Information on EC 1.1.1.198 - (+)-borneol dehydrogenase

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

EC NUMBER
COMMENTARY hide
1.1.1.198
-
RECOMMENDED NAME
GeneOntology No.
(+)-borneol dehydrogenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(+)-borneol + NAD+ = (+)-camphor + NADH + H+
show the reaction diagram
NADP+ can also act, but more slowly
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Monoterpenoid biosynthesis
-
-
Biosynthesis of secondary metabolites
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(+)-camphor biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
(+)-borneol:NAD+ oxidoreductase
NADP+ can also act, but more slowly.
CAS REGISTRY NUMBER
COMMENTARY hide
67185-75-5
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
a borneol-degrading strain, isolated from soil samples collected in Hualien County, Taiwan
UniProt
Manually annotated by BRENDA team
a borneol-degrading strain, isolated from soil samples collected in Hualien County, Taiwan
UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
metabolism
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(+)-borneol + NAD+
(+)-camphor + NADH
show the reaction diagram
(+)-borneol + NAD+
(+)-camphor + NADH + H+
show the reaction diagram
(+)-borneol + NADP+
(+)-camphor + NADPH + H+
show the reaction diagram
(+)-dihydrocarveol + NAD+
(-)-dihydrocarvone + NADH
show the reaction diagram
-
poor substrate
-
?
(+)-endo-fenchol + NAD+
1,3,3-trimethyl-bicyclo[2.2.1]heptan-2-one + NADH
show the reaction diagram
-
26% of the activity compared to (+)-borneol
-
?
(+)-isoborneol + NAD+
(+)-isocamphor + NADH
show the reaction diagram
-
nearly the same activity compared to (+)-borneol
-
?
(-)-artemisia alcohol + NAD+
artemisia ketone + NADH + H+
show the reaction diagram
-
-
-
?
(-)-borneol + NAD+
(+)-camphor + NADH + H+
show the reaction diagram
-
-
-
?
(-)-borneol + NAD+
(-)-camphor + NADH
show the reaction diagram
-
36% of the activity compared to (+)-borneol
-
?
(-)-cis-carveol + NAD+
(-)-carvone + NADH + H+
show the reaction diagram
-
-
-
?
(-)-endo-fenchol + NAD+
1,3,3-trimethyl-bicyclo[2.2.1]heptan-2-one + NADH
show the reaction diagram
-
poor substrate
-
?
(-)-isoborneol + NAD+
(-)-isocamphor + NADH
show the reaction diagram
-
30% of the activity compared to (+)-borneol
-
?
(-)-neothujol + NAD+
(-)-neothujone + NADH
show the reaction diagram
-
65% of the activity compared to (+)-borneol
-
?
(-)-thujol + NAD+
(-)-thujone + NADH
show the reaction diagram
-
2fold higher activity than for (+)-borneol
-
?
(-)-trans-carveol + NAD+
(-)-carvone + NADH + H+
show the reaction diagram
-
-
-
?
(-)-trans-pinocarveol + NAD+
(-)-pinocarvone + NADH + H+
show the reaction diagram
-
-
-
?
(1R)-menthol + NAD+
(1R)-trans-p-menthan-3-one + NADH
show the reaction diagram
-
poor substrate
-
?
geraniol + NAD+
geranial + NADH
show the reaction diagram
-
poor substrate
-
?
nerol + NAD+
neryl aldehyde + NADH
show the reaction diagram
-
poor substrate
-
?
additional information
?
-
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
(+)-borneol + NAD+
(+)-camphor + NADH
show the reaction diagram
(+)-borneol + NAD+
(+)-camphor + NADH + H+
show the reaction diagram
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADP+
additional information
-
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(+)-Camphor
-
27% inhibition at 0.5 mM
(-)-Thujol
-
competitive inhibition of (+)-borneol oxidation
8-hydroxyquinoline
-
57% inhibition at 1 mM
Borate
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inhibition of borneol oxidation
Cu2+
-
85% inhibition at 2 mM
ethylenediaminetetraacetate
-
slight inhibition at 1 mM
Hg2+
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nearly complete inhibition at 2 mM
iodoacetamide
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41% inhibition at 1 mM
N-ethylmaleimide
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53% inhibition at 1 mM
NaCN
-
slight inhibition at 1 mM
NADH
-
46% inhibition at 1 mM
NaN3
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slight inhibition at 1 mM
o-phenanthroline
-
slight inhibition at 1 mM
p-hydroxymercuribenzoate
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50% inhibition at 0.05 mM
Pb2+
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26% inhibition at 2 mM
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.03 - 0.2
(+)-borneol
0.086
(-)-artemisia alcohol
pH 9.5, 30°C
0.027
(-)-cis-carveol
pH 9.5, 30°C
0.041
(-)-Thujol
-
-
0.07
NAD+
-
-
additional information
additional information
Michaelis-Menten kinetics
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0004 - 0.75
(+)-borneol
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
2.17
substrate (-)-borneol, pH 9.5, 30°C
5.33
substrate (+)-borneol, pH 9.5, 30°C
10.33
substrate (-)-trans-pinocarveol, pH 9.5, 30°C
13.5
substrate (-)-trans-carveol, pH 9.5, 30°C
35.7
substrate (-)-artemisia alcohol, pH 9.5, 30°C
147.4
substrate (-)-cis-carveol, pH 9.5, 30°C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
9
recombinant enzyme
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
22
assay at room temperature
33
recombinant enzyme
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.66
sequence calculation
6.16
sequence calculation
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
transcripts are specifically expressed in glandular trichomes of mature flowers
Manually annotated by BRENDA team
additional information
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
27500
x * 27500, calculated
91000
-
gel filtration
92000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
additional information
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8
-
most stable around
286163
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
0°C, 0.1 M sodium phosphate, pH 8.0, 15% glycerol, 20 mM 2-mercaptoethanol, 3 days, 25% loss of activity
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
near homogeneity, chromatography techniques, affinity chromatography
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recombinant enzyme refolded from inclusion bodies after expression in Escherichia coli strain BL21 by anion exchange chromatography and dialysis for refolding, native enzyme from strain TCU-HL1 by hydrophobic interaction and anion exchange chromatography
recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3) by nickel affinity chromatography and desalting gel filtration
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
gene bdh, DNA and amino acid sequence determination and analysis, library construction of genes involved in camphor biosynthesis from different cultivars, sequence comparisons, phylogenetic tree of plant alcohol dehydrogenase, recombinant expression of His-tagged enzyme in Escherichia coli strain BL21(DE3), semi-quantitative RT-PCR enzyme expression analysis
gene bdh, DNA and amino acid sequence determination and analysis, recombinnat expression in inclusion bodies in Escherichia coli strain BL21
Renatured/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant enzyme from Escherichia coli inclusion bodies, solubilized in 25 ml of 0.1 M potassium phosphate buffer, pH 7.0, containing 6 M urea, 10 mM DTT, and 1 mM EDTA, for 2 h at room temperature stirred. Refolding by dissolution in 8 M urea and dialysis against 10 mM potassium phosphate buffer in the presence of 10% glycerol results in an inactive enzyme