Effect of 17-α-ethynylestradiol on activities of cytochrome P450 2B (P450 2B) enzymes: Characterization of inactivation of P450s 2B1 and 2B6 and identification of metabolites

Journal of Pharmacology and Experimental Therapeutics

Volumn 300, Issue 2, 2002, Pages 549-558

  Kent, Ute M ^a   Mills, Danielle E ^a   Rajnarayanan, Rajendram V ^b   Alworth, William L ^b   Hollenberg, Paul F ^a  

^a UNIVERSITY OF MICHIGAN MEDICAL SCHOOL   (United States)

^b Tulane University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

APOPROTEIN; CYTOCHROME P450 2B; CYTOCHROME P450 2B1; CYTOCHROME P450 2B6; ETHINYLESTRADIOL; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE;

ANIMAL CELL; ARTICLE; DRUG EFFECT; DRUG MECHANISM; ENZYME ACTIVITY; ENZYME INACTIVATION; ENZYME PURIFICATION; HUMAN; HUMAN CELL; NONHUMAN; PRIORITY JOURNAL; RAT; STOICHIOMETRY;

ANIMALS; ARYL HYDROCARBON HYDROXYLASES; BIOTRANSFORMATION; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CYTOCHROME P-450 CYP2B1; CYTOCHROME P-450 ENZYME SYSTEM; ENZYME INDUCTION; ETHINYL ESTRADIOL; HUMANS; ISOENZYMES; LIVER; MALE; NADPH-FERRIHEMOPROTEIN REDUCTASE; OXIDOREDUCTASES, N-DEMETHYLATING; PHENOBARBITAL; RATS; RATS, LONG-EVANS; SPECTROPHOTOMETRY, ULTRAVIOLET; STEROID HYDROXYLASES; SUBSTRATE SPECIFICITY;

EID: 0036151664     PISSN: 00223565     EISSN: None     Source Type: Journal    
DOI: 10.1124/jpet.300.2.549     Document Type: Article

References (41)

1. A highly sensitive tool for the assay of cytochrome P450 enzyme activity in rat, dog and man
2. Human cytochrome P450 2B6: Interindividual hepatic expression, substrate specificity, and role in procarcinogen activation
3. Two forms of liver microsomal cytochrome P450, P450 LM2 and P450 LM4 (rabbit liver)
4. Structure of cytochrome P450eryF involved in erythromycin biosynthesis
5. Validation of buprion hydroxylation as a selective marker of human cytochrome P450 2B6 catalytic activity
6. Substrate recognition sites in cytochrome P450 family 2 (CYP2) proteins inferred from comparative analysis of amino acid and coding nucleotide sequences
7. Oxidation of 17α-ethymylestradiole by human liver cytochrome P450
8. Metabolism of 17α-ethynylestradiol in humans
9. Structural basis of selective cytochrome P450 inhibition
10. Expression of human cytochrome P450 2B6 in Escherichia coli: Characterization of catalytic activity and expression in human liver
11. Molecular basis for the difference in lidocaine binding and the regioselectivity of oxidation by cytochrome P450 2B1 and 2B2
12. Role of alanine at position 363 of cytochrome P450 2B2 in influencing the NADPH- and hydroperoxide-supported activities
13. Identification of the heme adduct and an active site peptide modified during mechanism-based inactivation of rat liver cytochrome P450 2B1 by secobarbital
14. Characterization of cytochrome P450 enzymes in human breast tissue from reduction mammoplasties
15. Ritonavir, Efavirenz, and Nelfinavir inhibit CYP2B6 activity in vitro: Potential drug interactions with bupropion
16. Neue per os-wirksame weibliche Keimdrusenhormon-Derivate: 17-Athinylbstradiol und Pregnene-in-on-3-ol-17
17. Molecular basis for a functionally unique cytochrome P450IIBI
18. Mechanism-based inactivators as probes of cytochrome P450 structure and function
19. Identification and characterization of cytochrome P450 2B6 (CYP2B6) in human liver microsomes and its induction in primary cultures of human hepatocytes
20. Cotinine formation by cDNA expressed human cytochromes P450
21. Characterization of cytochrome P-450 2B6 in human liver microsomes
22. The carbon monoxide-binding pigment of liver microsomes. I. Evidence for its hemo protein nature
23. Specificity of substrate and inhibitor probes for cytochrome P450s: Evaluation of in vitro metabolism using cDNA expressed human P450s and human liver microsomes
24. Inhibition of cytochrome P450 enzymas
25. Upregulation of estradiol C16 alpha-hydroxylation in human breast tissue: A potential biomarker of breast cancer risk
26. Cytochrome P-450: Multiplicity of isoforms, substrates, and catalytic and regulatory mechanisms
27. Crystal structure of hemoprotein domain of P450 BM-3, a prototype for microsomal P450s
28. Human cytochrome P450 enzymes: A status report summarizing their reactions, substrates, inducers, and inhibitors
29. Purification to homogeneity and characterization of a form of cytochrome P450 with high specificity for benzopyrene from betanaphtoflavone-pretreated rat liver microsomes
30. Cytochrome P-450-dependent oxidation of the 17a-ethynyl group of synthetic steroids
31. Interindividual variation in human liver cytochrome P-450 enzymes involved in the oxidation of drugs, carcinogens and toxic chemicals: Studies with liver microsomes of 30 Japanese and 30 Caucasians
32. Mechanism-based enzyme inactivators
33. Human liver CYP-2B6-catalyzed hydroxylation of RP 73401
34. Reassessment of cytochrome P450 2B2: Catalytic specificity and identification of four active site residues
35. Genotoxicity of tamoxifen, tamoxifen epoxide and tormifene in human lymphoblastoid cells containing human cytochrome P450s
36. High performance liquid chromatography separation of hydroxylated estradiol metabolites: Formation of estradiol metabolites by liver microsomes from male and female rats
37. Mammalian microsomal cytochrome P450 monooxygenase structural adaptations for membrane binding and functional diversity
38. 3H in women. Chromatographic profiling and identification of ethynyl and non-ethynyl compounds
39. 7-Ethoxycoumarin O-deethylation catalyzed by cytochromes P4501A2 and 2E1 in human liver microsomes
40. Involvement of CYP2B6 in N-demethylation of ketamine in human liver microsomes