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Information on EC 1.1.1.159 - 7alpha-hydroxysteroid dehydrogenase
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EC Tree
1.1.1.159 7alpha-hydroxysteroid dehydrogenaseIUBMB Comments
Catalyses the oxidation of the 7alpha-hydroxy group of bile acids and alcohols both in their free and conjugated forms. The Bacteroides fragilis and Clostridium enzymes can also utilize NADP+.
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Word Map
- 1.1.1.159
-
chenodeoxycholic
-
cholic
- testosteroni
- bacteroides
-
thin-layer
-
3alpha-hydroxysteroid
- synthesis
- fragilis
-
7alpha-oh
-
glycochenodeoxycholic
-
nadp-dependent
-
ursodeoxycholic
- perfringens
- degradation
- analysis
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Synonyms
7alpha-hydroxysteroid dehydrogenase, 7alpha-hsdh, j-1-1, 7alpha-hsd, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
7-alpha-HSDH
-
-
-
-
7alpha-HSD
7alpha-HSDH
7alpha-hydroxy steroid dehydrogenase
-
-
-
-
7alpha-hydroxysteroid dehydrogenase
Bile acid-inducible protein
-
-
-
-
dehydrogenase, 7alpha-hydroxy steroid
-
-
-
-
NADP+-dependent 7alpha-HSDH
nicotinamide adenine dinucleotide phosphate-dependent 7alpha-hydroxysteroid dehydrogenase
-
7alpha-HSDH
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
cholate + NAD+ = 3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oate + NADH + H+
Tyr159 acts as basic catalyst, Lys163 binds to NAD(H) and lowers the pKa value of Tyr159, Ser146 stabilizes the substrate, reaction intermediate and product in catalysis
-
cholate + NAD+ = 3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oate + NADH + H+
catalyses the oxidation of the 7alpha-hydroxyl group of bile acids and alcohols both in their free and conjugated forms. The Bacteroides fragilis and Clostridium enzymes can also utilize NADP+
-
-
-
cholate + NAD+ = 3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oate + NADH + H+
belongs to the short-chain dehydrogenase/reductase 1 familiy (SDR), mechanism
cholate + NAD+ = 3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oate + NADH + H+
short-chain dehydrogenase group
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
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SYSTEMATIC NAME
IUBMB Comments
7alpha-hydroxysteroid:NAD+ 7-oxidoreductase
Catalyses the oxidation of the 7alpha-hydroxy group of bile acids and alcohols both in their free and conjugated forms. The Bacteroides fragilis and Clostridium enzymes can also utilize NADP+.
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CAS REGISTRY NUMBER
COMMENTARY
39361-64-3
-
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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
(3alpha,5beta)-3-hydroxy-7,12-dioxocholan-24-oic acid + NADH
(3alpha,5beta,7alpha)-3,7-dihydroxy-12-oxocholan-24-oic acid + NAD+
-
-
-
-
r
3,7-diketocholic acid + NADH
3-ketocholic acid + NAD+
-
high activity
-
-
r
3alpha,7alpha,12alpha-trihydroxycholanoyl taurine + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanoyl taurine NADH + H+ +
-
-
-
-
r
3alpha,7alpha-dihydroxy-5beta-cholanoyl taurine + NAD+
3alpha-hydroxy-7-oxo-5beta-cholanoyl taurine + NADH + H+
-
i.e. chenodeoxycholic acid
-
-
r
6-fluoro-7-ketohyocholic acid + NADH
6-fluoro-3alpha,6alpha,7alpha-trihydroxy-5beta-cholan-24-oic acid + NAD+ + NAD+
-
-
-
-
r
7,12-diketolithocholic acid + NADH
12-ketochenodeoxycholic acid + NAD+
-
-
-
r
7-ketochenodeoxycholic acid + NADH
3alpha,7alpha-dihydroxy-5beta-cholanoic acid + NAD+
-
-
-
-
r
7-ketohyocholic acid + NADH
3alpha,6alpha,7alpha-trihydroxy-5beta-cholan-24-oic acid + NAD+
-
low activity
-
-
r
chenodeoxycholic acid + NAD+
3alpha-hydroxy-7-oxo-5beta-cholanoic acid + NADH + H+
-
-
-
-
r
chenodeoxycholic acid + NAD+
7-oxolithocholic acid + NADH + H+
-
-
-
-
?
cholic acid + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oate + NADH + H+
-
-
-
-
r
cholic acid + NADH
7-ketocholic acid + NAD+
-
low activity in the reverse reaction
-
-
r
cholic acid + NADP+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oate + NADPH + H+
-
-
-
-
r
dehydrocholic acid + NADH
3,12-diketolithocholic acid + NAD+
-
-
-
r
ethyl (R)-2-hydroxy-2-(3,5-difluorophenyl)acetate + NAD+
ethyl 2-oxo-2-(3,5-difluorophenyl)acetate + NADH
-
-
-
-
?
ethyl (R)-2-hydroxy-3,3-dimethylbutyrate + NAD+
ethyl 2-oxo-3,3-dimethylbutyrate + NADH
-
-
-
-
?
ethyl (R)-2-hydroxy-3-methylbutyrate + NAD+
ethyl 2-oxo-3-methylbutyrate + NADH
-
-
-
-
?
ethyl 2-hydroxy-2-(3,4-dichlorophenyl)acetate + NAD+
ethyl 2-oxo-2-(3,4-dichlorophenyl)acetate + NADH
-
-
-
-
?
ethyl 2-hydroxy-2-(4-bromophenyl)acetate + NAD+
ethyl 2-oxo-2-(4-bromophenyl)acetate + NADH
-
-
-
-
?
ethyl 2-hydroxy-2-(4-chlorophenyl)acetate + NAD+
ethyl 2-oxo-2-(4-chlorophenyl)acetate + NADH
-
-
-
-
?
ethyl 2-hydroxy-2-(4-cyanophenyl)acetate + NAD+
ethyl 2-oxo-2-(4-cyanophenyl)acetate + NADH
-
high activity
-
-
?
ethyl 2-hydroxy-2-(4-fluorophenyl)acetate + NAD+
ethyl 2-oxo-2-(4-fluorophenyl)acetate + NADH
-
-
-
-
?
ethyl 2-hydroxy-2-(4-methylphenyl)acetate + NAD+
ethyl 2-oxo-2-(4-methylphenyl)acetate + NADH
-
-
-
-
?
ethyl 2-hydroxy-2-cyclohexylacetate + NAD+
ethyl 2-oxo-2-cyclohexylacetate + NADH
-
best substrate
-
-
?
ethyl 2-hydroxy-2-phenylacetate + NAD+
ethyl 2-oxo-2-phenylacetate + NADH
-
-
-
-
?
glycochenodeoxycholic acid + NAD(P)+
N-[3alpha-hydroxy-7,24-dioxocholan-24-yl]glycine + NAD(P)H
glycocholic acid + NAD+
N-[3alpha,12alpha-dihydroxy-7,24-dioxo-5beta-cholan-24-yl]glycine + NADH
methyl 2-hydroxy-2-phenylacetate + NAD+
methyl 2-oxo-2-phenylacetate + NADH
-
-
-
-
?
taurochenodeoxycholic acid + NAD(P)+
tauroursodeoxycholic acid + NAD(P)H + H+
-
-
-
-
?
taurochenodeoxycholic acid + NAD+
2[[3alpha-hydroxy-7,24-dioxo-5beta-cholan-24-yl]amino]ethane sulfonic acid + NADH
taurochenodeoxycholic acid + NADP+
tauro-7-ketolithocholic acid + NADPH + H+
-
-
-
?
taurocholic acid + NAD+
2[[3alpha,12alpha-dihydroxy-7,24-dioxo-5beta-cholan-24-yl]amino]ethane sulfonic acid + NADH
ursodeoxycholic acid + NAD+
7-oxolithocholic acid + NADH + H+
-
-
-
-
?
12-ketochenodeoxycholic acid + NAD+
7,12-diketochenodeoxycholic acid + NADH
-
-
-
r
12-ketochenodeoxycholic acid + NAD+
7,12-diketochenodeoxycholic acid + NADH
-
-
-
-
?
7-keto-lithocholic acid + NADH
cheno-deoxycholic acid + NAD+
-
in the gastrointestinal tract of host organisms
-
-
?
bile acids + NAD(P)+
?
-
serve as energy sources in absence of glucose
-
-
?
bile acids + NAD(P)+
?
dehydrogenation of hydroxyl group at position 7, wide variety of substrate binding specificities in short-chain dehydrogenase enzyme family
-
-
?
chenodeoxycholic acid + NAD(P)+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NAD(P)H
-
preferred substrate with NAD+ as coenzyme
-
-
?
chenodeoxycholic acid + NAD(P)+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NAD(P)H
-
i.e. 3alpha,7alpha-dihydroxy-5beta-cholan-24-oic acid
-
-
?
chenodeoxycholic acid + NAD(P)+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NAD(P)H
-
i.e. 3alpha,7alpha-dihydroxy-5beta-cholan-24-oic acid
-
-
?
chenodeoxycholic acid + NAD(P)+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NAD(P)H
-
-
-
-
?
chenodeoxycholic acid + NAD(P)+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NAD(P)H
-
i.e. 3alpha,7alpha-dihydroxy-5beta-cholan-24-oic acid
-
-
?
chenodeoxycholic acid + NAD(P)+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NAD(P)H
-
inducible by growth on bile acids, 10fold higher enzyme activity on substrate than without induction
-
-
?
chenodeoxycholic acid + NAD+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
?
chenodeoxycholic acid + NAD+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
?
chenodeoxycholic acid + NAD+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
r
chenodeoxycholic acid + NAD+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
?
chenodeoxycholic acid + NAD+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
?
chenodeoxycholic acid + NAD+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
?
chenodeoxycholic acid + NAD+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
r
chenodeoxycholic acid + NAD+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
?
chenodeoxycholic acid + NAD+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
r
chenodeoxycholic acid + NAD+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
?
chenodeoxycholic acid + NAD+
3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
r
chenodeoxycholic acid + NADP+
7-ketolithocholic acid + NADPH + H+
-
-
-
r
chenodeoxycholic acid + NADP+
7-ketolithocholic acid + NADPH + H+
Clostridium sardiniense DSM 1599
-
-
-
r
chenodeoxycholic acid + NADP+
7-oxo-lithocholic acid + NADPH + H+
in combination with a second reaction step with EC 1.1.1.201, 7beta-hydroxysteroid dehydrogenase, to ursodeoxycholic acid
-
-
r
chenodeoxycholic acid + NADP+
7-oxo-lithocholic acid + NADPH + H+
in combination with a second reaction step with EC 1.1.1.201, 7beta-hydroxysteroid dehydrogenase, to ursodeoxycholic acid
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
-
r
cholic acid + NAD(P)+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
preferred substrate with NADP+ as coenzyme
-
-
?
cholic acid + NAD(P)+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
i.e. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanate
-
-
?
cholic acid + NAD(P)+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
i.e. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanate
-
r
cholic acid + NAD(P)+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
?
cholic acid + NAD(P)+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
inducible by cholic acid
-
-
r
cholic acid + NAD(P)+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
inducible by cholic acid
-
-
r
cholic acid + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
r
cholic acid + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
in liquid culture, Bacteroides intestinalis AM-1 shows a relatively higher productivity than Escherichia coli HB101 and Bacteroides fragilis JCM11019T. Level of 7alpha-HSDH activity is higher in Bacteroides intestinalis AM-1 than in the other two strains
-
-
?
cholic acid + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
in liquid culture, Bacteroides intestinalis AM-1 shows a relatively higher productivity than Escherichia coli HB101 and Bacteroides fragilis JCM11019T. Level of 7alpha-HSDH activity is higher in Bacteroides intestinalis AM-1 than in the other two strains
-
-
?
cholic acid + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
in liquid culture, Bacteroides intestinalis AM-1 shows a relatively higher productivity than Escherichia coli HB101 and Bacteroides fragilis JCM11019T. Level of 7alpha-HSDH activity is higher in Bacteroides intestinalis AM-1 than in the other two strains
-
-
?
cholic acid + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
in liquid culture, Bacteroides intestinalis AM-1 shows a relatively higher productivity than Escherichia coli HB101 and Bacteroides fragilis JCM11019T. Level of 7alpha-HSDH activity is higher in Bacteroides intestinalis AM-1 than in the other two strains
-
-
?
cholic acid + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
r
cholic acid + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
in liquid culture, Bacteroides intestinalis AM-1 shows a relatively higher productivity than Escherichia coli HB101 and Bacteroides fragilis JCM11019T. Level of 7alpha-HSDH activity is higher in Bacteroides intestinalis AM-1 than in the other two strains
-
-
?
cholic acid + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
r
cholic acid + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
?
cholic acid + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholan-24-oic acid + NADH
-
-
-
-
r
glycochenodeoxycholic acid + NAD(P)+
N-[3alpha-hydroxy-7,24-dioxocholan-24-yl]glycine + NAD(P)H
-
-
-
-
?
glycochenodeoxycholic acid + NAD(P)+
N-[3alpha-hydroxy-7,24-dioxocholan-24-yl]glycine + NAD(P)H
-
-
-
-
?
glycochenodeoxycholic acid + NAD(P)+
N-[3alpha-hydroxy-7,24-dioxocholan-24-yl]glycine + NAD(P)H
-
-
-
-
?
glycochenodeoxycholic acid + NAD(P)+
N-[3alpha-hydroxy-7,24-dioxocholan-24-yl]glycine + NAD(P)H
-
i.e. N-[3alpha,7alpha-dihydroxy-24-oxocholan-24-yl]glycine, no reaction
-
-
?
glycochenodeoxycholic acid + NAD(P)+
N-[3alpha-hydroxy-7,24-dioxocholan-24-yl]glycine + NAD(P)H
-
-
-
-
r
glycochenodeoxycholic acid + NAD(P)+
N-[3alpha-hydroxy-7,24-dioxocholan-24-yl]glycine + NAD(P)H
-
-
-
-
r
glycocholic acid + NAD+
N-[3alpha,12alpha-dihydroxy-7,24-dioxo-5beta-cholan-24-yl]glycine + NADH
-
-
-
-
?
glycocholic acid + NAD+
N-[3alpha,12alpha-dihydroxy-7,24-dioxo-5beta-cholan-24-yl]glycine + NADH
-
i.e. N-[3alpha,7alpha,12alpha-trihydroxy-24-oxocholan-24-yl]glycine
-
?
glycocholic acid + NAD+
N-[3alpha,12alpha-dihydroxy-7,24-dioxo-5beta-cholan-24-yl]glycine + NADH
-
i.e. N-[3alpha,7alpha,12alpha-trihydroxy-24-oxocholan-24-yl]glycine
-
-
?
glycocholic acid + NAD+
N-[3alpha,12alpha-dihydroxy-7,24-dioxo-5beta-cholan-24-yl]glycine + NADH
-
-
-
-
?
glycocholic acid + NAD+
N-[3alpha,12alpha-dihydroxy-7,24-dioxo-5beta-cholan-24-yl]glycine + NADH
-
i.e. N-[3alpha,7alpha,12alpha-trihydroxy-24-oxocholan-24-yl]glycine
-
-
?
lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
presence of both 7alpha-HSDH and 7beta-HSDH (EC 1.1.1.201) in one organism allows epimerization by a single bacterium
-
-
?
lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
presence of both 7alpha-HSDH and 7beta-HSDH (EC 1.1.1.201) in one organism allows epimerization by a single bacterium
-
-
?
lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
presence of both 7alpha-HSDH and 7beta-HSDH (EC 1.1.1.201) in one organism allows epimerization by a single bacterium
-
-
?
lithocholic acid + NADPH + H+
ursodeoxycholic acid + NADP+
-
presence of both 7alpha-HSDH and 7beta-HSDH (EC 1.1.1.201) in one organism allows epimerization by a single bacterium
-
-
?
taurochenodeoxycholic acid + NAD+
2[[3alpha-hydroxy-7,24-dioxo-5beta-cholan-24-yl]amino]ethane sulfonic acid + NADH
-
-
-
-
?
taurochenodeoxycholic acid + NAD+
2[[3alpha-hydroxy-7,24-dioxo-5beta-cholan-24-yl]amino]ethane sulfonic acid + NADH
-
-
-
-
?
taurocholic acid + NAD+
2[[3alpha,12alpha-dihydroxy-7,24-dioxo-5beta-cholan-24-yl]amino]ethane sulfonic acid + NADH
-
i.e. 2[[3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholan-24-yl]amino]ethane sulfonic acid
-
-
?
taurocholic acid + NAD+
2[[3alpha,12alpha-dihydroxy-7,24-dioxo-5beta-cholan-24-yl]amino]ethane sulfonic acid + NADH
-
i.e. 2[[3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholan-24-yl]amino]ethane sulfonic acid
-
-
?
taurocholic acid + NAD+
2[[3alpha,12alpha-dihydroxy-7,24-dioxo-5beta-cholan-24-yl]amino]ethane sulfonic acid + NADH
-
-
-
-
?
taurocholic acid + NAD+
2[[3alpha,12alpha-dihydroxy-7,24-dioxo-5beta-cholan-24-yl]amino]ethane sulfonic acid + NADH
-
i.e. 2[[3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholan-24-yl]amino]ethane sulfonic acid
-
-
?
additional information
?
-
-
substrate specificity and stereoselectivity towards various ketones, product determination, overview
-
-
?
additional information
?
-
-
bile acid-induction, e.g. deoxycholate and chenodeoxycholate, is necessary for measurable activity, induction is inhibited by ursodeoxycholate
-
-
?
additional information
?
-
-
no activity with deoxycholic acid and taurodeoxycholic acid
-
-
?
additional information
?
-
-
wide variety of 5alpha- or 5beta-cholanoic acids, overview
-
-
?
additional information
?
-
-
bile acid-inducible to 10fold higher activity on substrate compared to uninduced cells
-
-
?
additional information
?
-
-
catalyzes the oxido-reduction of 7alpha-hydroxy bile acids including glycine and taurine conjugates
-
-
?
additional information
?
-
-
substrate specificity and cycles in bile acid pathways, overview
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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
7-keto-lithocholic acid + NADH
cheno-deoxycholic acid + NAD+
-
in the gastrointestinal tract of host organisms
-
-
?
taurochenodeoxycholic acid + NADP+
tauro-7-ketolithocholic acid + NADPH + H+
-
-
-
?
bile acids + NAD(P)+
?
-
serve as energy sources in absence of glucose
-
-
?
bile acids + NAD(P)+
?
dehydrogenation of hydroxyl group at position 7, wide variety of substrate binding specificities in short-chain dehydrogenase enzyme family
-
-
?
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
-
r
cholate + NAD+
3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate + NADH + H+
-
-
-
-
r
additional information
?
-
-
bile acid-induction, e.g. deoxycholate and chenodeoxycholate, is necessary for measurable activity, induction is inhibited by ursodeoxycholate
-
-
?
additional information
?
-
-
bile acid-inducible to 10fold higher activity on substrate compared to uninduced cells
-
-
?
additional information
?
-
-
substrate specificity and cycles in bile acid pathways, overview
-
-
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
NAD+
the enzyme sequence contains an N-terminal Gly-X-X-X-Gly-X-Gly cofactor-binding motif
NADP+
-
one enzyme form specific for NADP+, other form specific for NAD+
NADP+
cofactor binding site structure and active state structure of the NADP+ bound to the enzyme and enzyme mutants, overview. Residue Arg38 can form the stable cation-Pi interaction with the adenine ring of NADP+, and the cation-Pi interaction and hydrogen bonds between Arg38 and NADP+ have a significant anchor effect on the cofactor binding to CA 7alpha-HSDH. Residues Arg16, Arg38 and Arg194 mediate the cofactor specificity and recognition in right orientation
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Mg2+
MnCl2
Mg2+
-
magnesium ion significantly enhances activity and thermostability of the enzyme. The enzymatic activity increases 40fold in the presence of 50 mM Mg2+, and T0.5 increases by approximately 6°C
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE