메뉴 건너뛰기




Volumn 206, Issue 3, 2010, Pages 317-325

Cytochrome P450-mediated 17β-estradiol metabolism in zebrafish (Danio rerio)

Author keywords

[No Author keywords available]

Indexed keywords

7 BENZYLOXY 4 (TRIFLUOROMETHYL)COUMARIN; CARBON MONOXIDE; COMPLEMENTARY DNA; COUMARIN DERIVATIVE; CYTOCHROME P450; CYTOCHROME P450 1A; CYTOCHROME P450 1B1; CYTOCHROME P450 1C1; CYTOCHROME P450 1C2; CYTOCHROME P450 1D1; CYTOCHROME P450 3A65; ESTRADIOL; ETHOXYRESORUFIN; UNCLASSIFIED DRUG;

EID: 77955639339     PISSN: 00220795     EISSN: 14796805     Source Type: Journal    
DOI: 10.1677/JOE-10-0075     Document Type: Article
Times cited : (66)

References (44)
  • 1
    • 33846662037 scopus 로고    scopus 로고
    • Cytochrome P450 1B1-mediated estrogen metabolism results in estrogen-deoxyribonucleoside adduct formation
    • DOI 10.1158/0008-5472.CAN-06-2133
    • Belous AR, Hachey DL, Dawling S, Roodi N & Parl FF 2007 Cytochrome P450 1B1-mediated estrogen metabolism results in estrogen-deoxyribonucleoside adduct formation. Cancer Research 67 812-817. (Pubitemid 46192222)
    • (2007) Cancer Research , vol.67 , Issue.2 , pp. 812-817
    • Belous, A.R.1    Hachey, D.L.2    Dawling, S.3    Roodi, N.4    Parl, F.F.5
  • 3
    • 2942544607 scopus 로고    scopus 로고
    • Microsomal estrogen metabolism in channel catfish
    • DOI 10.1016/j.marenvres.2004.03.034, PII S0141113604000856
    • Butala H, Metzger C, Rimoldi J & Willett KL 2004 Microsomal estrogen metabolism in channel catfish. Marine Environmental Research 58 489-494. (Pubitemid 38738919)
    • (2004) Marine Environmental Research , vol.58 , Issue.2-5 , pp. 489-494
    • Butala, H.1    Metzger, C.2    Rimoldi, J.3    Willett, K.L.4
  • 5
    • 0038390497 scopus 로고    scopus 로고
    • The role of catechol-O-methyltransferase in the inactivation of catecholestrogen
    • Creveling CR2003The role of catechol-O-methyltransferase in the inactivation of catecholestrogen. Cellular and Molecular Neurobiology 23 289-291.
    • (2003) Cellular and Molecular Neurobiology , vol.23 , pp. 289-291
    • Creveling, C.R.1
  • 6
    • 0022619793 scopus 로고
    • 17beta-estradiol 2- And 4-hydroxylation catalyzed by rat hepatic cytochrome P-450: Roles of individual forms, inductive effects, developmental patterns, and alterations by gonadectomy and hormone replacement
    • Dannan GA, Porubek DJ, Nelson SD, Waxman DJ & Guengerich FP 1986 17beta-estradiol 2- and 4-hydroxylation catalyzed by rat hepatic cytochrome P-450: roles of individual forms, inductive effects, developmental patterns, and alterations by gonadectomy and hormone replacement. Endocrinology 118 1952-1960.
    • (1986) Endocrinology , vol.118 , pp. 1952-1960
    • Dannan, G.A.1    Porubek, D.J.2    Nelson, S.D.3    Waxman, D.J.4    Guengerich, F.P.5
  • 7
    • 0035884689 scopus 로고    scopus 로고
    • Catechol-O-methyltransferase (COMT)-mediated metabolism of catechol estrogens: Comparison of wild-type and variant COMT isoforms
    • Dawling S, Roodi N, Mernaugh RL, Wang X & Parl FF 2001 Catechol-O-methyltransferase (COMT)-mediated metabolism of catechol estrogens: comparison of wild-type and variant COMT isoforms. Cancer Research 61 6716-6722. (Pubitemid 32896493)
    • (2001) Cancer Research , vol.61 , Issue.18 , pp. 6716-6722
    • Dawling, S.1    Roodi, N.2    Mernaugh, R.L.3    Wang, X.4    Parl, F.F.5
  • 8
    • 0019285766 scopus 로고
    • Simple methods for the synthesis of twenty different, highly enriched deuterium labelled steroids, suitable as internal standards for isotope dilution mass spectrometry
    • Dehennin L, Reiffsteck A & Scholler R 1980 Simple methods for the synthesis of 20 different, highly enriched deuterium labeled steroids, suitable as internal standards for isotope-dilution mass-spectrometry. Biomedical Mass Spectrometry 7 493-499. (Pubitemid 11157460)
    • (1980) Biomedical Mass Spectrometry , vol.7 , Issue.11-12 , pp. 493-499
    • Dehennin, L.1    Reiffsteck, A.2    Scholler, R.3
  • 9
    • 0028912205 scopus 로고
    • Expression of cytochrome P450 3A5 in Escherichia coli: Effects of 5′ modification, purification, spectral characterization, reconstitution conditions, and catalytic activities
    • Gillam EM, Guo Z, Ueng YF, Yamazaki H, Cock I, Reilly PE, Hooper WD & Guengerich FP 1995 Expression of cytochrome P450 3A5 in Escherichia coli: effects of 5′ modification, purification, spectral characterization, reconstitution conditions, and catalytic activities. Archives of Biochemistry and Biophysics 317 374-384.
    • (1995) Archives of Biochemistry and Biophysics , vol.317 , pp. 374-384
    • Gillam, E.M.1    Guo, Z.2    Ueng, Y.F.3    Yamazaki, H.4    Cock, I.5    Reilly, P.E.6    Hooper, W.D.7    Guengerich, F.P.8
  • 11
    • 37549027664 scopus 로고    scopus 로고
    • Cytochrome P450 1 genes in early deuterostomes (tunicates and sea urchins) and vertebrates (chicken and frog): Origin and diversification of the CYP1 gene family
    • Goldstone JV, Goldstone HM, Morrison AM, Tarrant A, Kern SE, Woodin BR & Stegeman JJ 2007 Cytochrome P450 1 genes in early deuterostomes (tunicates and sea urchins) and vertebrates (chicken and frog): origin and diversification of the CYP1 gene family. Molecular Biology and Evolution 24 2619-2631.
    • (2007) Molecular Biology and Evolution , vol.24 , pp. 2619-2631
    • Goldstone, J.V.1    Goldstone, H.M.2    Morrison, A.M.3    Tarrant, A.4    Kern, S.E.5    Woodin, B.R.6    Stegeman, J.J.7
  • 13
    • 0027301345 scopus 로고
    • Cytochrome-P4501a induction and inhibition by 3,3′,4,4′- tetrachlorobiphenyl in an Ah receptor-containing fish hepatoma-cell line (Plhc-1)
    • Hahn ME, Lamb TM, Schultz ME, Smolowitz RM & Stegeman JJ 1993 Cytochrome-P4501a induction and inhibition by 3,3′,4,4′- tetrachlorobiphenyl in an Ah receptor-containing fish hepatoma-cell line (Plhc-1). Aquatic Toxicology 26 185-208.
    • (1993) Aquatic Toxicology , vol.26 , pp. 185-208
    • Hahn, M.E.1    Lamb, T.M.2    Schultz, M.E.3    Smolowitz, R.M.4    Stegeman, J.J.5
  • 14
    • 2442517393 scopus 로고    scopus 로고
    • Effects of the antifungal imidazole ketoconazole on CYP1A and CYP3A in rainbow trout and killifish
    • DOI 10.1897/03-155
    • Hegelund T, Ottosson K, Radinger M, Tomberg P & Celander MC 2004 Effects of the antifungal imidazole ketoconazole on CYP1A and CYP3A in rainbow trout and killifish. Environmental Toxicology and Chemistry/SETAC 23 1326-1334. (Pubitemid 38621041)
    • (2004) Environmental Toxicology and Chemistry , vol.23 , Issue.5 , pp. 1326-1334
    • Hegelund, T.1    Ottosson, K.2    Radinger, M.3    Tomberg, P.4    Celander, M.C.5
  • 15
    • 0034599999 scopus 로고    scopus 로고
    • Enhanced expression of CYP1B1 in Escherichia coli
    • DOI 10.1016/S0300-483X(99)00209-7, PII S0300483X99002097
    • Jansson I, Stoilov I, Sarfarazi M & Schenkman JB 2000 Enhanced expression of CYP1B1 in Escherichia coli. Toxicology 144 211-219. (Pubitemid 30201639)
    • (2000) Toxicology , vol.144 , Issue.1-3 , pp. 211-219
    • Jansson, I.1    Stoilov, I.2    Sarfarazi, M.3    Schenkman, J.B.4
  • 16
    • 34247858961 scopus 로고    scopus 로고
    • Basal and 3,3,3′,4,4′,5-pentachlorobiphenyl-induced expression of cytochrome P450 1A, 1B and 1C genes in zebrafish
    • DOI 10.1016/j.taap.2007.02.017, PII S0041008X07000877
    • Jonsson ME, Orrego R, Woodin BR, Goldstone JV & Stegeman JJ 2007 Basal and 3,3′,4,4′,5-pentachlorobiphenyl-induced expression of cytochrome P450 1A, 1B and 1C genes in zebrafish. Toxicology and Applied Pharmacology 221 29-41. (Pubitemid 46702278)
    • (2007) Toxicology and Applied Pharmacology , vol.221 , Issue.1 , pp. 29-41
    • Jonsson, M.E.1    Orrego, R.2    Woodin, B.R.3    Goldstone, J.V.4    Stegeman, J.J.5
  • 19
    • 0034911153 scopus 로고    scopus 로고
    • Characterization of the NADPH-dependent metabolism of 17beta-estradiol to multiple metabolites by human liver microsomes and selectively expressed human cytochrome P450 3A4 and 3A5
    • Lee AJ, Kosh JW, Conney AH & Zhu BT 2001 Characterization of the NADPH-dependent metabolism of 17beta-estradiol to multiple metabolites by human liver microsomes and selectively expressed human cytochrome P450 3A4 and 3A5. Journal of Pharmacology and Experimental Therapeutics 298 420-432.
    • (2001) Journal of Pharmacology and Experimental Therapeutics , vol.298 , pp. 420-432
    • Lee, A.J.1    Kosh, J.W.2    Conney, A.H.3    Zhu, B.T.4
  • 20
    • 0042315387 scopus 로고    scopus 로고
    • Characterization of the oxidative metabolites of 17beta-estradiol and estrone formed by 15 selectively expressed human cytochrome p450 isoforms
    • Lee AJ, Cai MX, Thomas PE, Conney AH & Zhu BT 2003 Characterization of the oxidative metabolites of 17beta-estradiol and estrone formed by 15 selectively expressed human cytochrome p450 isoforms. Endocrinology 144 3382-3398.
    • (2003) Endocrinology , vol.144 , pp. 3382-3398
    • Lee, A.J.1    Cai, M.X.2    Thomas, P.E.3    Conney, A.H.4    Zhu, B.T.5
  • 21
    • 36048970543 scopus 로고    scopus 로고
    • Comparison of basal gene expression and induction of CYP3As in HepG2 and human fetal liver cells
    • DOI 10.1248/bpb.30.2091
    • Maruyama M, Matsunaga T, Harada E & Ohmori S 2007 Comparison of basal gene expression and induction of CYP3As in HepG2 and human fetal liver cells. Biological and Pharmaceutical Bulletin 30 2091-2097. (Pubitemid 350097046)
    • (2007) Biological and Pharmaceutical Bulletin , vol.30 , Issue.11 , pp. 2091-2097
    • Maruyama, M.1    Matsunaga, T.2    Harada, E.3    Ohmori, S.4
  • 22
    • 49749184695 scopus 로고
    • The microestimation of succinate and the extinction coefficient of cytochrome c
    • Massey V 1959 The microestimation of succinate and the extinction coefficient of cytochrome c. Biochimica et Biophysica Acta 34 255-256.
    • (1959) Biochimica et Biophysica Acta , vol.34 , pp. 255-256
    • Massey, V.1
  • 24
    • 0024836418 scopus 로고
    • Expression and nitrogen-15 labeling of proteins for proton and nitrogen-15 nuclear magnetic resonance
    • DOI 10.1016/0076-6879(89)77005-1
    • Muchmore DC, McIntosh LP, Russell CB, Anderson DE & Dahlquist FW 1989 Expression and nitrogen-15 labeling of proteins for proton and nitrogen-15 nuclear magnetic resonance. Methods in Enzymology 177 44-73. (Pubitemid 20041570)
    • (1989) Methods in Enzymology , vol.177 , pp. 44-73
    • Muchmore, D.C.1    McIntosh, L.P.2    Russell, C.B.3    Anderson, D.E.4    Dahlquist, F.W.5
  • 27
    • 50449100139 scopus 로고
    • The carbon monoxide-binding pigment of liver microsomes. Ii. Solubilization, purification, and properties
    • Omura T & Sato R 1964 The carbon monoxide-binding pigment of liver microsomes. Ii. Solubilization, purification, and properties. Journal of Biological Chemistry 239 2379-2385.
    • (1964) Journal of Biological Chemistry , vol.239 , pp. 2379-2385
    • Omura, T.1    Sato, R.2
  • 28
    • 0031572185 scopus 로고    scopus 로고
    • A general strategy for the expression of recombinant human cytochrome P450s in Escherichia coli using bacterial signal peptides: Expression of CYP3A4, CYP2A6, and CYP2E1
    • Pritchard MP, Ossetian R, Li DN, Henderson CJ, Burchell B, Wolf CR & Friedberg T 1997 A general strategy for the expression of recombinant human cytochrome P450s in Escherichia coli using bacterial signal peptides: expression of CYP3A4, CYP2A6, and CYP2E1. Archives of Biochemistry and Biophysics 345 342-354.
    • (1997) Archives of Biochemistry and Biophysics , vol.345 , pp. 342-354
    • Pritchard, M.P.1    Ossetian, R.2    Li, D.N.3    Henderson, C.J.4    Burchell, B.5    Wolf, C.R.6    Friedberg, T.7
  • 29
    • 33745130416 scopus 로고    scopus 로고
    • Establishment of functional human cytochrome P450 monooxygenase systems in Escherichia coli
    • Pritchard MP, McLaughlin L & Friedberg T 2006 Establishment of functional human cytochrome P450 monooxygenase systems in Escherichia coli. Methods in Molecular Biology 320 19-29.
    • (2006) Methods in Molecular Biology , vol.320 , pp. 19-29
    • Pritchard, M.P.1    McLaughlin, L.2    Friedberg, T.3
  • 31
    • 0038393297 scopus 로고    scopus 로고
    • Relative imbalances in estrogen metabolism and conjugation in breast tissue of women with carcinoma: Potential biomarkers of susceptibility to cancer
    • Rogan EG, Badawi AF, Devanesan PD, Meza JL, Edney JA, West WW, Higginbotham SM & Cavalieri EL 2003 Relative imbalances in estrogen metabolism and conjugation in breast tissue of women with carcinoma: potential biomarkers of susceptibility to cancer. Carcinogenesis 24 697-702.
    • (2003) Carcinogenesis , vol.24 , pp. 697-702
    • Rogan, E.G.1    Badawi, A.F.2    Devanesan, P.D.3    Meza, J.L.4    Edney, J.A.5    West, W.W.6    Higginbotham, S.M.7    Cavalieri, E.L.8
  • 34
    • 0023188067 scopus 로고
    • Patterns and regulation of estradiol metabolism by hepatic microsomes from two species of marine teleosts
    • Snowberger EA & Stegeman JJ 1987 Patterns and regulation of estradiol metabolism by hepatic microsomes from two species of marine teleosts. General and Comparative Endocrinology 66 256-265.
    • (1987) General and Comparative Endocrinology , vol.66 , pp. 256-265
    • Snowberger, E.A.1    Stegeman, J.J.2
  • 35
    • 0025086938 scopus 로고
    • 2,3,7,8- Tetrachlorodibenzo-p-dioxin causes an extensive alteration of 17 beta-estradiol metabolism in MCF-7 breast tumor cells
    • Spink DC, Lincoln DW II, Dickerman HW & Gierthy JF 1990 2,3,7,8- Tetrachlorodibenzo-p-dioxin causes an extensive alteration of 17 beta-estradiol metabolism in MCF-7 breast tumor cells. PNAS 87 6917-6921.
    • (1990) PNAS , vol.87 , pp. 6917-6921
    • Spink, D.C.1    Lincoln II, D.W.2    Dickerman, H.W.3    Gierthy, J.F.4
  • 36
    • 0018616669 scopus 로고
    • Hepatic and extrahepatic microsomal electron transport components and mixed function oxygenases in the marine fish Stenotomus versicolor
    • DOI 10.1016/0006-2952(79)90083-2
    • Stegeman JJ, Binder RL & Orren A 1979 Hepatic and extrahepatic microsomal electron transport components and mixed-function oxygenases in the marine fish Stenotomus versicolor. Biochemical Pharmacology 28 3431-3439. (Pubitemid 10160666)
    • (1979) Biochemical Pharmacology , vol.28 , Issue.23 , pp. 3431-3439
    • Stegeman, J.J.1    Binder, R.L.2    Orren, A.3
  • 38
    • 33645969260 scopus 로고    scopus 로고
    • Biotransformation, stress and genotoxic effects of 17beta-estradiol in juvenile sea bass (Dicentrarchus labrax L.)
    • Teles M, Pacheco M & Santos MA 2006 Biotransformation, stress and genotoxic effects of 17beta-estradiol in juvenile sea bass (Dicentrarchus labrax L.). Environment International 32 470-477.
    • (2006) Environment International , vol.32 , pp. 470-477
    • Teles, M.1    Pacheco, M.2    Santos, M.A.3
  • 39
    • 34249736446 scopus 로고    scopus 로고
    • Rapid birth-death evolution specific to xenobiotic cytochrome P450 genes in vertebrates
    • Thomas JH 2007 Rapid birth-death evolution specific to xenobiotic cytochrome P450 genes in vertebrates. PLoS Genetics 3 e67.
    • (2007) PLoS Genetics , vol.3
    • Thomas, J.H.1
  • 41
    • 23844494772 scopus 로고    scopus 로고
    • Cytochrome P450-mediated metabolism of estrogens and its regulation in human
    • DOI 10.1016/j.canlet.2004.10.007, PII S030438350400802X
    • Tsuchiya Y, Nakajima M & Yokoi T 2005 Cytochrome P450-mediated metabolism of estrogens and its regulation in human. Cancer Letters 227 115-124. (Pubitemid 41174580)
    • (2005) Cancer Letters , vol.227 , Issue.2 , pp. 115-124
    • Tsuchiya, Y.1    Nakajima, M.2    Yokoi, T.3
  • 43
    • 0029556832 scopus 로고
    • Genetically engineered bacterial cells and applications
    • DOI 10.1016/0378-4274(95)03597-4
    • Waterman MR, Jenkins CM & Pikuleva I 1995 Genetically engineered bacterial cells and applications. Toxicology Letters 82-83 807-813. (Pubitemid 26054763)
    • (1995) Toxicology Letters , vol.82-83 , pp. 807-813
    • Waterman, M.R.1    Jenkins, C.M.2    Pikuleva, I.3
  • 44
    • 0031848636 scopus 로고    scopus 로고
    • Functional role of estrogen metabolism in target cells: Review and perspectives
    • Zhu BT & Conney AH 1998 Functional role of estrogen metabolism in target cells: review and perspectives. Carcinogenesis 19 1-27.
    • (1998) Carcinogenesis , vol.19 , pp. 1-27
    • Zhu, B.T.1    Conney, A.H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.