NADPH- and hydroperoxide-supported 17β-estradiol hydroxylation catalyzed by a variant form (432L, 453S) of human cytochrome P450 1B1

Journal of Steroid Biochemistry and Molecular Biology

Volumn 74, Issue 1-2, 2000, Pages 11-18

  Spink, David C ^a,b   Spink, Barbara C ^a   Zhuo, Xiaoliang ^a,b   Hussain, Mirza M ^a   Gierthy, John F ^a,b   Ding, Xinxin ^a,b  

^a WADSWORTH CENTER   (United States)

^b STATE UNIVERSITY OF NEW YORK   (United States)

Author keywords

Catecholestrogens; Cytochrome P450; Estrogen metabolism; Genetic polymorphism

Indexed keywords

2,3,7,8 TETRACHLORODIBENZO PARA DIOXIN; CATECHOL ESTROGEN; CUMENE HYDROPEROXIDE; CYTOCHROME P450 ISOENZYME; ESTRADIOL; HEXACHLOROBIPHENYL; HYDROPEROXIDE; OXYGENASE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE;

ANIMAL CELL; ARTICLE; CATALYSIS; CELL STRAIN MCF 7; CONTROLLED STUDY; DNA SEQUENCE; DRUG HYDROXYLATION; ESTROGEN METABOLISM; GENETIC POLYMORPHISM; HUMAN; HUMAN CELL; INSECT; NONHUMAN; NUCLEOTIDE SEQUENCE;

AMINO ACID SUBSTITUTION; BASE SEQUENCE; BENZENE DERIVATIVES; BLOTTING, WESTERN; CATALYSIS; CLONING, MOLECULAR; CYTOCHROME P-450 ENZYME SYSTEM; DNA, COMPLEMENTARY; ESTRADIOL; GENOMIC LIBRARY; HUMAN; HYDROXYLATION; INHIBITORY CONCENTRATION 50; ISOENZYMES; NADP; RNA, MESSENGER; SUPPORT, U.S. GOV'T, P.H.S.; TUMOR CELLS, CULTURED; VARIATION (GENETICS);

INSECTA; MINK CELL FOCUS-FORMING VIRUS;

EID: 0033783376     PISSN: 09600760     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-0760(00)00083-2     Document Type: Article

References (47)

1. Aromatic hydroxylation of estrogens
2. Catecholestrogens are agonists of estrogen receptor dependent gene expression in MCF-7 cells
3. 2-Hydroxyestradiol enhanced progesterone production by porcine granulosa cells: dependence on de novo cholesterol synthesis and stimulation of cholesterol side-chain cleavage activity and cytochrome P450scc messenger ribonucleic acid levels
4. Coordination of differential effects of primary estrogen and catecholestrogen on two distinct targets mediates embryo implantation in the mouse
5. Estrogenic responses in estrogen receptor-α deficient mice reveal a distinct estrogen signaling pathway
6. Carcinogenicity of catechol estrogens in Syrian hamsters
7. Estrogen carcinogenesis in Syrian hamster tissues: role of metabolism
8. An estrogen-nucleic acid adduct. Electroreductive intermolecular coupling of 3,4-estrone-o-quinone and adenine
9. Molecular origin of cancer: Catechol estrogen-3,4-quinones as endogenous tumor initiators
10. Cytochrome P-450-mediated redox cycling of estrogens
11. Effect of chronic estrogen treatment of Syrian hamsters on microsomal enzymes mediating formation of catecholestrogens and their redox cycling: implications for carcinogenesis
12. Characterization of DNA damage by 3,4-estrone-o-quinone in human cells
13. 8-Hydroxylation of guanine bases in kidney and liver DNA of hamsters treated with estradiol: role of free radicals in estrogen-induced carcinogenesis
14. Radioimmunoassay and metabolic clearance rate of catecholestrogens, 2-hydroxyestrone and 2-hydroxyestradiol in man
15. Purification and characterization of estrogen-2/4-hydroxylase activity from rabbit hypothalami: peroxidase-mediated catechol estrogen formation
16. Peroxidatic catecholestrogen production by human breast cancer tissue in vitro
17. Monooxygenase mediating catecholestrogen formation by rat anterior pituitary is an estrogen-4-hydroxylase
18. The effects of 2,3,7,8-tetrachlorodibenzo-p-dioxin on estrogen metabolism in MCF-7 breast cancer cells: evidence for induction of a novel 17β-estradiol 4-hydroxylase
19. 17β-Estradiol hydroxylation catalyzed by human cytochrome P450 1B1
20. Induction of catechol estrogen metabolism and CYP1B1 in ACHN human renal adenocarcinoma cells
21. Recombinant human cytochrome P450 1B1 expression in Escherichia coli
22. Catalytic properties of polymorphic human cytochrome P4501B1 variants
23. Activation of chemically diverse procarcinogens by human cytochrome P450 1B1
24. 4-Hydroxylation of estrogens as marker of human mammary tumors
25. Tumor-specific expression of cytochrome P450 CYP1B1
26. Differential expression of CYP1A1 and CYP1B1 in human breast epithelial cells and breast tumor cells
27. Characterization of CYP1B1 and CYP1A1 expression in human mammary epithelial cells-role of the aryl hydrocarbon receptor in polycyclic aromatic hydrocarbon metabolism
28. Characterization of cytochrome P450 enzymes in human breast tissue from reduction mammaplasties
29. 2,3,7,8-Tetrachlorodibenzo-p-dioxin causes an extensive alteration of 17β-estradiol metabolism in MCF-7 breast tumor cells
30. 17ss-Estradiol hydroxylation catalyzed by human cytochrome P450 1A1: a comparison of the activities induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin in MCF-7 cells with those from heterologous expression of the cDNA
31. 12-O-tetradecanoylphorbol-13-acetate up-regulates the Ah receptor and differentially alters CYP1A1 and CYP1B1 expression in MCF-7 breast cancer cells
32. Complete cDNA sequence of a human dioxin-inducible mRNA identifies a new gene subfamily of cytochrome P450 that maps to chromosome 2
33. Single-step method of RNA isolation by acid guanidinium thiocyanate-phenol-chloroform extraction
34. A reagent for the single-step simultaneous isolation of RNA, DNA and proteins from cell and tissue samples
35. Isolation and characterization of the human cytochrome P450 CYP1B1 gene
36. Baculovirus-mediated expression and characterization of rat CYP2A3 and human CYP2A6: role in metabolic activation of nasal toxicants
37. The carbon monoxide-binding pigment of liver microsomes I. Evidence for its hemoprotein nature
38. Inductive and inhibitory effects of non-ortho-substituted polychlorinated biphenyls on estrogen metabolism and cytochromes P450 1A1 and 1B1
39. Sequence analysis and homology modeling suggest that primary congenital glaucoma on 2p21 results from mutations disrupting either the hinge region or the conserved core structures of cytochrome P4501B1
40. Association of cytochrome P450 1B1 (CYP1B1) polymorphism with steroid receptor status in breast cancer
41. Detection of cytochrome P450 1B1 Bfr polymorphism: genotype distribution in healthy German individuals and in patients with colorectal carcinoma
42. Reconstitution premixes for assays using purified recombinant human cytochrome P450, NADPH-cytochrome P450 reductase, and cytochrome b5
43. Sodium periodate, sodium chlorite, organic hydroperoxides and hydrogen peroxide as hydroxylating agents in steroid hydroxylation reactions catalyzed by partially purified cytochrome P450
44. Studies on hydroperoxide-dependent substrate hydroxylation by purified liver microsomal cytochrome P450
45. Cytochrome P-450: multiplicity of isoforms, substrates, and catalytic and regulatory mechanisms
46. Identification of fatty acid hydroperoxide cofactors in the cytochrome P450-mediated oxidation of estrogens to quinone metabolites
47. Target organ-specific inactivation of drug metabolizing enzymes in kidney of hamsters treated with estradiol