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Information on EC 1.1.1.201 - 7beta-hydroxysteroid dehydrogenase (NADP+)
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EC Tree
1.1.1.201 7beta-hydroxysteroid dehydrogenase (NADP+)IUBMB Comments
Catalyses the oxidation of the 7beta-hydroxy group of bile acids such as ursodeoxycholate.
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Word Map
- 1.1.1.201
- synthesis
-
ursodeoxycholic
-
taurinates
- dehydrogenases
-
nadph-dependent
- aerofaciens
- bile
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Synonyms
7beta-hsdh, 7beta-hsd, 7beta-hydroxysteroid dehydrogenase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
7beta-HSDH
7beta-hydroxysteroid dehydrogenase
NADP-dependent 7beta-hydroxysteroid dehydrogenase
-
-
-
-
RUMGNA_02585
additional information
-
enzyme might belong to the rabbit type I 11beta-HSD enzyme family
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
a 7beta-hydroxysteroid + NADP+ = a 7-oxosteroid + NADPH + H+
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-
-
-
a 7beta-hydroxysteroid + NADP+ = a 7-oxosteroid + NADPH + H+
Catalyses the oxidation of the 7beta-hydroxyl group of bile salts such as ursodeoxycholate
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-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
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SYSTEMATIC NAME
IUBMB Comments
7beta-hydroxysteroid:NADP+ 7-oxidoreductase
Catalyses the oxidation of the 7beta-hydroxy group of bile acids such as ursodeoxycholate.
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CAS REGISTRY NUMBER
COMMENTARY
79393-83-2
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3,7,12-triketo-5beta-cholanoic acid + NADPH
7beta-hydroxy-3,12-diketo-5beta-cholanoic acid + NADP+
-
-
-
?
3,7,12-triketo-5beta-cholanoyl taurine + NADPH
7beta-hydroxy-3,12-diketo-5beta-cholanoyl taurine + NADP+
-
-
-
?
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid + NADP+
7-oxo-lithocholic acid + NADPH + H+
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
3alpha,7beta-dihydroxy-5beta-cholanoyl glycine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl glycine + NADPH
3alpha,7beta-dihydroxy-5beta-cholanoyl taurine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl taurine + NADPH
3alpha-hydroxy-7,12-diketo-5beta-cholanoic acid + NADPH
3alpha,7beta-dihydroxy-12-keto-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADPH + H+
3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid + NADP+
5-cholesten-3beta,7beta-diol + NADP+
5-cholesten-3beta-ol-7-one + NADPH
-
i.e. 7beta-hydroxycholesterol
-
-
?
7,12-diketo-5beta-cholanoic acid + NADPH
7beta-hydroxy-12-keto-5beta-cholanoic acid + NADP+
corticosterone + NADP+
21-hydroxy-pregn-4-ene-3,11,20-trione + NADPH
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oxidation at C-11
-
-
?
3,7-diketo-5beta-cholanoic acid + NADPH
7beta-hydroxy-3-keto-5beta-cholanoic acid + NADP+
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-
-
?
3,7-diketo-5beta-cholanoic acid + NADPH
7beta-hydroxy-3-keto-5beta-cholanoic acid + NADP+
-
-
-
?
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
-
-
-
?
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
-
-
-
?
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
-
partially reversible, poor substrate
-
r
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
-
ursocholic acid
-
r
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
-
ursocholic acid
-
?
3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid + NADP+
7-oxo-lithocholic acid + NADPH + H+
i.e. ursodeoxycholic acid, exclusive specificity for the hydroxyl group in beta configuration at the C-7 position
-
-
r
3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid + NADP+
7-oxo-lithocholic acid + NADPH + H+
i.e. ursodeoxycholic acid, exclusive specificity for the hydroxyl group in beta configuration at the C-7 position
-
-
r
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
ursodeoxycholic acid
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
ursodeoxycholic acid
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
only active on free and conjugated bile salts
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?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
ursodeoxycholic acid
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
ursodeoxycholic acid
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?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
activity only in the reductive reaction
-
-
ir
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
activity only in the reductive reaction
-
-
ir
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
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ursodeoxycholic acid
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
ursodeoxycholic acid
-
r
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
partially reversible
-
r
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
only active on free and conjugated bile salts
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
ursodeoxycholic acid
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
active on both free and conjugated bile salts
-
?
3alpha,7beta-dihydroxy-5beta-cholanoyl glycine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl glycine + NADPH
-
-
-
?
3alpha,7beta-dihydroxy-5beta-cholanoyl glycine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl glycine + NADPH
-
-
-
?
3alpha,7beta-dihydroxy-5beta-cholanoyl taurine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl taurine + NADPH
-
-
-
?
3alpha,7beta-dihydroxy-5beta-cholanoyl taurine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl taurine + NADPH
-
-
-
?
3alpha,7beta-dihydroxy-5beta-cholanoyl taurine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl taurine + NADPH
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partially reversible, poore substrate
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r
3alpha-hydroxy-7,12-diketo-5beta-cholanoic acid + NADPH
3alpha,7beta-dihydroxy-12-keto-5beta-cholanoic acid + NADP+
-
-
-
?
3alpha-hydroxy-7,12-diketo-5beta-cholanoic acid + NADPH
3alpha,7beta-dihydroxy-12-keto-5beta-cholanoic acid + NADP+
-
-
-
?
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADPH + H+
3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid + NADP+
i.e. 7-oxo-lithocholic acid
i.e. ursodeoxycholic acid
-
r
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADPH + H+
3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid + NADP+
i.e 7-oxo-lithocholic acid, the forward reaction is preferred, formation of ursodeoxycholic acid
i.e. ursodeoxycholic acid
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r
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADPH + H+
3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid + NADP+
i.e. 7-oxo-lithocholic acid
i.e. ursodeoxycholic acid
-
r
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADPH + H+
3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid + NADP+
i.e 7-oxo-lithocholic acid, the forward reaction is preferred, formation of ursodeoxycholic acid
i.e. ursodeoxycholic acid
-
r
7,12-diketo-5beta-cholanoic acid + NADPH
7beta-hydroxy-12-keto-5beta-cholanoic acid + NADP+
-
-
-
?
7,12-diketo-5beta-cholanoic acid + NADPH
7beta-hydroxy-12-keto-5beta-cholanoic acid + NADP+
-
-
-
?
7,12-dioxo-ursodeoxycholic acid + NADPH + H+
12-oxo-ursodeoxycholic acid + NADP+
-
-
-
-
?
7,12-dioxo-ursodeoxycholic acid + NADPH + H+
12-oxo-ursodeoxycholic acid + NADP+
-
-
-
-
?
7,12-dioxo-ursodeoxycholic acid + NADPH + H+
12-oxo-ursodeoxycholic acid + NADP+
-
-
-
-
?
7,12-dioxo-ursodeoxycholic acid + NADPH + H+
12-oxo-ursodeoxycholic acid + NADP+
-
-
-
-
?
7,12-dioxo-ursodeoxycholic acid + NADPH + H+
12-oxo-ursodeoxycholic acid + NADP+
-
-
-
-
?
7-ketolithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
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-
only product, 90% conversion, 71% yield
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r
7-ketolithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
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-
only product, 90% conversion, 71% yield
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r
7-oxo-lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
-
-
-
?
7-oxo-lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
after a first reaction step with EC 1.1.1.159, 7alpha-hydroxysteroid dehydrogenase, from chenodeoxycholic acid
-
-
?
7-oxo-lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
[Ruminococcus] torques ATCC 35915
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after a first reaction step with EC 1.1.1.159, 7alpha-hydroxysteroid dehydrogenase, from chenodeoxycholic acid
-
-
?
7-oxo-lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
[Ruminococcus] torques ATCC 35915
-
-
-
-
?
7beta-hydroxysteroid + NADP+
7-oxosteroid + NADPH + H+
-
-
-
r
7beta-hydroxysteroid + NADP+
7-oxosteroid + NADPH + H+
stereoselective with 7-beta-hydroxysteroids
-
-
r
7beta-hydroxysteroid + NADP+
7-oxosteroid + NADPH + H+
-
-
-
r
7beta-hydroxysteroid + NADP+
7-oxosteroid + NADPH + H+
stereoselective with 7-beta-hydroxysteroids
-
-
r
chenodeoxycholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
-
-
-
?
chenodeoxycholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
-
-
-
?
chenodeoxycholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
-
-
-
?
chenodeoxycholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
-
-
-
?
dehydrocholic acid + NADPH + H+
12-oxo-ursodeoxycholic acid + NADP+
-
-
-
-
?
dehydrocholic acid + NADPH + H+
12-oxo-ursodeoxycholic acid + NADP+
-
-
-
-
?
dehydrocholic acid + NADPH + H+
12-oxo-ursodeoxycholic acid + NADP+
-
-
-
-
?
dehydrocholic acid + NADPH + H+
12-oxo-ursodeoxycholic acid + NADP+
-
-
-
-
?
dehydrocholic acid + NADPH + H+
12-oxo-ursodeoxycholic acid + NADP+
-
-
-
-
?
lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
presence of both 7alpha-HSDH (EC 1.1.1.159) and 7beta-HSDH in one organism allows epimerization by a single bacterium
-
-
?
lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
presence of both 7alpha-HSDH (EC 1.1.1.159) and 7beta-HSDH in one organism allows epimerization by a single bacterium
-
-
?
lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
presence of both 7alpha-HSDH (EC 1.1.1.159) and 7beta-HSDH in one organism allows epimerization by a single bacterium
-
-
?
lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
-
-
-
?
lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
presence of both 7alpha-HSDH (EC 1.1.1.159) and 7beta-HSDH in one organism allows epimerization by a single bacterium
-
-
?
lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
presence of both 7alpha-HSDH (EC 1.1.1.159) and 7beta-HSDH in one organism allows epimerization by a single bacterium
-
-
?
ursodeoxycholic acid + NADP+
7-ketolithocholic acid + NADPH + H+
-
-
-
-
r
ursodeoxycholic acid + NADP+
7-ketolithocholic acid + NADPH + H+
-
-
-
-
r
ursodeoxycholic acid + NADP+
7-oxo-lithocholic acid + NADPH + H+
-
-
-
r
ursodeoxycholic acid + NADP+
7-oxo-lithocholic acid + NADPH + H+
-
-
-
r
additional information
?
-
no activity with chenodeoxycholic acid, i.e. 3alpha,7alpha-dihydroxy-5beta-cholan-24-oic acid
-
-
?
additional information
?
-
no activity with chenodeoxycholic acid, i.e. 3alpha,7alpha-dihydroxy-5beta-cholan-24-oic acid
-
-
?
additional information
?
-
-
enzyme might also show 11beta-hydroxysteroid dehydrogenase activity, no activity with cholesterol, 7alpha-hydroxycholesterol, 25-hydroxycholesterol, pregnenolone, dehydroepiandrosterone, chenodoxycolic acid, and ursodeoxycholic acid
-
-
?
additional information
?
-
in vivo, the forward reaction that produces ursodeoxycholic acid from 7-oxo-lithocholic acid is observed to have a growth-dependent conversion rate of 90-100% after culture in anaerobic medium broth containing 1 mM 7-oxo-lithocholic acid, while the reverse reaction is undetectable. The purified 7beta-HSDH shows a kcat/Km value that is about 55fold higher for the forward reaction than for the reverse reaction, indicating that the enzyme favors the UDCA producing reaction
-
-
?
additional information
?
-
in vivo, the forward reaction that produces ursodeoxycholic acid from 7-oxo-lithocholic acid is observed to have a growth-dependent conversion rate of 90-100% after culture in anaerobic medium broth containing 1 mM 7-oxo-lithocholic acid, while the reverse reaction is undetectable. The purified 7beta-HSDH shows a kcat/Km value that is about 55fold higher for the forward reaction than for the reverse reaction, indicating that the enzyme favors the UDCA producing reaction
-
-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3,7,12-triketo-5beta-cholanoic acid + NADPH
7beta-hydroxy-3,12-diketo-5beta-cholanoic acid + NADP+
-
-
-
?
3,7,12-triketo-5beta-cholanoyl taurine + NADPH
7beta-hydroxy-3,12-diketo-5beta-cholanoyl taurine + NADP+
-
-
-
?
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
3alpha,7beta-dihydroxy-5beta-cholanoyl glycine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl glycine + NADPH
3alpha,7beta-dihydroxy-5beta-cholanoyl taurine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl taurine + NADPH
3alpha-hydroxy-7,12-diketo-5beta-cholanoic acid + NADPH
3alpha,7beta-dihydroxy-12-keto-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADPH + H+
3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid + NADP+
7,12-diketo-5beta-cholanoic acid + NADPH
7beta-hydroxy-12-keto-5beta-cholanoic acid + NADP+
3,7-diketo-5beta-cholanoic acid + NADPH
7beta-hydroxy-3-keto-5beta-cholanoic acid + NADP+
-
-
-
?
3,7-diketo-5beta-cholanoic acid + NADPH
7beta-hydroxy-3-keto-5beta-cholanoic acid + NADP+
-
-
-
?
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
-
-
-
?
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
-
-
-
?
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
-
partially reversible, poor substrate
-
r
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
-
ursocholic acid
-
r
3alpha,7beta,12alpha-trihydroxy-5beta-cholanoic acid + NADP+
3alpha,12alpha-dihydroxy-7-keto-5beta-cholanoic acid + NADPH
-
ursocholic acid
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
ursodeoxycholic acid
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
ursodeoxycholic acid
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
only active on free and conjugated bile salts
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
ursodeoxycholic acid
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
ursodeoxycholic acid
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
activity only in the reductive reaction
-
-
ir
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
activity only in the reductive reaction
-
-
ir
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
ursodeoxycholic acid
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
ursodeoxycholic acid
-
r
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
partially reversible
-
r
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
only active on free and conjugated bile salts
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
ursodeoxycholic acid
-
?
3alpha,7beta-dihydroxy-5beta-cholanoic acid + NADP+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADPH
-
active on both free and conjugated bile salts
-
?
3alpha,7beta-dihydroxy-5beta-cholanoyl glycine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl glycine + NADPH
-
-
-
?
3alpha,7beta-dihydroxy-5beta-cholanoyl glycine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl glycine + NADPH
-
-
-
?
3alpha,7beta-dihydroxy-5beta-cholanoyl taurine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl taurine + NADPH
-
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?
3alpha,7beta-dihydroxy-5beta-cholanoyl taurine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl taurine + NADPH
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-
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?
3alpha,7beta-dihydroxy-5beta-cholanoyl taurine + NADP+
3alpha-hydroxy-7-keto-5beta-cholanoyl taurine + NADPH
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partially reversible, poore substrate
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r
3alpha-hydroxy-7,12-diketo-5beta-cholanoic acid + NADPH
3alpha,7beta-dihydroxy-12-keto-5beta-cholanoic acid + NADP+
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-
-
?
3alpha-hydroxy-7,12-diketo-5beta-cholanoic acid + NADPH
3alpha,7beta-dihydroxy-12-keto-5beta-cholanoic acid + NADP+
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-
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?
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADPH + H+
3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid + NADP+
i.e. 7-oxo-lithocholic acid
i.e. ursodeoxycholic acid
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r
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADPH + H+
3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid + NADP+
i.e. 7-oxo-lithocholic acid
i.e. ursodeoxycholic acid
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r
7,12-diketo-5beta-cholanoic acid + NADPH
7beta-hydroxy-12-keto-5beta-cholanoic acid + NADP+
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-
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?
7,12-diketo-5beta-cholanoic acid + NADPH
7beta-hydroxy-12-keto-5beta-cholanoic acid + NADP+
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-
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?
7beta-hydroxysteroid + NADP+
7-oxosteroid + NADPH + H+
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-
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r
7beta-hydroxysteroid + NADP+
7-oxosteroid + NADPH + H+
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-
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r
chenodeoxycholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
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?
chenodeoxycholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
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-
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?
chenodeoxycholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
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-
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?
chenodeoxycholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
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-
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?
lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
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presence of both 7alpha-HSDH (EC 1.1.1.159) and 7beta-HSDH in one organism allows epimerization by a single bacterium
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lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
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?
ursodeoxycholic acid + NADP+
7-oxo-lithocholic acid + NADPH + H+
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r
ursodeoxycholic acid + NADP+
7-oxo-lithocholic acid + NADPH + H+
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-
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r
additional information
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in vivo, the forward reaction that produces ursodeoxycholic acid from 7-oxo-lithocholic acid is observed to have a growth-dependent conversion rate of 90-100% after culture in anaerobic medium broth containing 1 mM 7-oxo-lithocholic acid, while the reverse reaction is undetectable. The purified 7beta-HSDH shows a kcat/Km value that is about 55fold higher for the forward reaction than for the reverse reaction, indicating that the enzyme favors the UDCA producing reaction
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?
additional information
?
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in vivo, the forward reaction that produces ursodeoxycholic acid from 7-oxo-lithocholic acid is observed to have a growth-dependent conversion rate of 90-100% after culture in anaerobic medium broth containing 1 mM 7-oxo-lithocholic acid, while the reverse reaction is undetectable. The purified 7beta-HSDH shows a kcat/Km value that is about 55fold higher for the forward reaction than for the reverse reaction, indicating that the enzyme favors the UDCA producing reaction
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
the enzyme shows specificity toward NADPH/NADP+ against NADH/NAD+
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE