehydrogenase
    • Smithgall, T. E. Harvey, R. G., and Penning, T. M. Spectroscopic identification of artho-quinones as the products of polycyclic aromatic trans-dihydrodiol oxidation catalyzed by dihydrodiol dehydrogenase. J. Biol. Chem., 263: 1814-1820, 1988.
    • (1988) J. Biol. Chem. , vol.263 , pp. 1814-1820
    • Smithgall, T.E.1    Harvey, R.G.2    Penning, T.M.3
  • 10
    • 0030065647 scopus 로고    scopus 로고
    • Generation of reactive oxygen species during the enzymatic oxidation of polycyclic aromatic hydrocarbon trans-dihydrodiols catalyzed by dihydrodiol dehydrogenase
    • Penning, T. M., Ohnishi, S. T., Ohnishi, T., and Harvey, R. G. Generation of reactive oxygen species during the enzymatic oxidation of polycyclic aromatic hydrocarbon trans-dihydrodiols catalyzed by dihydrodiol dehydrogenase. Chem. Res. Toxicol., 9: 84-92, 1996.
    • (1996) Chem. Res. Toxicol. , vol.9 , pp. 84-92
    • Penning, T.M.1    Ohnishi, S.T.2    Ohnishi, T.3    Harvey, R.G.4
  • 11
    • 0030028685 scopus 로고    scopus 로고
    • Cytotoxicity and mutagenicity of polycyclic aromatic hydrocarbon o-quinones produced by dihydrodiol dehydrogenase
    • Flowers-Geary, L., Bleczinski, W., Harvey, R. G., and Penning, T. M. Cytotoxicity and mutagenicity of polycyclic aromatic hydrocarbon o-quinones produced by dihydrodiol dehydrogenase. Chem.-Biol. Interact., 99: 55-72, 1996.
    • (1996) Chem.-Biol. Interact. , vol.99 , pp. 55-72
    • Flowers-Geary, L.1    Bleczinski, W.2    Harvey, R.G.3    Penning, T.M.4
  • 12
    • 0029861681 scopus 로고    scopus 로고
    • Disposition and biological activity of benzo[a]pyrene-7,8-dione. A genotoxic metabolite generated by dihydrodiol dehydrogenase
    • Flowers, L., Bleczinski, W. F., Burczynski, M. E., Harvey, R. G., and Penning, T. M. Disposition and biological activity of benzo[a]pyrene-7,8-dione. A genotoxic metabolite generated by dihydrodiol dehydrogenase. Biochemistry, 35: 13664-13672, 1996.
    • (1996) Biochemistry , vol.35 , pp. 13664-13672
    • Flowers, L.1    Bleczinski, W.F.2    Burczynski, M.E.3    Harvey, R.G.4    Penning, T.M.5
  • 13
    • 0342981512 scopus 로고    scopus 로고
    • DNA strand scission by polycyclic aromatic hydrocarbon o-quinones: Role of reactive oxygen species, Cu(II)/Cu(I) redox cycling and o-semiquinone anion radicals
    • Flowers, L., Ohnishi, S. T., and Penning, T. M. DNA strand scission by polycyclic aromatic hydrocarbon o-quinones: role of reactive oxygen species, Cu(II)/Cu(I) redox cycling and o-semiquinone anion radicals. Biochemistry, 36: 8640-8648, 1997.
    • (1997) Biochemistry , vol.36 , pp. 8640-8648
    • Flowers, L.1    Ohnishi, S.T.2    Penning, T.M.3
  • 14
    • 0032510704 scopus 로고    scopus 로고
    • Expression and characterization of four recombinant human dihydrodiol dehydrogenase isoforms: Oxidation of trans-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene to the activated o-quinone metabolite benzo[a]pyrene-7,8-dione
    • Burczynski, M. E., Harvey, R. G., and Penning, T. M. Expression and characterization of four recombinant human dihydrodiol dehydrogenase isoforms: oxidation of trans-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene to the activated o-quinone metabolite benzo[a]pyrene-7,8-dione. Biochemistry. 37: 6781-6790, 1998.
    • (1998) Biochemistry , vol.37 , pp. 6781-6790
    • Burczynski, M.E.1    Harvey, R.G.2    Penning, T.M.3
  • 15
    • 0029561598 scopus 로고
    • The glutathione S-transferase supergene family: Regulation of GST and the contribution of the isoenzymes to cancer chemoprotection and drug resistance
    • Hayes, J. D., and Pulford, D. J. The glutathione S-transferase supergene family: regulation of GST and the contribution of the isoenzymes to cancer chemoprotection and drug resistance. Crit. Rev. Biochem. Mol. Biol., 30: 445-600, 1995.
    • (1995) Crit. Rev. Biochem. Mol. Biol. , vol.30 , pp. 445-600
    • Hayes, J.D.1    Pulford, D.J.2
  • 16
    • 0001143581 scopus 로고
    • On the mechanism of induction of cancer protective enzymes: A unifying proposal
    • Prochaska, H. J., De Long, M. J., and Talalay, P. On the mechanism of induction of cancer protective enzymes: a unifying proposal. Proc. Natl. Acad. Sci. USA, 82: 8232-8236, 1985.
    • (1985) Proc. Natl. Acad. Sci. USA , vol.82 , pp. 8232-8236
    • Prochaska, H.J.1    De Long, M.J.2    Talalay, P.3
  • 17
    • 33751155885 scopus 로고
    • Role of quinone-mediated generation of hydroxyl radicals in the induction of glutathione S-transferase gene expression
    • Pinkus, R., Weiner, L. M., and Daniel, V. Role of quinone-mediated generation of hydroxyl radicals in the induction of glutathione S-transferase gene expression. Biochemistry. 34: 81-88, 1995.
    • (1995) Biochemistry , vol.34 , pp. 81-88
    • Pinkus, R.1    Weiner, L.M.2    Daniel, V.3
  • 18
    • 0030163010 scopus 로고    scopus 로고
    • Induction of cytochrome P4501A1: A model for analyzing mammalian gene transcription
    • Whitlock, J. P., Jr., Okino, S. T. Dong, L., Ko, H. P., Clarke-Katzenberg, R., Ma. Q., and Li, H. Induction of cytochrome P4501A1: a model for analyzing mammalian gene transcription. FASEB J., 10: 809-818, 1996.
    • (1996) FASEB J. , vol.10 , pp. 809-818
    • Whitlock J.P., Jr.1    Okino, S.T.2    Dong, L.3    Ko, H.P.4    Clarke-Katzenberg, R.5    Ma, Q.6    Li, H.7
  • 19
    • 0028356011 scopus 로고
    • Regulation of human dihydrodiol dehydrogenase by Michael acceptor xenobiotics
    • Ciaccio, P. J., Jaiswal, A. K., and Tew, K. D. Regulation of human dihydrodiol dehydrogenase by Michael acceptor xenobiotics. J. Biol. Chem., 269: 15558-15562, 1994.
    • (1994) J. Biol. Chem. , vol.269 , pp. 15558-15562
    • Ciaccio, P.J.1    Jaiswal, A.K.2    Tew, K.D.3
  • 20
    • 0028801402 scopus 로고
    • Modulation of detoxification gene expression in human colon HT29 cells by glutathione S-transferase inhibitors
    • Ciaccio, P. J., Shen, H., Jaiswal, A. K., Lyttle, M. H., and Tew, K. D. Modulation of detoxification gene expression in human colon HT29 cells by glutathione S-transferase inhibitors. Mol. Pharm., 48: 639-647, 1995.
    • (1995) Mol. Pharm. , vol.48 , pp. 639-647
    • Ciaccio, P.J.1    Shen, H.2    Jaiswal, A.K.3    Lyttle, M.H.4    Tew, K.D.5
  • 21
    • 0019196140 scopus 로고
    • Synthesis of o-quinones and dihydrodiols of polycyclic aromatic hydrocarbons from the corresponding phenols
    • Sukumaran, K. B., and Harvey, R. G. Synthesis of o-quinones and dihydrodiols of polycyclic aromatic hydrocarbons from the corresponding phenols. J. Org. Chem., 45: 4407-4413, 1980.
    • (1980) J. Org. Chem. , vol.45 , pp. 4407-4413
    • Sukumaran, K.B.1    Harvey, R.G.2
  • 22
    • 0024806612 scopus 로고
    • Characterization of dihydrodiol dehydrogenase in rat H-4Ile hepatoma cells
    • Buller, A. L., Sharp, R. B., and Penning, T. M. Characterization of dihydrodiol dehydrogenase in rat H-4Ile hepatoma cells. Cancer Res., 49: 6976-6980, 1989.
    • (1989) Cancer Res. , vol.49 , pp. 6976-6980
    • Buller, A.L.1    Sharp, R.B.2    Penning, T.M.3
  • 23
    • 0031020377 scopus 로고    scopus 로고
    • Aldose reductase induction: A novel response to oxidative stress of smooth muscle cells
    • Spycher, S. E., Tahataba-Vakili, S., O'Donnell, V. B., Palomba, L., and Azzi, A. Aldose reductase induction: a novel response to oxidative stress of smooth muscle cells. FASEB J., 11: 181-188, 1997.
    • (1997) FASEB J. , vol.11 , pp. 181-188
    • Spycher, S.E.1    Tahataba-Vakili, S.2    O'Donnell, V.B.3    Palomba, L.4    Azzi, A.5
  • 24
    • 0028366074 scopus 로고
    • Genomic organization and chromosomal localization of a novel human hepatic dihydrodiol dehydrogenase with high affinity bile acid binding
    • Lou, H., Hammond, L., Sharma, V., Sparkes, R. S., Lusis, A. J., and Stolz, A. Genomic organization and chromosomal localization of a novel human hepatic dihydrodiol dehydrogenase with high affinity bile acid binding. J. Biol. Chem., 269: 8416-8422, 1994.
    • (1994) J. Biol. Chem. , vol.269 , pp. 8416-8422
    • Lou, H.1    Hammond, L.2    Sharma, V.3    Sparkes, R.S.4    Lusis, A.J.5    Stolz, A.6
  • 25
    • 0025948113 scopus 로고
    • The antioxidant responsive element. Activation by oxidative stress and identification of the DNA consensus sequence required for functional activity
    • Rushmore, T. H., Morion, M. R., and Pickett, C. B. The antioxidant responsive element. Activation by oxidative stress and identification of the DNA consensus sequence required for functional activity. J. Biol. Chem., 266: 11632-11639, 1991.
    • (1991) J. Biol. Chem. , vol.266 , pp. 11632-11639
    • Rushmore, T.H.1    Morion, M.R.2    Pickett, C.B.3
  • 26
    • 0027937066 scopus 로고
    • The role of twelve cDNA-expressed human, rodent and rabbit cytochromes P450 in the metabolism of benzo[a]pyrene and benzo[a]pyrene trans-7,8-dihydrodiol
    • Shou, M., Korzekwa, K. R., Crespi, C. L., Gonzalez, F. J., and Gelboin, H. V. The role of twelve cDNA-expressed human, rodent and rabbit cytochromes P450 in the metabolism of benzo[a]pyrene and benzo[a]pyrene trans-7,8-dihydrodiol. Mol. Carcinog., 10: 159-168, 1994.
    • (1994) Mol. Carcinog. , vol.10 , pp. 159-168
    • Shou, M.1    Korzekwa, K.R.2    Crespi, C.L.3    Gonzalez, F.J.4    Gelboin, H.V.5
  • 27
    • 0027281455 scopus 로고
    • Reactivity of benzo[a]pyrene-7,8-dione with DNA. Evidence for the formation of deoxyguanosine adducts
    • Lond.
    • Shou, M., Harvey, R. G., and Penning, T. M. Reactivity of benzo[a]pyrene-7,8-dione with DNA. Evidence for the formation of deoxyguanosine adducts. Carcinogenesis (Lond.), 14: 475-482, 1993.
    • (1993) Carcinogenesis , vol.14 , pp. 475-482
    • Shou, M.1    Harvey, R.G.2    Penning, T.M.3
  • 28
    • 0344605995 scopus 로고    scopus 로고
    • Synthesis and characterization of depurinating adducts of polycylic aromatic hydrocarbon o-quinones
    • McCoull, K. D., Rindgen, D., Blair, I. A., and Penning, T. M. Synthesis and characterization of depurinating adducts of polycylic aromatic hydrocarbon o-quinones. Proc. Am. Assoc. Cancer Res., 39: 4341, 1998.
    • (1998) Proc. Am. Assoc. Cancer Res. , vol.39 , pp. 4341
    • McCoull, K.D.1    Rindgen, D.2    Blair, I.A.3    Penning, T.M.4
  • 29
    • 2042438877 scopus 로고
    • Production of oxidative DNA damage during the metabolic activation of benzo[a]pyrene in human mammary epithelial cells correlates with cell killing
    • Leadon, S. A., Stampfer, M. R., and Bartley, J. Production of oxidative DNA damage during the metabolic activation of benzo[a]pyrene in human mammary epithelial cells correlates with cell killing. Proc. Natl. Acad. Sci. USA. 85: 4365-4368, 1988.
    • (1988) Proc. Natl. Acad. Sci. USA , vol.85 , pp. 4365-4368
    • Leadon, S.A.1    Stampfer, M.R.2    Bartley, J.3
  • 30
    • 0031586757 scopus 로고    scopus 로고
    • Oxidative stress to DNA. protein and antioxidant enzymes (superoxide dismutase and catalase) in rats treated with benzo[a]pyrene
    • Kim, K. B., and Lee, B. M. Oxidative stress to DNA. protein and antioxidant enzymes (superoxide dismutase and catalase) in rats treated with benzo[a]pyrene. Cancer Lett., 113: 205-212, 1997.
    • (1997) Cancer Lett. , vol.113 , pp. 205-212
    • Kim, K.B.1    Lee, B.M.2
  • 31
    • 0032530499 scopus 로고    scopus 로고
    • Metallothionein deficiency promotes mouse skin carcinogenesis induced by 7,12-dimethylbenz[a]anthracene
    • Zhang, B., Satoh, M., Nishimura, N. Suzuki, J. S., Sone, H., Aoki, Y., and Tohyama, C. Metallothionein deficiency promotes mouse skin carcinogenesis induced by 7,12-dimethylbenz[a]anthracene. Cancer Res., 58: 4044-4046, 1998.
    • (1998) Cancer Res. , vol.58 , pp. 4044-4046
    • Zhang, B.1    Satoh, M.2    Nishimura, N.3    Suzuki, J.S.4    Sone, H.5    Aoki, Y.6    Tohyama, C.7
  • 32
    • 0345036974 scopus 로고    scopus 로고
    • Positional and stereochemical specificity of human dihydrodiol dehydrogenase isoforms for polycyclic aromatic hydrocarbon trans-dihydordiol proximate carcinogens
    • Burczynski, M. E., Palackal, N. T., Harvey, R. G., and Penning, T. M. Positional and stereochemical specificity of human dihydrodiol dehydrogenase isoforms for polycyclic aromatic hydrocarbon trans-dihydordiol proximate carcinogens. Proc. Am. Assoc. Cancer Res., 39: 4340, 1997.
    • (1997) Proc. Am. Assoc. Cancer Res. , vol.39 , pp. 4340
    • Burczynski, M.E.1    Palackal, N.T.2    Harvey, R.G.3    Penning, T.M.4
  • 33
    • 0345468053 scopus 로고    scopus 로고
    • Stable transfection of dihydrodiol dehydrogenase in MCF7 breast carcinoma cells
    • Hou, Y. T., Tsuruda, L. S., Lin, H. K., and Penning, T. M. Stable transfection of dihydrodiol dehydrogenase in MCF7 breast carcinoma cells. Proc. Am. Assoc. Cancer Res., 38: 2260, 1997.
    • (1997) Proc. Am. Assoc. Cancer Res. , vol.38 , pp. 2260
    • Hou, Y.T.1    Tsuruda, L.S.2    Lin, H.K.3    Penning, T.M.4
  • 34
    • 0026650584 scopus 로고
    • c-Ha-ras containing 8-hydroxyguanine at codon 12 induces point mutations at the modified and adjacent positions
    • Kamiya, H., Miura, K., Ishikawa, H., Inoue, H., Nishimura, S., and Ohtsuka, E. c-Ha-ras containing 8-hydroxyguanine at codon 12 induces point mutations at the modified and adjacent positions. Cancer Res., 52: 3483-3485, 1992.
    • (1992) Cancer Res. , vol.52 , pp. 3483-3485
    • Kamiya, H.1    Miura, K.2    Ishikawa, H.3    Inoue, H.4    Nishimura, S.5    Ohtsuka, E.6
  • 35
    • 0025163524 scopus 로고
    • Too many rodent carcinogens: Mitogenesis increases mutagenesis
    • Washington DC
    • Ames, B. N., and Gold, L. S. Too many rodent carcinogens: mitogenesis increases mutagenesis. Science (Washington DC), 24V: 970-971, 1990.
    • (1990) Science , vol.24 V , pp. 970-971
    • Ames, B.N.1    Gold, L.S.2
  • 36
    • 0021964203 scopus 로고
    • Prooxidant states and tumor promotion
    • Washington DC
    • Cerutti, P. A. Prooxidant states and tumor promotion. Science (Washington DC), 227: 375-381, 1985.
    • (1985) Science , vol.227 , pp. 375-381
    • Cerutti, P.A.1
  • 38
    • 0028032254 scopus 로고
    • Different prooxidant levels stimulate growth, trigger apoptosis, or produce necrosis of insulin-secreting R1Nm5F cells. The role of intracellular polyamines
    • Dypbukt, J. M., Ankarcrona, M., Burkilt, M., Sjoholm, A., Strom, K., Orrenius, S., and Nicotera, P. Different prooxidant levels stimulate growth, trigger apoptosis, or produce necrosis of insulin-secreting R1Nm5F cells. The role of intracellular polyamines. J. Biol. Chem., 269: 30553-30560, 1994.
    • (1994) J. Biol. Chem. , vol.269 , pp. 30553-30560
    • Dypbukt, J.M.1    Ankarcrona, M.2    Burkilt, M.3    Sjoholm, A.4    Strom, K.5    Orrenius, S.6    Nicotera, P.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.