Information on EC 1.1.1.395 - 3alpha-hydroxy bile acid-CoA-ester 3-dehydrogenase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.1.1.395
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RECOMMENDED NAME
GeneOntology No.
3alpha-hydroxy bile acid-CoA-ester 3-dehydrogenase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
a 3alpha-hydroxy bile acid CoA ester + NAD+ = a 3-oxo bile acid CoA ester + NADH + H+
show the reaction diagram
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-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
bile acids degradation
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Secondary bile acid biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
3alpha-hydroxy-bile-acid-CoA-ester:NAD+ 3-oxidoreductase
This bacterial enzyme is involved in the 7-dehydroxylation process associated with bile acid degradation. The enzyme has very little activity with unconjugated bile acid substrates. It has similar activity with choloyl-CoA, chenodeoxycholoyl-CoA, deoxycholoyl-CoA, and lithocholoyl-CoA.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
3-oxochenodeoxycholoyl-CoA + NAD+
? + NADH + H+
show the reaction diagram
3-oxocholoyl CoA + NAD+
? + NADH + H+
show the reaction diagram
3-oxodeoxycholoyl-CoA + NAD+
? + NADH + H+
show the reaction diagram
3-oxolithocholoyl-CoA + NAD+
? + NADH + H+
show the reaction diagram
3alpha-hydroxy bile acid CoA ester + NAD+
3-oxo bile acid CoA ester + NADH + H+
show the reaction diagram
chenodeoxycholic acid + NAD+
7-alpha-hydroxy-3-oxo-5beta-cholanate + NADH + H+
show the reaction diagram
chenodeoxycholoyl-CoA + NADP+
3-oxochenodeoxycholoyl-CoA + NADPH + H+
show the reaction diagram
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-
-
?
chenodeoxycholyl CoA + NAD+
3-oxo-chenodeoxycholy-CoA + NADH + H+
show the reaction diagram
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-
-
?
cholic acid + NAD+
3-oxocholic acid + NADH + H+
show the reaction diagram
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-
-
?
cholic acid + NAD+
? + NADH + H+
show the reaction diagram
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-
-
-
?
choloyl-CoA + NAD+
3-oxocholoyl-CoA + NADH + H+
show the reaction diagram
deoxycholoyl-CoA + NAD+
3-oxodeoxycholoyl-CoA + NADH + H+
show the reaction diagram
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-
-
?
glycocholic acid + NAD+
N-[7alpha,12-alpha-3,24-sioxo-5beta-cholan-24-yl]glycine + NADH + H+
show the reaction diagram
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-
-
?
lithocholoyl-CoA + NAD+
3-oxolithocholoyl-CoA + NADH + H+
show the reaction diagram
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-
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?
taurocholic acid + NAD+
3-oxotaurocholic acid + NADH + H+
show the reaction diagram
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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 bile acid CoA ester + NAD+
3-oxo bile acid CoA ester + NADH + H+
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0011 - 0.0033
3-oxochenodeoxycholoyl-CoA
-
0.0018 - 0.0091
3-oxocholoyl-CoA
0.0015 - 0.0056
3-oxodeoxycholoyl-CoA
0.0013 - 0.0083
3-oxolithocholoyl-CoA
-
0.334 - 0.555
chenodeoxycholic acid
0.023 - 0.053
chenodeoxycholoyl-CoA
0.802 - 1.158
cholic acid
0.032 - 0.106
choloyl-CoA
0.016 - 0.017
deoxycholoyl-CoA
0.205 - 0.383
glycocholic acid
0.018 - 0.022
Lithocholoyl-CoA
0.0067 - 0.017
NAD+
0.015 - 0.883
NADP+
0.201 - 0.329
taurocholic acid
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.17 - 0.4
3-oxochenodeoxycholoyl-CoA
-
0.14 - 0.55
3-oxocholoyl-CoA
0.15 - 0.73
3-oxodeoxycholoyl-CoA
0.12 - 0.7
3-oxolithocholoyl-CoA
-
0.055 - 0.25
chenodeoxycholic acid
0.2 - 0.82
chenodeoxycholoyl-CoA
0.09 - 0.27
cholic acid
0.17 - 1.23
choloyl-CoA
0.16 - 0.87
deoxycholoyl-CoA
0.145 - 0.42
glycocholic acid
0.18 - 0.73
Lithocholoyl-CoA
0.089 - 0.32
NAD+
0.025 - 0.11
NADP+
0.15 - 0.4
taurocholic acid
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
120.5 - 151.5
3-oxochenodeoxycholoyl-CoA
213985
60.4 - 76.85
3-oxocholoyl-CoA
145094
101.7 - 131
3-oxodeoxycholoyl-CoA
145095
84.3 - 93.58
3-oxolithocholoyl-CoA
213986
0.17 - 0.45
chenodeoxycholic acid
1277
8.7 - 15.4
chenodeoxycholoyl-CoA
8063
0.12 - 0.23
cholic acid
783
5.22 - 11.6
choloyl-CoA
3066
9.32 - 54.2
deoxycholoyl-CoA
10635
0.72 - 1
glycocholic acid
4250
10.18 - 33.3
Lithocholoyl-CoA
30148
13.17 - 18.5
NAD+
7
0.13 - 3.3
NADP+
10
0.73 - 1
taurocholic acid
2289
PDB
SCOP
CATH
ORGANISM
UNIPROT
Clostridium scindens (strain JCM 10418 / VPI 12708)
Clostridium scindens (strain JCM 10418 / VPI 12708)
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
apoenzyme isoform BaiA2 and in complex with NAD+, sitting nano-drop vapor diffusion method, using 30% (w/v) polyethylene glycol 4000, 0.1M Tris-HCl pH 8.5, and 0.2 M sodium acetate
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
AP-2 DEAE column chromatography
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Ni-NTA column chromatography
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli
expressed in Escherichia coli BL21(DE3) cells
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expressed in Escherichia coli Hms174(DE3) cells
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE