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- 20-alpha-hydroxysteroid dehydrogenase
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20-α-hydroxysteroid dehydrogenase |
Identifiers |
EC number |
1.1.1.149 |
CAS number |
9040-08-8 |
Databases |
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BRENDA entry |
ExPASy |
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KEGG |
KEGG entry |
MetaCyc |
metabolic pathway |
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profile |
PDB structures |
RCSB PDB PDBe PDBsum |
Gene Ontology |
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In enzymology, a 20-α-hydroxysteroid dehydrogenase (EC 1.1.1.149) is an enzyme that catalyzes the chemical reaction
- 17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+ 17alpha-hydroxyprogesterone + NAD(P)H + H+
The 3 substrates of this enzyme are 17alpha,20alpha-dihydroxypregn-4-en-3-one, NAD+, and NADP+, whereas its 4 products are 17-alpha-hydroxyprogesterone, NADH, NADPH, and H+.
This enzyme belongs to the family of oxidoreductases, specifically those acting on the CH-OH group of donor with NAD+ or NADP+ as acceptor. The systematic name of this enzyme class is 20alpha-hydroxysteroid:NAD(P)+ 20-oxidoreductase. Other names in common use include 20alpha-hydroxy steroid dehydrogenase, 20alpha-hydroxy steroid dehydrogenase, 20alpha-HSD, and 20alpha-HSDH. This enzyme participates in c21-steroid hormone metabolism.
20alpha-HSD has been initially described as a progesterone metabolizing enzyme of the ovary. On a functional level, ovarian 20alpha-HSD is actively involved in the control of progesterone homeostasis in pregnancy of rats and mice. While 20alpha-HSD expression and activity is downregulated in the corpus luteum of pregnancy, 24 hrs prior to parturition ovarian 20alpha-HSD activity is acutely stimulated. Accordingly, in mice with targeted deletion of the 20alpha-HSD gene, progesterone blood concentration remain high throughout pregnancy which results in a delay of 2–4 days in parturition. Indicating that expression of 20alpha-HSD activity is mandatory for the induction of parturition through reduction of progesterone blood concentration. In mice, 20alpha-HSD is also expressed in the adrenals, kidneys, brain, thymus, T cells and bone marrow. Its induction in hematopoietic cells was used as an assay for the identification of T cell derived factor interleukin-3. In addition, the enzyme reduces and inactivates 17-deoxycorticosterone, the precursor of aldosterone and corticosterone.
Contents
- 1 Structural studies
- 2 See also
- 3 References
- 4 Further reading
Structural studies
As of late 2007, 3 structures have been solved for this class of enzymes, with PDB accession codes 1MRQ, 1Q13, and 1Q5M.
See also
- 3β(or 20α)-hydroxysteroid dehydrogenase
References
Further reading
- Shikita M, Inano H, Tamaoki B (1967). "Further studies on 20-alpha-hydroxysteroid dehydrogenase of rat testes". Biochemistry. 6 (6): 1760–4. doi:10.1021/bi00858a026. PMID 4382486.
- Strickler RC, Tobias B, Covey DF (1981). "Human placental 17 beta-estradiol dehydrogenase and 20 alpha-hydroxysteroid dehydrogenase. Two activities at a single enzyme active site". J. Biol. Chem. 256 (1): 316–21. PMID 6935192.
- Wiest WG, Kidwell WR, Balogh K (April 1968). "Progesterone catabolism in the rat ovary: a regulatory mechanism for progestational potency during pregnancy". Endocrinology 82 (4): 844–59. doi:10.1210/endo-82-4-844. PMID 5742200.
- Wiest WG (December 1968). "On the function of 20 alpha-hydroxypregn-4-en-3-one during parturition in the rat". Endocrinology 83 (6): 1181–4. doi:10.1210/endo-83-6-1181. PMID 5721991.
- Piekorz RP, Gingras S, Hoffmeyer A, Ihle JN, Weinstein Y (February 2005). "Regulation of progesterone levels during pregnancy and parturition by signal transducer and activator of transcription 5 and 20alpha-hydroxysteroid dehydrogenase". Mol. Endocrinol. 19 (2): 431–40. doi:10.1210/me.2004-0302. PMID 15471942.
- Akinola LA, Poutanen M, Vihko R, Vihko P (July 1997). "Expression of 17beta-hydroxysteroid dehydrogenase type 1 and type 2, P450 aromatase, and 20alpha-hydroxysteroid dehydrogenase enzymes in immature, mature, and pregnant rats". Endocrinology 138 (7): 2886–92. doi:10.1210/en.138.7.2886. PMID 9202232.
- Weinstein Y (October 1977). "20alpha-hydroxysteroid dehydrogenase: a T lymphocyte-associated enzyme". J. Immunol. 119 (4): 1223–9. PMID 302277.
- Weinstein Y, Lindner HR, Eckstein B (April 1977). "Thymus metabolises progesterone- possible enzymatic marker for T lymphocytes". Nature 266 (5603): 632–3. doi:10.1038/266632a0. PMID 300849.
- Ihle JN, Keller J, Oroszlan S, Henderson LE, Copeland TD, Fitch F, Prystowsky MB, Goldwasser E, Schrader JW, Palaszynski E, Dy M, Lebel B (July 1983). "Biologic properties of homogeneous interleukin 3. I. Demonstration of WEHI-3 growth factor activity, mast cell growth factor activity, p cell-stimulating factor activity, colony-stimulating factor activity, and histamine-producing cell-stimulating factor activity". J. Immunol. 131 (1): 282–7. PMID 6190911.
- Hershkovitz L, Beuschlein F, Klammer S, Krup M, Weinstein Y (March 2007). "Adrenal 20alpha-hydroxysteroid dehydrogenase in the mouse catabolizes progesterone and 11-deoxycorticosterone and is restricted to the X-zone". Endocrinology 148 (3): 976–88. doi:10.1210/en.2006-1100. PMID 17122075.
UpToDate Contents
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English Journal
- HPLC-ESI-MS/MS assessment of the tetrahydro-metabolites of cortisol and cortisone in bovine urine: promising markers of dexamethasone and prednisolone treatment.
- Chiesa L1, Panseri S1, Pavlovic R2, Cannizzo FT3, Biolatti B3, Divari S3, Villa R4, Arioli F4.
- Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.Food Addit Contam Part A Chem Anal Control Expo Risk Assess.2016 Jul;33(7):1175-89. doi: 10.1080/19440049.2016.1202453. Epub 2016 Jul 4.
- The effects of long-term administration of low doses of dexamethasone (DX) and prednisolone (PL) on the metabolism of endogenous corticosteroids were investigated in veal calves. In addition to cortisol (F) and cortisone (E), whose interconversion is regulated by 11β-hydroxysteroid dehydrogenases (
- PMID 27310211
- Genetic engineering of Bacillus megaterium for high-yield production of the major teleost progestogens 17α,20β-di- and 17α,20β,21α-trihydroxy-4-pregnen-3-one.
- Gerber A1, Milhim M1, Hartz P1, Zapp J2, Bernhardt R3.
- Metabolic engineering.Metab Eng.2016 Jul;36:19-27. doi: 10.1016/j.ymben.2016.02.010. Epub 2016 Mar 11.
- 17α,20β-Dihydroxy-4-pregnen-3-one (17α,20βDiOH-P) and 17α,20β,21α-trihydroxy-4-pregnen-3-one (20βOH-RSS) are the critical hormones required for oocyte maturation in fish. We utilized B. megaterium's endogenous 20β-hydroxysteroid dehydrogenase (20βHSD) for the efficient production of both p
- PMID 26976492
- Low Prolactin and High 20-α-Hydroxysteroid Dehydrogenase Levels Contribute to Lower Progesterone Levels in HIV-Infected Pregnant Women Exposed to Protease Inhibitor-Based Combination Antiretroviral Therapy.
- Papp E1, Balogun K1, Banko N1, Mohammadi H1, Loutfy M2, Yudin MH3, Shah R4, MacGillivray J4, Murphy KE5, Walmsley SL6, Silverman M7, Serghides L8.
- The Journal of infectious diseases.J Infect Dis.2016 May 15;213(10):1532-40. doi: 10.1093/infdis/jiw004. Epub 2016 Jan 5.
- BACKGROUND: It has been reported that pregnant women receiving protease inhibitor (PI)-based combination antiretroviral therapy (cART) have lower levels of progesterone, which put them at risk of adverse birth outcomes, such as low birth weight. We sought to understand the mechanisms involved in thi
- PMID 26740274
Related Links
- Please note that the content of this book primarily consists of articles available from Wikipedia or other free sources online. In enzymology, a 20- -hydroxysteroid dehydrogenase (EC 1.1.1.149) is an enzyme that catalyzes the ...
- 1. J Mol Endocrinol. 2000 Oct;25(2):221-8. Characterization of a human 20alpha-hydroxysteroid dehydrogenase. Zhang Y, Dufort I, Rheault P, Luu-The V. Oncology and Molecular Endocrinology Research Center, CHUQ PCHUL and ...
★リンクテーブル★
[★]
- 英
- 20alpha-hydroxysteroid dehydrogenase、20-alpha-hydroxysteroid dehydrogenase
- 関
- 20α-ヒドロキシステロイド脱水素酵素、20α-ヒドロキシステロイドデヒドロゲナーゼ、20α-水酸化ステロイド脱水素酵素
[★]
- 英
- 20alpha-hydroxysteroid dehydrogenase
- 関
- 20α-ヒドロキシステロイド脱水素酵素、20α-ヒドロキシステロイドデヒドロゲナーゼ、20α水酸化ステロイド脱水素酵素
[★]
- 英
- 20alpha-hydroxysteroid dehydrogenase
- 関
- 20α-ヒドロキシステロイドデヒドロゲナーゼ、20α水酸化ステロイド脱水素酵素、20α-水酸化ステロイド脱水素酵素
[★]
- 英
- 20alpha-hydroxysteroid dehydrogenase
- 関
- 20α-ヒドロキシステロイド脱水素酵素、20α水酸化ステロイド脱水素酵素、20α-水酸化ステロイド脱水素酵素
[★]
水酸化ステロイド脱水素酵素、ヒドロキシステロイド脱水素酵素、水酸化ステロイドデヒドロゲナーゼ、ヒドロキシステロイドデヒドロゲナーゼ
- 関
- HSD
[★]
脱水素酵素 デヒドロゲナーゼ
[★]
脱水素酵素 デヒドロゲナーゼ