Reference on EC 1.1.1.213 - 3alpha-hydroxysteroid 3-dehydrogenase (Re-specific)

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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Ohmura, M.; Hara, A.; Nakagawa, M.; Sawada, H.
Demonstration of 3alpha(17beta)-hydroxysteroid dehydrogenase distinct from 3alpha-hydroxysteroid dehydrogenase in hamster liver
Biochem. J.
266
583-589
1990
Mesocricetus auratus
Manually annotated by BRENDA team
Sawada, H.; Hara, A.; Ohmura, M.; Nakayama, T.; Deyashi, Y.
Kinetic and stereochemical characterization of hamster liver 3alpha-hydroxysteroid dehydrogenase and 3alpha(17beta)-hydroxysteroid dehydrogenase
J. Biochem.
109
770-775
1991
Mesocricetus auratus
Manually annotated by BRENDA team
Askonas, L.J.; Ricigliano, J.W.; Penning, T.M.
The kinetic mechanism catalysed by homogeneous rat liver 3alpha-hydroxysteroid dehydrogenase. Evidence for binary and ternary dead-end complexes containing non-steroidal anti-inflammatory drugs
Biochem. J.
278
835-841
1991
Rattus norvegicus
Manually annotated by BRENDA team
Penning, T.M.; Sharp, R.B
Prostaglandin dehydrogenase activity of purified rat liver 3alpha-hydroxysteroid dehydrogenase
Biochem. Biophys. Res. Commun.
148
646-652
1987
Rattus norvegicus
Manually annotated by BRENDA team
Pawlowski, J.E.; Huizinga, M.; Penning, T.M.
Cloning and sequencing of the cDNA for rat liver 3alpha-hydroxysteroid/dihydrodiol dehydrogenase
J. Biol. Chem.
266
8820-8825
1991
Rattus norvegicus, Rattus norvegicus Sprangue-Dawley
Manually annotated by BRENDA team
Penning, T.M.; Mukharji, I.; Barrows, S.; Talalay, P.
Purification and properties of a 3alpha-hydroxysteroid dehydrogenase of rat liver cytosol and its inhibition by anti-inflammatory drugs
Biochem. J.
222
601-611
1984
Rattus norvegicus, Rattus norvegicus Sprangue-Dawley
Manually annotated by BRENDA team
Tomkins, G.M.
A mammalian 3alpha-hydroxysteroid dehydrogenase
J. Biol. Chem.
218
437-447
1956
Rattus norvegicus
Manually annotated by BRENDA team
Ricigliano, J.W.; Penning, T.M.
Evidence that enzyme-generated aromatic Michael acceptors covalently modify the nucleotide-binding site of 3alpha-hydroxysteroid dehydrogenase
Biochem. J.
269
749-755
1990
Rattus norvegicus, Rattus norvegicus Sprangue-Dawley
Manually annotated by BRENDA team
Mallonee, D.H.; Lijewski, M.A.; Hylemon, P.B.
Expression in Escherichia coli and characterization of a bile acid-inducible 3alpha-hydroxysteroid dehydrogenase from Eubacterium sp. strain VPI 12708
Curr. Microbiol.
30
259-263
1995
Eubacterium sp., Eubacterium sp. VPI 12708
Manually annotated by BRENDA team
Span, P.N.; Sweep, C.G.J.; Benraad, T.J.; Smals, A.G.H.
3alpha-Hydroxysteroid oxidoreductase activities in dihydrotestosterone degradation and back-formation in rat prostate and epididymis
J. Steroid Biochem. Mol. Biol.
58
319-324
1996
Rattus norvegicus
Manually annotated by BRENDA team
Jez, J.M.; Schlegel, B.P.; Penning, T.M.
Characterization of the substrate binding site in rat liver 3alpha-hydroxysteroid/dihydrodiol dehydrogenase. The roles of tryptophans in ligand binding and protein fluorescence
J. Biol. Chem.
271
30190-30198
1996
Rattus norvegicus
Manually annotated by BRENDA team
Penning, T.M.; Bennett, M.J.; Smith-Hoog, S.; Schlegel, B.P.; Jez, J.M.; Lewis, M.
Structure and function of 3alpha-hydroxysteroid dehydrogenase
Steroids
62
101-111
1997
Rattus norvegicus
Manually annotated by BRENDA team
Ma, H.; Ratnam, K.; Penning, T.M.
Mutation of nicotinamide pocket residues in rat liver 3alpha-hydroxysteroid dehydrogenase reveals different modes of cofactor binding
Biochemistry
39
102-109
2000
Rattus norvegicus (P23457)
Manually annotated by BRENDA team
Heredia, V.V.; Penning, T.M.
Dissection of the physiological interconversion of 5alpha-DHT and 3alpha-diol by rat 3alpha-HSD via transient kinetics shows that the chemical step is rate-determining: effect of mutating cofactor and substrate-binding pocket residues on catalysis
Biochemistry
43
12028-12037
2004
Rattus norvegicus
Manually annotated by BRENDA team
Heredia, V.V.; Cooper, W.C.; Kruger, R.G.; Jin, Y.; Penning, T.M.
Alanine scanning mutagenesis of the testosterone binding site of rat 3alpha-hydroxysteroid dehydrogenase demonstrates contact residues influence the rate-determining step
Biochemistry
43
5832-5841
2004
Rattus norvegicus
Manually annotated by BRENDA team
Matsunaga, T.; Shintani, S.; Hara, A.
Multiplicity of mammalian reductases for xenobiotic carbonyl compounds
Drug Metab. Pharmacokinet.
21
1-18
2006
Homo sapiens, Homo sapiens (P52895)
Manually annotated by BRENDA team
Hwang, C.; Chang, Y.; Hsu, C.; Hsu, H.; Li, C.; Pon, H.
Mechanistic roles of Ser-114, Tyr-155, and Lys-159 in 3alpha-hydroxysteroid dehydrogenase/carbonyl reductase from Comamonas testosteroni
J. Biol. Chem.
280
3522-3528
2005
Comamonas testosteroni
Manually annotated by BRENDA team
Jin, Y.; Penning, T.M.
Multiple steps determine the overall rate of the reduction of 5alpha-dihydrotestosterone catalyzed by human type 3 3alpha-hydroxysteroid dehydrogenase: implications for the elimination of androgens
Biochemistry
45
13054-13063
2006
Homo sapiens
Manually annotated by BRENDA team
Uwai, K.; Konno, N.; Kitamura, S.; Ohta, S.; Takeshita, M.
Purification and characterization of rat liver enzyme catalyzing stereoselective reduction of acetylpyridines
Chirality
17
494-500
2005
Rattus norvegicus
Manually annotated by BRENDA team
Papari-Zareei, M.; Brandmaier, A.; Auchus, R.J.
Arginine 276 controls the directional preference of AKR1C9 (rat liver 3alpha-hydroxysteroid dehydrogenase) in human embryonic kidney 293 cells
Endocrinology
147
1591-1597
2006
Rattus norvegicus
Manually annotated by BRENDA team
Rani, K.; Garg, P.; Pundir, C.S.
Discrete analysis of bile acid in serum and bile with 3alpha-hydroxysteroid dehydrogenase and diaphorase immobilized onto alkylamine glass beads
Indian J. Biochem. Biophys.
43
98-104
2006
Comamonas testosteroni
Manually annotated by BRENDA team
Nakamura, S.; Oda, M.; Kataoka, S.; Ueda, S.; Uchiyama, S.; Yoshida, T.; Kobayashi, Y.; Ohkubo, T.
Apo- and holo-structures of 3alpha-hydroxysteroid dehydrogenase from Pseudomonas sp. B-0831. Loop-helix transition induced by coenzyme binding
J. Biol. Chem.
281
31876-31884
2006
Pseudomonas sp., Pseudomonas sp. B-0831
Manually annotated by BRENDA team
Okochi, M.; Nakagawa, I.; Kobayashi, T.; Hayashi, S.; Furusaki, S.; Honda, H.
Enhanced activity of 3alpha-hydroxysteroid dehydrogenase by addition of the co-solvent 1-butyl-3-methylimidazolium (l)-lactate in aqueous phase of biphasic systems for reductive production of steroids
J. Biotechnol.
128
376-382
2006
Comamonas testosteroni
Manually annotated by BRENDA team
Steckelbroeck, S.; Oyesanmi, B.; Jin, Y.; Lee, S.H.; Kloosterboer, H.J.; Penning, T.M.
Tibolone metabolism in human liver is catalyzed by 3alpha/3beta-hydroxysteroid dehydrogenase activities of the four isoforms of the aldo-keto reductase (AKR)1C subfamily
J. Pharmacol. Exp. Ther.
316
1300-1309
2006
Homo sapiens
Manually annotated by BRENDA team
Wiebe, J.P.; Souter, L.; Zhang, G.
Dutasteride affects progesterone metabolizing enzyme activity/expression in human breast cell lines resulting in suppression of cell proliferation and detachment
J. Steroid Biochem. Mol. Biol.
100
129-140
2006
Homo sapiens
Manually annotated by BRENDA team
Bellemare, V.; Labrie, F.; Luu-The, V.
Isolation and characterization of a cDNA encoding mouse 3alpha-hydroxysteroid dehydrogenase: an androgen-inactivating enzyme selectively expressed in female tissues
J. Steroid Biochem. Mol. Biol.
98
18-24
2006
Mus musculus
Manually annotated by BRENDA team
Bauman, D.R.; Steckelbroeck, S.; Williams, M.V.; Peehl, D.M.; Penning, T.M.
Identification of the major oxidative 3alpha-hydroxysteroid dehydrogenase in human prostate that converts 5alpha-androstane-3alpha,17beta-diol to 5alpha-dihydrotestosterone: a potential therapeutic target for androgen-dependent disease
Mol. Endocrinol.
20
444-458
2006
Homo sapiens, Homo sapiens (P52895)
Manually annotated by BRENDA team
Yee, D.J.; Balsanek, V.; Bauman, D.R.; Penning, T.M.; Sames, D.
Fluorogenic metabolic probes for direct activity readout of redox enzymes: Selective measurement of human AKR1C2 in living cells
Proc. Natl. Acad. Sci. USA
103
13304-13309
2006
Homo sapiens
Manually annotated by BRENDA team
Couture, J.F.; de Jesus-Tran, K.P.; Roy, A.M.; Cantin, L.; Cote, P.L.; Legrand, P.; Luu-The, V.; Labrie, F.; Breton, R.
Comparison of crystal structures of human type 3 3alpha-hydroxysteroid dehydrogenase reveals an 'induced-fit' mechanism and a conserved basic motif involved in the binding of androgen
Protein Sci.
14
1485-1497
2005
Homo sapiens, Homo sapiens (P52895)
Manually annotated by BRENDA team
Sanai, M.; Endo, S.; Matsunaga, T.; Ishikura, S.; Tajima, K.; El-Kabbani, O.; Hara, A.
Rat NAD+-dependent 3alpha-hydroxysteroid dehydrogenase (AKR1C17): a member of the aldo-keto reductase family highly expressed in kidney cytosol
Arch. Biochem. Biophys.
464
122-129
2007
Rattus norvegicus
Manually annotated by BRENDA team
Uwai, K.; Konno, N.; Yasuta, Y.; Takeshita, M.
Electronic effects of para-substitution on acetophenones in the reaction of rat liver 3alpha-hydroxysteroid dehydrogenase
Bioorg. Med. Chem.
16
1084-1089
2008
Rattus norvegicus
Manually annotated by BRENDA team
Cooper, W.C.; Jin, Y.; Penning, T.M.
Elucidation of a complete kinetic mechanism for a mammalian hydroxysteroid dehydrogenase (HSD) and identification of all enzyme forms on the reaction coordinate: the example of rat liver 3alpha-HSD (AKR1C9)
J. Biol. Chem.
282
33484-33493
2007
Rattus norvegicus
Manually annotated by BRENDA team
McCarthy, T.L.; Hochberg, R.B.; Labaree, D.C.; Centrella, M.
3-ketosteroid reductase activity and expression by fetal rat osteoblasts
J. Biol. Chem.
282
34003-34012
2007
Rattus norvegicus (P23457)
Manually annotated by BRENDA team
Chang, Y.H.; Chuang, L.Y.; Hwang, C.C.
Mechanism of proton transfer in the 3alpha-hydroxysteroid dehydrogenase/carbonyl reductase from Comamonas testosteroni
J. Biol. Chem.
282
34306-34314
2007
Comamonas testosteroni
Manually annotated by BRENDA team
Hoffmann, F.; Sotriffer, C.; Evers, A.; Xiong, G.; Maser, E.
Understanding oligomerization in 3alpha-hydroxysteroid dehydrogenase/carbonyl reductase from Comamonas testosteroni: an in silico approach and evidence for an active protein
J. Biotechnol.
129
131-139
2007
Comamonas testosteroni
Manually annotated by BRENDA team
Azzarello, J.; Fung, K.M.; Lin, H.K.
Tissue distribution of human AKR1C3 and rat homolog in adult genitourinary system
J. Histochem. Cytochem.
56
853-861
2008
Homo sapiens, Rattus norvegicus
Manually annotated by BRENDA team
Meyer, L.; Venard, C.; Schaeffer, V.; Patte-Mensah, C.; Mensah-Nyagan, A.G.
The biological activity of 3alpha-hydroxysteroid oxido-reductase in the spinal cord regulates thermal and mechanical pain thresholds after sciatic nerve injury
Neurobiol. Dis.
30
30-41
2008
Rattus norvegicus
Manually annotated by BRENDA team
Skarydova, L.; Zivna, L.; Xiong, G.; Maser, E.; Wsol, V.
AKR1C3 as a potential target for the inhibitory effect of dietary flavonoids
Chem. Biol. Interact.
178
138-144
2009
Homo sapiens
Manually annotated by BRENDA team
Shultz, C.A.; Palackal, N.T.; Mangal, D.; Harvey, R.G.; Blair, I.A.; Penning, T.M.
Fjord-region benzo[g]chrysene-11,12-dihydrodiol and benzo[c]phenanthrene-3,4-dihydrodiol as substrates for rat liver dihydrodiol dehydrogenase (AKR1C9): structural basis for stereochemical preference
Chem. Res. Toxicol.
21
668-677
2008
Rattus norvegicus (P23457)
Manually annotated by BRENDA team
Björkhem, I.; Danielsson, H.
Stereochemistry of hydrogen transfer from pyridine nucleotides catalyzed by delta-4-3-oxosteroid 5-beta-reductase and 3-alpha-hydroxysteroid dehydrogenase from rat liver
Eur. J. Biochem.
12
80-4
1970
Rattus norvegicus
Manually annotated by BRENDA team
Jackson, V.J.; Yosaatmadja, Y.; Flanagan, J.U.; Squire, C.J.
Structure of AKR1C3 with 3-phenoxybenzoic acid bound
Acta Crystallogr. Sect. F
68
409-413
2012
Homo sapiens (P42330)
Manually annotated by BRENDA team
Adeniji, A.O.; Twenter, B.M.; Byrns, M.C.; Jin, Y.; Winkler, J.D.; Penning, T.M.
Discovery of substituted 3-(phenylamino)benzoic acids as potent and selective inhibitors of type 5 17beta-hydroxysteroid dehydrogenase (AKR1C3)
Bioorg. Med. Chem. Lett.
21
1464-1468
2011
Homo sapiens (P42330)
Manually annotated by BRENDA team
Chen, M.; Adeniji, A.O.; Twenter, B.M.; Winkler, J.D.; Christianson, D.W.; Penning, T.M.
Crystal structures of AKR1C3 containing an N-(aryl)amino-benzoate inhibitor and a bifunctional AKR1C3 inhibitor and androgen receptor antagonist. Therapeutic leads for castrate resistant prostate cancer
Bioorg. Med. Chem. Lett.
22
3492-3497
2012
Homo sapiens (P42330)
Manually annotated by BRENDA team
Sinreih, M.; Sosic, I.; Beranic, N.; Turk, S.; Adeniji, A.O.; Penning, T.M.; Rizner, T.L.; Gobec, S.
N-Benzoyl anthranilic acid derivatives as selective inhibitors of aldo-keto reductase AKR1C3
Bioorg. Med. Chem. Lett.
22
5948-5951
2012
Homo sapiens (P42330)
Manually annotated by BRENDA team
Matsunaga, T.; Hojo, A.; Yamane, Y.; Endo, S.; El-Kabbani, O.; Hara, A.
Pathophysiological roles of aldo-keto reductases (AKR1C1 and AKR1C3) in development of cisplatin resistance in human colon cancers
Chem. Biol. Interact.
202
234-242
2013
Homo sapiens (P42330)
Manually annotated by BRENDA team
Heinrich, D.M.; Flanagan, J.U.; Jamieson, S.M.; Silva, S.; Rigoreau, L.J.; Trivier, E.; Raynham, T.; Turnbull, A.P.; Denny, W.A.
Synthesis and structure-activity relationships for 1-(4-(piperidin-1-ylsulfonyl)phenyl)pyrrolidin-2-ones as novel non-carboxylate inhibitors of the aldo-keto reductase enzyme AKR1C3
Eur. J. Med. Chem.
62
738-744
2013
Homo sapiens (P42330)
Manually annotated by BRENDA team
Gazvoda, M.; Beranic, N.; Turk, S.; Burja, B.; Kocevar, M.; Rizner, T.L.; Gobec, S.; Polanc, S.
2,3-diarylpropenoic acids as selective non-steroidal inhibitors of type-5 17?-hydroxysteroid dehydrogenase (AKR1C3)
Eur. J. Med. Chem.
62
89-97
2013
Homo sapiens (P42330)
Manually annotated by BRENDA team
Zakharov, V.; Lin, H.K.; Azzarello, J.; McMeekin, S.; Moore, K.N.; Penning, T.M.; Fung, K.M.
Suppressed expression of type 2 3alpha/type 5 17beta-hydroxysteroid dehydrogenase (AKR1C3) in endometrial hyperplasia and carcinoma
Int. J. Clin. Exp. Pathol.
3
608-617
2010
Homo sapiens (P42330)
Manually annotated by BRENDA team
Miller, V.L.; Lin, H.K.; Murugan, P.; Fan, M.; Penning, T.M.; Brame, L.S.; Yang, Q.; Fung, K.M.
Aldo-keto reductase family 1 member C3 (AKR1C3) is expressed in adenocarcinoma and squamous cell carcinoma but not small cell carcinoma
Int. J. Clin. Exp. Pathol.
5
278-289
2012
Homo sapiens
Manually annotated by BRENDA team
Brozic, P.; Turk, S.; Adeniji, A.O.; Konc, J.; Janezic, D.; Penning, T.M.; Lanisnik Rizner, T.; Gobec, S.
Selective inhibitors of aldo-keto reductases AKR1C1 and AKR1C3 discovered by virtual screening of a fragment library
J. Med. Chem.
55
7417-7424
2012
Homo sapiens (P42330)
Manually annotated by BRENDA team
Byrns, M.C.; Mindnich, R.; Duan, L.; Penning, T.M.
Overexpression of aldo-keto reductase 1C3 (AKR1C3) in LNCaP cells diverts androgen metabolism towards testosterone resulting in resistance to the 5alpha-reductase inhibitor finasteride
J. Steroid Biochem. Mol. Biol.
130
7-15
2012
Homo sapiens (P42330)
Manually annotated by BRENDA team