Information on EC 1.1.1.52 - 3alpha-hydroxycholanate dehydrogenase (NAD+)

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The expected taxonomic range for this enzyme is: Escherichia sp.

EC NUMBER
COMMENTARY hide
1.1.1.52
-
RECOMMENDED NAME
GeneOntology No.
3alpha-hydroxycholanate dehydrogenase (NAD+)
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
lithocholate + NAD+ = 3-oxo-5beta-cholan-24-oate + NADH + H+
show the reaction diagram
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-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
reduction
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
glycocholate metabolism (bacteria)
-
-
iso-bile acids biosynthesis I
-
-
Secondary bile acid biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
lithocholate:NAD+ 3-oxidoreductase
Also acts on other 3alpha-hydroxysteroids with an acidic side-chain. cf. EC 1.1.1.392, 3alpha-hydroxycholanate dehydrogenase (NADP+).
CAS REGISTRY NUMBER
COMMENTARY hide
9028-57-3
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
tentative identification: E. freundii
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
3alpha-hydroxy-5beta-cholanate + NAD+
3-oxo-5beta-cholanate + NADH
show the reaction diagram
3alpha-hydroxy-bis-norcholanic acid + NAD+
3-oxo-bis-norcholanic acid + NADH
show the reaction diagram
-
oxidation at the same rate as hydroxycholanic acid
-
-
r
3alpha-hydroxy-norcholanic acid + NAD+
3-oxo-norcholanic acid + NADH
show the reaction diagram
-
oxidation at the same rate as hydroxycholanic acid
-
-
r
cholic acid + NAD+
7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid + NADH
show the reaction diagram
-
oxidation at the same rate as hydroxycholanic acid
-
-
r
dehydrocholic acid + NADH
3-hydroxy-7,12-dihydroxy-5beta-cholan-24-oic acid + NAD+
show the reaction diagram
-
i.e. 3,7,12-trioxocholan-24-oic acid
-
-
r
deoxycholic acid + NAD+
12alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
show the reaction diagram
-
oxidation at the same rate as hydroxycholanic acid
-
-
r
additional information
?
-
-
no substrates: androsterone and tetrahydrocortisone, methylation of carboxyl group or reduction to alcohol inactivates
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-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
3alpha-hydroxy-5beta-cholanate + NAD+
3-oxo-5beta-cholanate + NADH
show the reaction diagram
-
-
-
-
r
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NAD+
-
NADP+ cannot replace NAD+
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
-
SH-groups are required for activity
-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
10.4
-
oxidation, assay at
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
oxidation proceeds at alkaline and reduction favorably at neutral pH-values
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
26
-
assay at
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE