Enzyme

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     1. Oxidoreductases
        1.3 Acting on the CH-CH group of donors
            1.3.1 With NAD+ or NADP+ as acceptor
ID:1.3.1.3
Description:Delta(4)-3-oxosteroid 5-beta-reductase.
Alternative Name: Testosterone 5-beta-reductase.
Steroid 5-beta-reductase.
Delta(4)-hydrogenase.
Delta(4)-5-beta-reductase.
Delta(4)-3-ketosteroid 5-beta-reductase.
Cortisone Delta(4)-5-beta-reductase.
Cortisone beta-reductase.
Cortisone 5-beta-reductase.
Cholestenone 5-beta-reductase.
Androstenedione 5-beta-reductase.
5-beta-reductase.
3-oxo-Delta(4)-steroid 5-beta-reductase.
Prosite: PDOC00061;
PDB:
PDBScop
Cath: 3.20.20.10; 3.20.20.100; 3.40.50.720;

3D structure

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References

External Links

UniProtKB Enzyme Link: UniProtKB 1.3.1.3
BRENDA Enzyme Link: BRENDA 1.3.1.3
KEGG Enzyme Link: KEGG1.3.1.3
BioCyc Enzyme Link: BioCyc 1.3.1.3
ExPASy Enzyme Link: ExPASy1.3.1.3
EC2PDB Enzyme Link: EC2PDB 1.3.1.3
ExplorEnz Enzyme Link: ExplorEnz 1.3.1.3
PRIAM enzyme-specific profiles Link: PRIAM 1.3.1.3
IntEnz Enzyme Link: IntEnz 1.3.1.3
MEDLINE Enzyme Link: MEDLINE 1.3.1.3
MSA:

1.3.1.3;

Phylogenetic Tree:

1.3.1.3;

Uniprot:
M-CSA:
RHEA:46636 5beta-dihydrotestosterone + NADP(+) = H(+) + NADPH + testosterone
RULE(radius=1) [*:1]-[CH2;+0:2]-[CH;+0:3](-[*:4])-[*:5].[*:6]-[n+;H0:7]1:[cH;+0:8]:[cH;+0:9]:[cH;+0:10]:[c;H0;+0:11](-[*:12]):[cH;+0:13]:1>>[*:1]-[CH;+0:2]=[C;H0;+0:3](-[*:4])-[*:5].[*:6]-[N;H0;+0:7]1-[CH;+0:8]=[CH;+0:9]-[CH2;+0:10]-[C;H0;+0:11](-[*:12])=[CH;+0:13]-1
Reaction
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References

TitleAuthorsDatePubMed ID
Cloning and expression of cDNA of human delta 4-3-oxosteroid 5 beta-reductase and substrate specificity of the expressed enzyme.Kondo KH, Kai MH, Setoguchi Y, Eggertsen G, Sjöblom P, Setoguchi T, Okuda KI, Björkhem I1994 Jan 157508385
Substrate specificity and inhibitor analyses of human steroid 5β-reductase (AKR1D1).Chen M, Drury JE, Penning TM2011 Apr21255593
Characterization of disease-related 5beta-reductase (AKR1D1) mutations reveals their potential to cause bile acid deficiency.Drury JE, Mindnich R, Penning TM2010 Aug 620522910

RHEA:14037 4,5beta-dihydrocortisone + NADP(+) = cortisone + H(+) + NADPH
RULE(radius=1) [*:1]-[CH2;+0:2]-[CH;+0:3](-[*:4])-[*:5].[*:6]-[n+;H0:7]1:[cH;+0:8]:[cH;+0:9]:[cH;+0:10]:[c;H0;+0:11](-[*:12]):[cH;+0:13]:1>>[*:1]-[CH;+0:2]=[C;H0;+0:3](-[*:4])-[*:5].[*:6]-[N;H0;+0:7]1-[CH;+0:8]=[CH;+0:9]-[CH2;+0:10]-[C;H0;+0:11](-[*:12])=[CH;+0:13]-1
Reaction
Core-to-Core More
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References

TitleAuthorsDatePubMed ID
Vein Patterning 1-encoded progesterone 5β-reductase: activity-guided improvement of catalytic efficiency.Bauer P, Rudolph K, Müller-Uri F, Kreis W2012 May22357344
Substrate specificity and inhibitor analyses of human steroid 5β-reductase (AKR1D1).Chen M, Drury JE, Penning TM2011 Apr21255593
Highly conserved progesterone 5 beta-reductase genes (P5 beta R) from 5 beta-cardenolide-free and 5 beta-cardenolide-producing angiosperms.Bauer P, Munkert J, Brydziun M, Burda E, Müller-Uri F, Gröger H, Muller YA, Kreis W2010 Sep20598327
Characterization of disease-related 5beta-reductase (AKR1D1) mutations reveals their potential to cause bile acid deficiency.Drury JE, Mindnich R, Penning TM2010 Aug 620522910
The VEP1 gene (At4g24220) encodes a short-chain dehydrogenase/reductase with 3-oxo-Delta4,5-steroid 5beta-reductase activity in Arabidopsis thaliana L.Herl V, Fischer G, Reva VA, Stiebritz M, Muller YA, Müller-Uri F, Kreis W2009 Apr19166903
Structure and catalytic mechanism of human steroid 5beta-reductase (AKR1D1).Di Costanzo L, Drury JE, Christianson DW, Penning TM2009 Mar 2518848863
Crystal structure of human liver Delta4-3-ketosteroid 5beta-reductase (AKR1D1) and implications for substrate binding and catalysis.Di Costanzo L, Drury JE, Penning TM, Christianson DW2008 Jun 1318407998
The crystal structure of progesterone 5beta-reductase from Digitalis lanata defines a novel class of short chain dehydrogenases/reductases.Thorn A, Egerer-Sieber C, Jäger CM, Herl V, Müller-Uri F, Kreis W, Muller YA2008 Jun 2018032383
Molecular cloning and heterologous expression of progesterone 5beta-reductase from Digitalis lanata Ehrh.Herl V, Fischer G, Müller-Uri F, Kreis W2006 Feb16386278
Genomic organization of a human 5beta-reductase and its pseudogene and substrate selectivity of the expressed enzyme.Charbonneau A, The VL2001 Jan 2611342103

RHEA:11524 5beta-cholestan-3-one + NADP(+) = cholest-4-en-3-one + H(+) + NADPH
RULE(radius=1) [*:1]-[CH2;+0:2]-[CH;+0:3](-[*:4])-[*:5].[*:6]-[n+;H0:7]1:[cH;+0:8]:[cH;+0:9]:[cH;+0:10]:[c;H0;+0:11](-[*:12]):[cH;+0:13]:1>>[*:1]-[CH;+0:2]=[C;H0;+0:3](-[*:4])-[*:5].[*:6]-[N;H0;+0:7]1-[CH;+0:8]=[CH;+0:9]-[CH2;+0:10]-[C;H0;+0:11](-[*:12])=[CH;+0:13]-1
Reaction
Core-to-Core More
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Cloning and expression of cDNA of human delta 4-3-oxosteroid 5 beta-reductase and substrate specificity of the expressed enzyme.Kondo KH, Kai MH, Setoguchi Y, Eggertsen G, Sjöblom P, Setoguchi T, Okuda KI, Björkhem I1994 Jan 157508385
Purification and characterization of delta 4-3-ketosteroid 5 beta-reductase.Okuda A, Okuda K1984 Jun 256736016
Identification of cortisone 5 beta-reductase as delta 4-3-ketosteroid 5 beta-reductase.Furuebisu M, Deguchi S, Okuda K1987 Mar 183828348
Purification of 5 beta-reductase from hepatic cytosol fraction of chicken.Sugimoto Y, Yoshida M, Tamaoki B1990 Dec 102278855
Substrate specificity and inhibitor analyses of human steroid 5β-reductase (AKR1D1).Chen M, Drury JE, Penning TM2011 Apr21255593
Crystal structure of human liver Delta4-3-ketosteroid 5beta-reductase (AKR1D1) and implications for substrate binding and catalysis.Di Costanzo L, Drury JE, Penning TM, Christianson DW2008 Jun 1318407998
Genomic organization of a human 5beta-reductase and its pseudogene and substrate selectivity of the expressed enzyme.Charbonneau A, The VL2001 Jan 2611342103