Information on EC 1.1.1.243 - carveol dehydrogenase

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY hide
1.1.1.243
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RECOMMENDED NAME
GeneOntology No.
carveol dehydrogenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(-)-trans-carveol + NADP+ = (-)-carvone + NADPH + H+
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
redox reaction
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-
-
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reduction
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-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
(4R)-carvone biosynthesis
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Monoterpenoid biosynthesis
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Limonene and pinene degradation
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Biosynthesis of secondary metabolites
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SYSTEMATIC NAME
IUBMB Comments
(-)-trans-carveol:NADP+ oxidoreductase
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CAS REGISTRY NUMBER
COMMENTARY hide
122653-66-1
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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
(-)-trans carveol + NAD+
(-)-carvone + NADH
show the reaction diagram
(-)-trans carveol + NADP+
(-)-carvone + NADPH
show the reaction diagram
(-)-trans-isopiperitenol + NADP+
(-)-isopiperitenone + NADPH + H+
show the reaction diagram
-
-
-
-
?
(1R,2R,4S)-limonene-1,2-diol + NAD+
?
show the reaction diagram
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15% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
(1S,2S,4R)-limonene-1,2-diol + NAD+
?
show the reaction diagram
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25% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
(4R,6S)-dihydrocarveol + NAD+
(4R)-carvone + NADH
show the reaction diagram
-
20% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
(4R,6S)-trans-carveol + NAD+
(4R)-carvone + NADH
show the reaction diagram
(4R,6S)-trans-carveol + NADP+
(4R)-carvone + NADPH
show the reaction diagram
(4S,6RS)-carveol + NAD+
(4S)-carvone + NADH
show the reaction diagram
(4S,6S)-dihydrocarveol + NAD+
(4S)-carvone + NADH
show the reaction diagram
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20% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
(R)-indanol + NAD+
indanone + NADH
show the reaction diagram
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13% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
(S)-indanol + NAD+
indanon + NADH
show the reaction diagram
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30% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
2-ethylcyclohexanol + NAD+
2-ethylcyclohexanone + NADH
show the reaction diagram
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110% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
2-methylcyclohexanol + NAD+
2-methylcyclohexanone + NADH
show the reaction diagram
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100% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
3,3,5,5-tetramethylcyclohexanol + NAD+
3,3,5,5-tetramethylcyclohexanone + NADH
show the reaction diagram
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55% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
3,5,5-trimethylcyclohex-2-en-1-ol + NAD+
3,5,5-trimethylcyclohex-2-en-1-one + NADH
show the reaction diagram
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115% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
3-methylcyclohexanol + NAD+
3-methylcyclohexanone + NADH
show the reaction diagram
4-ethylcyclohexanol + NAD+
4-ethylcyclohexanone + NADH
show the reaction diagram
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40% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
4-methylcyclohexanol + NAD+
4-methylcyclohexanone + NADH
show the reaction diagram
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35% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
cyclohex-2-ene-1-ol + NAD+
cyclohex-2-ene-1-one + NADH
show the reaction diagram
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10% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
cyclohexanol + NAD+
cyclohexanone + NADH
show the reaction diagram
sobrerol + NAD+
?
show the reaction diagram
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20% of activity with (4S,6S)-trans-carveol, enzyme uses dichlorophenolindophenol as artificial electron acceptor
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ir
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
(-)-trans carveol + NADP+
(-)-carvone + NADPH
show the reaction diagram
(4R,6S)-trans-carveol + NAD+
(4R)-carvone + NADH
show the reaction diagram
(4R,6S)-trans-carveol + NADP+
(4R)-carvone + NADPH
show the reaction diagram
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monoterpene synthesis in mints
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADP+
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(+)-limonene
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induction during growth
Cyclohexanol
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induction during growth, slightly more effective than (+)-limonene
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.35
(4R,6R)-carveol
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0.041
(4R,6S)-carveol
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2
(4S,6R)-carveol
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0.39
(4S,6S)-carveol
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.002
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NADP+-dependent (4R)-carveol dehydrogenase, activity in extracts of cells grown on (4R)-limonene; NADP+-dependent (4S)-carveol dehydrogenase, activity in extracts of cells grown on (4R)-carveol
0.005
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NADP+-dependent (4R)-carveol dehydrogenase, activity in extracts of cells grown on (4R)-carveol; NADP+-dependent (4S)-carveol dehydrogenase, activity in extracts of cells grown on (4R)-limonene
0.009
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NAD+-dependent (4S)-carveol dehydrogenase, activity in extracts of cells grown on (4R)-limonene
0.014
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dichlorophenolindophenol-dependent (4S)-carveol dehydrogenase, activity in extracts of cells grown on (4R)-carveol; dichlorphenolindophenol+-dependent(4R)-carveol dehydrogenase, activity in extracts of cells grown on (4R)-carveol
0.017
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NAD+-dependent (4R)-carveol dehydrogenase, activity in extracts of cells grown on (4R)-limonene
0.021
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NAD+-dependent(4S)-carveol dehydrogenase, activity in extracts of cells grown on (4R)-carveol
0.026
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activity in whole cells grown on limonene, biphasic assay system consisting of 20 ml phosphate buffer and 4 ml iso-octane
0.045
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NAD+-dependent (4R)-carveol dehydrogenase, activity in extracts of cells grown on (4R)-carveol
0.09
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dichlorophenolindophenol-dependent(4R)-carveol dehydrogenase, activity in extracts of cells grown on (4R)-limonene
0.105
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dichlorophenolindophenol+-dependent (4S)-carveol dehydrogenase, activity in extracts of cells grown on (4R)-limonene
additional information
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484.8 micromol/min kg tissue
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5
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25% of optimal activity at pH 4.6 and 7.0
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30
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assay at
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 50
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gradual increase in specific activity from 0.55 micromol/min mg to 2.85 micromol/min mg
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
additional information
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
120000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
tetramer
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
35
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time dependent inactivation above
OXIDATION STABILITY
ORGANISM
UNIPROT
LITERATURE
1 mM DTT stabilizes
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286368
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
octyl Sepharose, gel filtration, hydroxyapatite, anion exchange
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli
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the installation of the (-)-carvone biosynthesis from dimethyl allyl diphosphate of Menta spicata in Escherichia coli is not successful due to secretion of the intermediate (-)-limonene, after feeding of (-)limonen to recombinant bacteria, (-)-carvone is produced
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
nutrition
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evaluation of recombinant industrial scale production of (-)-carvone, the spearmint monoterpene ketone, in Escherichia coli for commercial use, overview
synthesis
additional information