Information on EC 1.14.13.96 - 5beta-cholestane-3alpha,7alpha-diol 12alpha-hydroxylase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.13.96
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RECOMMENDED NAME
GeneOntology No.
5beta-cholestane-3alpha,7alpha-diol 12alpha-hydroxylase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
5beta-cholestane-3alpha,7alpha-diol + NADPH + H+ + O2 = 5beta-cholestane-3alpha,7alpha,12alpha-triol + NADP+ + H2O
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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redox reaction
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reduction
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SYSTEMATIC NAME
IUBMB Comments
5beta-cholestane-3alpha,7alpha-diol,NADPH:oxygen oxidoreductase (12alpha-hydroxylating)
A heme-thiolate protein (P-450). This is the key enzyme in the biosynthesis of the bile acid cholic acid (3alpha,7alpha,12alpha-trihydroxy-5beta-cholanoic acid). The activity of this enzyme determines the biosynthetic ratio between cholic acid and chenodeoxycholic acid [3]. The enzyme can also hydroxylate the substrate at the 25 and 26 position, but to a lesser extent [1].
CAS REGISTRY NUMBER
COMMENTARY hide
39369-22-7
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440354-83-6
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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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
5beta-cholestan-3alpha,7alpha-diol + NADPH + H+ + O2
5beta-cholestan-3alpha,7alpha,12alpha-triol + NADP+ + H2O
show the reaction diagram
5beta-cholestane-3alpha,7alpha-diol + NADPH + O2
5beta-cholestane-3alpha,7alpha,12alpha-triol + NADP+ + H2O
show the reaction diagram
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?
cholesterol + NADPH + O2
12-hydroxycholesterol + NADP+ + H2O
show the reaction diagram
additional information
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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
5beta-cholestan-3alpha,7alpha-diol + NADPH + H+ + O2
5beta-cholestan-3alpha,7alpha,12alpha-triol + NADP+ + H2O
show the reaction diagram
cholesterol + NADPH + O2
12-hydroxycholesterol + NADP+ + H2O
show the reaction diagram
additional information
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome
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cytochrome P-450
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cytochrome P450
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NADPH
METALS and IONS
ORGANISM
UNIPROT
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LITERATURE
INHIBITORS
ORGANISM
UNIPROT
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LITERATURE
IMAGE
additional information
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression analysis in healthy livers and liver with primary biliary cirrhosis
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expression analysis in response to soy bean isoflavones, transient expression in Hep-G2 cells
expression analysis, transcription factor G protein pathway suppressor 2, GPS2, affects CYP8B1 expression, mediated by direct interactions with LRH-1 and HNF4alpha, while the small heterodimer partner, SHP, does not affect the expression, Identification of a functional FXR response element in the human CYP8B1 promoter, regulation mechanism, overview
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expression in COS-7 cells
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gene CYP8B1, expression analysis in liver tissues of wild-type, regulation of gene expression, overview
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gene CYP8B1, genotyping of different strains of mice, e.g. C57BL/6J and CASA/Rk mice, and a hybrid of both
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genetic structure and phylogenetic analysis
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
adenovirus-mediated gene transduction of retinoic acid-related orphan receptor alpha to mice strongly induces CYP8B1 expression (2.5fold)
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CYP8B1 mRNA levels show a diurnal rhythm, decrease during the day and reaching the lowest levels 2 h into the dark cycle
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dexamethasone administration results in significantly increased hepatic gene expression of Cyp8B1 in 2 days old rats compared with age-matched controls. In control animals, hepatic Cyp8b1 gene expression increases from 4 weeks onward and reaches to its maximal level at about 24 weeks of age
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neonatal dexamethasone administration disturbs development of gene expression pattern into adulthood, the ratio of Cyp7a1/Cyp8b1 mRNA level, which is markedly increased at 4 weeks of age in the control group, shows a delayed increase at 8 weeks of age in the dexamethasone-treated animals
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information