Cytochrome b5 modulation of 17α hydroxylase and 17-20 lyase (CYP17) activities in steroidogenesis

Journal of Endocrinology

Volumn 187, Issue 2, 2005, Pages 267-274

  Akhtar, M K ^a   Kelly, S L ^a   Kaderbhai, M A ^a  

^a ABERYSTWYTH UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

17 HYDROXYPREGNENOLONE; ANDROSTENEDIONE; CYTOCHROME B5; CYTOCHROME P450; CYTOCHROME P450C17; HEMOPROTEIN; HYDROXYPROGESTERONE; IRON; LYASE; OXYGEN; PRASTERONE; PREGNENOLONE; PROGESTERONE; STEROID 17ALPHA MONOOXYGENASE; STEROID HORMONE;

ADRENAL CORTEX; ADRENARCHE; ALLOSTERISM; ARTICLE; BIOCHEMISTRY; CATALYSIS; COMPLEX FORMATION; ELECTRICITY; ELECTRON; ENZYME ACTIVATION; ENZYME ACTIVITY; ENZYME DEGRADATION; ENZYME LOCALIZATION; ENZYME MECHANISM; GONAD; HUMAN; HYDROPHOBICITY; MODULATION; NONHUMAN; OVARY POLYCYSTIC DISEASE; PRIORITY JOURNAL; PROSTATE CANCER; PROTEIN FUNCTION; PROTEIN PROTEIN INTERACTION; STEROID HYDROXYLATION; STEROIDOGENESIS; TISSUE DISTRIBUTION; ZONA FASCICULATA;

ADRENAL CORTEX; ADRENARCHE; CATALYSIS; CYTOCHROMES B5; ELECTROSTATICS; FEMALE; GONADS; HUMANS; MALE; POLYCYSTIC OVARY SYNDROME; PROSTATIC NEOPLASMS; STEROID 17-ALPHA-HYDROXYLASE; STEROIDS;

EID: 28044470748     PISSN: 00220795     EISSN: None     Source Type: Journal    
DOI: 10.1677/joe.1.06375     Document Type: Article

References (61)

1. Akhtar M, Njar VC & Wright JN 1993 Mechanistic studies on aromatase and related C-C bond cleaving P-450 enzymes. Journal of Steroid Biochemistry and Molecular Biology 44 375-387.
2. Akhtar M, Corina D, Miller S, Shyadehi AZ & Wright JN 1994 Mechanism of the aryl-carbon cleavage and related reactions catalyzed by multifunctional P-450s: studies on cytochrome P-450(17)α. Biochemistry 33 4410-4418.
3. Atkinson JK & Ingold KU 1993 Cytochrome P450 hydroxylation of hydrocarbons: variation in the rate of oxygen rebound using cyclopropyl radical clocks including two new ultrafast probes. Biochemistry 32 9209-9214.
4. Auchus RJ & Miller WL 1999 Molecular modeling of human P450c17 (17α-hydroxylase/17,20-lyase): insights into reaction mechanisms and effects of mutations. Molecular Endocrinology 13 1169-1182.
5. Auchus RJ & Rainey WE 2004 Adrenarche - physiology, biochemistry and human disease. Clinical Endocrinology 60 288-296.
6. 5 augments the 17,20-lyase activity of human P450c17 without direct electron transfer. Journal of Biological Chemistry 273 3158-3165.
7. Auchus RJ, Kumar AS, Boswell CA, Gupta MK, Bruce K, Rath NP & Covey DF 2003 The enantiomer of progesterone (ent-progesterone) is a competitive inhibitor of human cytochromes P450c17 and P450c21. Archives of Biochemistry and Biophysics 409 134-144.
8. Biason-Lauber A, Zachmann M & Schoenle EJ 2000a Effect of leptin on CYP17 enzymatic activities in human adrenal cells: new insight in the onset of adrenarche. Endocrinology 141 1446-1454.
9. Biason-Lauber A, Kempken B, Werder E, Forest MG, Einaudi S, Ranke MB, Matsuo N, Brunelli V, Schonle EJ & Zachmann M 2000b 17α-hydroxylase/17,20-lyase deficiency as a model to study enzymatic activity regulation: role of phosphorylation. Journal of Clinical Endocrinology and Metabolism 85 1226-1231.
10. Black SD & Coon MJ 1982 Structural features of liver microsomal NADPH-cytochrome P-450 reductase. Hydrophobic domain, hydrophilic domain, and connecting region. Journal of Biological Chemistry 257 5929-5938.
11. Bridges A, Gruenke L, Chang YT, Vakser IA, Loew G & Waskell L 1998 Identification of the binding site on cytochrome P450 2B4 for cytochrome b5 and cytochrome P450 reductase. Journal of Biological Chemistry 273 17036-17049.
12. Brock BJ & Waterman MR 1999 Biochemical differences between rat and human cytochrome P450c17 support the different steroidogenic needs of these two species. Biochemistry 38 1598-1606.
13. Chudaev MV, Gilep AA & Usanov SA 2001 Site-directed mutagenesis of cytochrome b5 for studies of its interaction with cytochrome P450. Biochemistry (Moscow) 66 667-681.
14. 5 in stimulating cytochrome P450 2B4 catalysis. Journal of Biological Chemistry 279 36809-36818.
15. Estabrook RW 1999 Discovering the functions of cytochrome P450 in drug metabolism: the role of Alfred Hildebrandt. Drug Metabolism Reviews 31 317-331.
16. 5. Biochemistry 35 6519-6526.
17. Feige JJ, Vilgrain I, Brand C, Bailly S & Souchelnitsky S 1998 Fine tuning of adrenocortical functions by locally produced growth factors. Journal of Endocrinology 158 7-19.
18. 5-dependence of 4-methyl sterol oxidase. Journal of Biological Chemistry 256 4822-4826.
19. Geller DH, Auchus RJ, Mendonca BB & Miller WL 1997 The genetic and functional basis of isolated 17,20-lyase deficiency. Nature Genetics 17 201-205.
20. 5. Molecular Endocrinology 13 167-175.
21. Hlavica P & Lewis DF 2001 Allosteric phenomena in cytochrome P450-catalyzed monooxygenations. European Journal of Biochemistry 268 4817-4832.
22. 5 to androgen synthesis in rat testicular microsomes. Journal of Biochemistry 95 335-343.
23. Kaderbhai MA, Morgan R & Kaderbhai NN 2003 The membrane-interactive tail of cytochrome b(5) can function as a stop-transfer sequence in concert with a signal sequence to give inversion of protein topology in the endoplasmic reticulum. Archives of Biochemistry and Biophysics 412 259-266.
24. 5 in the cytochrome P-450-mediated C21-steroid 17,20-lyase reaction. Biochemical and Biophysical Research Communications 108 379-384.
25. 5 in the biosynthesis of androgens by human P450c17. Archives of Biochemistry and Biophysics 317 343-347.
26. 5 in adrenal microsomal steroidogenesis. Journal of Steroid Biochemistry and Molecular Biology 42 57-64.
27. 5. Archives of Biochemistry and Biophysics 395 78-84.
28. Lee-Robichaud P, Shyadehi AZ, Wright JN, Akhtar ME & Akhtar M 1995 Mechanistic kinship between hydroxylation and desaturation reactions: acyl-carbon bond cleavage promoted by pig and human CYP17 (P-450(17)α; 17α-hydroxylase-17,20-lyase). Biochemistry 34 14104-14113.
29. 5. Biochemical Journal 321 857-863.
30. 5. Biochemical Journal 332 293-296.
31. 5-dependent acyl-carbon cleavage activities. Journal of Steroid Biochemistry and Molecular Biology 92 119-130.
32. Lieberman S & Warne PA 2001 17-Hydroxylase: an evaluation of the present view of its catalytic role in steroidogenesis. Journal of Steroid Biochemistry and Molecular Biology 78 299-312.
33. Lu AY, West SB, Vore M, Ryan D & Levin W 1974 Role of cytochrome b5 in hydroxylation by a reconstituted cytochrome P-450-containing system. Journal of Biological Chemistry 249 6701-6709.
34. Lu AY, Levin W, West SB, Vore M, Ryan D, Kuntzman R & Conney AH 1975 Role of cytochrome b5 in NADPH-and NADH-dependent hydroxylation by the reconstituted cytochrome P-450- or P-448-containing system. Advances in Experimental Medicine and Biology 58 447-466.
35. Lunn RM, Bell DA, Mohler JL & Taylor JA 1999 Prostate cancer risk and polymorphism in 17 hydroxylase (CYP17) and steroid reductase (SRD5A2). Carcinogenesis 20 1727-1731.
36. Madigan MP, Gao YT, Deng J, Pfeiffer RM, Chang BL, Zheng S, Meyers DA, Stanczyk FZ, Xu J & Hsing AW 2003 CYP17 polymorphisms in relation to risks of prostate cancer and benign prostatic hyperplasia: a population-based study in China. International Journal of Cancer 107 271-275
37. Maitra A & Shirwalkar H 2003 Congenital adrenal hyperplasia: biochemical and molecular perspectives. Indian Journal of Experimental Biology 41 701-709.
38. 5, 17α-hydroxylase/17,20-lyase cytochrome P450 (P450c17) and NADPH-cytochrome P450 reductase (reductase) but not 3β-hydroxysteroid dehydrogenase/Δ5-4 isomerase (3β-HSD). Journal of Clinical Endocrinology and Metabolism 84 3382-3385.
39. Miller WL 2002 Androgen biosynthesis from cholesterol to DHEA. Molecular and Cellular Endocrinology 198 7-14.
40. Modi S, Gilham DE, Sutcliffe MJ, Lian LY, Primrose WU, Wolf CR & Roberts GC 1997 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine as a substrate of cytochrome P450 2D6: allosteric effects of NADPH-cytochrome P450 reductase. Biochemistry 36 4461-4470.
41. 5 interacts with cytochrome P450 via nonspecific interactions. Biochimica et Biophysica Acta 1674 319-326.
42. Nakajin S, Hall PF & Onoda M 1981a Testicular microsomal cytochrome P-450 for C21 steroid side chain cleavage. Spectral and binding studies. Journal of Biological Chemistry 256 6134-6139.
43. Nakajin S, Shively JE, Yuan PM & Hall PF 1981b Microsomal cytochrome P-450 from neonatal pig testis: two enzymatic activities (17 α-hydroxylase and 17,20-lyase) associated with one protein. Biochemistry 20 4037-4042.
44. Ogo A, Haji M, Ohashi M & Nawata H 1991 Markedly increased expression of cytochrome P-450 17α-hydroxylase (P-450c17) mRNA in adrenocortical adenomas from patients with Cushing's syndrome. Molecular and Cellular Endocrinology 80 83-89.
45. 5 in fatty acid desaturation by rat liver microsomes. Journal of Biochemistry 69 155-167.
46. 5 and by serine phosphorylation of P450c17. Journal of Biological Chemistry 280 13265-13271.
47. Qin KN & Rosenfield RL 1998 Role of cytochrome P450c17 in polycystic ovary syndrome. Molecular and Cellular Endocrinology 145 111-121.
48. 5 in adrenocortical adenomas from patients with Cushing's syndrome. Clinical Endocrinology 40 205-209.
49. Schenkman JB & Jansson I 2003 The many roles of cytochrome b5. Pharmacology and Therapeutics 97 139-152.
50. Shyadehi AZ, Lamb DC, Kelly SL, Kelly DE, Schunck WH, Wright JN, Corina D & Akhtar M 1996 The mechanism of the acyl-carbon bond cleavage reaction catalyzed by recombinant sterol 14α-demethylase of Candida albicans (other names are: lanosterol 14α-demethylase, P-45014DM, and CYP51). Journal of Biological Chemistry 271 12445-12450.
51. 5 and P450 reductase. European Journal of Biochemistry 270 1349-1355.
52. Strauss JF 3rd 2003 Some new thoughts on the pathophysiology and genetics of polycystic ovary syndrome. Annals of the New York Academy of Sciences 997 42-48.
53. Swart P, Swart AC, Waterman MR, Estabrook RW & Mason JI 1993 Progesterone 16α-hydroxylase activity is catalyzed by human cytochrome P450 17α-hydroxylase. Journal of Clinical Endocrinology and Metabolism 77 98-102.
54. 5. FEBS Letters 278 279-282.
55. 5 and of site-directed mutagenesis. Drug Metabolism and Disposition 32 155-161.
56. Yamaori S, Yamazaki H, Suzuki A, Yamada A, Tani H, Kamidate T, Fujita K & Kamataki T 2003 Effects of cytochrome b(5) on drug oxidation activities of human cytochrome P450 (CYP) 3As: similarity of CYP3A5 with CYP3A4 but not CYP3A7. Biochemical Pharmacology 66 2333-2340.
57. 5 on xenobiotic oxidations catalyzed by 12 recombinant human cytochrome P450s expressed in membranes of Escherichia coli. Protein Expression and Purification 24 329-337.
58. Yanase T 1995 17α-Hydroxylase/17,20-lyase defects. Journal of Steroid Biochemistry and Molecular Biology 53 153-157.
59. 5 in human adrenal gland and in adrenocortical adenomas from patients with Cushing's syndrome. Endocrinology Journal 45 89-95.
60. Yang WH & Hammes SR 2005 Xenopus laevis CYP17 regulates androgen biosynthesis independent of the cofactor cytochrome b5. Journal of Biological Chemistry 280 10196-10201.
61. Zhang LH, Rodriguez H, Ohno S & Miller WL 1995 Serine phosphorylation of human P450c17 increases 17,20-lyase activity: implications for adrenarche and the polycystic ovary syndrome. PNAS 92 10619-10623.