Information on EC 1.1.1.166 - hydroxycyclohexanecarboxylate dehydrogenase

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The expected taxonomic range for this enzyme is: Lactobacillus plantarum

EC NUMBER
COMMENTARY hide
1.1.1.166
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RECOMMENDED NAME
GeneOntology No.
hydroxycyclohexanecarboxylate dehydrogenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(1S,3R,4S)-3,4-dihydroxycyclohexane-1-carboxylate + NAD+ = (1S,4S)-4-hydroxy-3-oxocyclohexane-1-carboxylate + NADH + H+
show the reaction diagram
Acts on hydroxycyclohexanecarboxylates that have an equatorial carboxyl group at C-1, an axial hydroxyl group at C-3 and an equatorial hydroxyl group or carbonyl group at C-4, including (-)-quinate and (-)-shikimate
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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redox reaction
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-
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reduction
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SYSTEMATIC NAME
IUBMB Comments
(1S,3R,4S)-3,4-dihydroxycyclohexane-1-carboxylate:NAD+ 3-oxidoreductase
Acts on hydroxycyclohexanecarboxylates that have an equatorial carboxy group at C-1, an axial hydroxy group at C-3 and an equatorial hydroxy or carbonyl group at C-4, including (-)-quinate and (-)-shikimate.
CAS REGISTRY NUMBER
COMMENTARY hide
55467-53-3
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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
(+-)t-3,t-4-dihydroxycyclohexane-c-1-carboxylate + NAD+
(+-)t-4-hydroxy-3-oxocyclohexane-1-carboxylate + NADH
show the reaction diagram
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-
-
?
(-)-dihydroshikimate + NAD+
? + NADH
show the reaction diagram
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-
-
?
(-)-quinate + NAD+
3-dehydroquinate + NADH + H+
show the reaction diagram
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-
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r
(-)-shikimate + NAD+
(-)-3-dehydroshikimate + NADH + H+
show the reaction diagram
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more rapidly oxidized than other acids
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r
(1S,3R,4S)-3,4-dihydroxycyclohexane-1-carboxylate + NAD+
(1S,4S)-4-hydroxy-3-oxocyclohexane-1-carboxylate + NADH
show the reaction diagram
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r
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
(1S,3R,4S)-3,4-dihydroxycyclohexane-1-carboxylate + NAD+
(1S,4S)-4-hydroxy-3-oxocyclohexane-1-carboxylate + NADH
show the reaction diagram
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r
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NAD+
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can not be replaced by NADP+
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.55
(+-)t-3,t-4-dihydroxycyclohexanecarboxylate
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0.52
(-)-Dihydroshikimate
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0.85
(-)-quinate
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0.75
(-)-shikimate
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0.74
(-)t-3,t-4-dihydroxycyclohexanecarboxylate
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0.26 - 0.45
NAD+
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.2
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reductive direction
10 - 10.1
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oxidative direction
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 8
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active within, reductive direction
6.9 - 11.4
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active within, oxidative direction
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
to homogeneity, chromatography techniques
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