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Information on EC 1.1.1.198 - (+)-borneol dehydrogenase
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EC Tree
1.1.1.198 (+)-borneol dehydrogenaseIUBMB Comments
NADP+ can also act, but more slowly.
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Word Map
- 1.1.1.198
- monoterpenes
-
+-borneol
-
refolded
-
terpenoids
-
+-camphor
- synthesis
- isozyme
-
taiwan
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Synonyms
borneol dehydrogenase, (+)-borneol dehydrogenase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
ADH2
BDH
BDH1
BDH2
bicyclic monoterpenol dehydrogenase
-
-
-
-
EC 1.1.1.182
-
-
formerly, part transferred
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TCK1_3449
THL1_4180
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
(+)-borneol + NAD+ = (+)-camphor + NADH + H+
NADP+ can also act, but more slowly
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-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
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-
-
-
redox reaction
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-
-
-
reduction
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-
-
-
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PATHWAY SOURCE
PATHWAYS
BRENDA
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-
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SYSTEMATIC NAME
IUBMB Comments
(+)-borneol:NAD+ oxidoreductase
NADP+ can also act, but more slowly.
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CAS REGISTRY NUMBER
COMMENTARY
67185-75-5
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(+)-borneol + (-)-isoborneol + NAD+
(+)-camphor + (-)-isoborneol + NADH + H+
-
the reaction is catalyzed by isoform BDH1
-
-
?
(+)-dihydrocarveol + NAD+
(-)-dihydrocarvone + NADH
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poor substrate
-
?
(+)-endo-fenchol + NAD+
1,3,3-trimethyl-bicyclo[2.2.1]heptan-2-one + NADH
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26% of the activity compared to (+)-borneol
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?
(+)-isoborneol + NAD+
(+)-isocamphor + NADH
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nearly the same activity compared to (+)-borneol
-
?
(-)-endo-fenchol + NAD+
1,3,3-trimethyl-bicyclo[2.2.1]heptan-2-one + NADH
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poor substrate
-
?
(-)-isoborneol + NAD+
(-)-isocamphor + NADH
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30% of the activity compared to (+)-borneol
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?
(-)-neothujol + NAD+
(-)-neothujone + NADH
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65% of the activity compared to (+)-borneol
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?
(-)-thujol + NAD+
(-)-thujone + NADH
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2fold higher activity than for (+)-borneol
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?
(1R)-(+)-camphor + (1S)-(-)-camphor + NADH + H+
(+)-borneol + (1S)-(-)-camphor + NAD+
Pseudomonas sp. ATCC 17453
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-
-
-
?
(1R)-menthol + NAD+
(1R)-trans-p-menthan-3-one + NADH
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poor substrate
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?
(+)-borneol + NAD+
(+)-camphor + NADH
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B-site stereospecific, partially reversible
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r
(+)-borneol + NAD+
(+)-camphor + NADH + H+
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camphor is the only product
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ir
(+)-borneol + NAD+
(+)-camphor + NADH + H+
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(+)-borneol is the preferred substrate
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-
?
(+)-borneol + NAD+
(+)-camphor + NADH + H+
Pseudomonas monteilii TCU-CK1
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(+)-borneol is the preferred substrate
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-
?
(+)-borneol + NAD+
(+)-camphor + NADH + H+
stereospecific reaction
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-
?
(+)-borneol + NAD+
(+)-camphor + NADH + H+
the enzyme prefers to degrade (+)-borneol, rather than (-)-borneol
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-
?
(+)-borneol + NAD+
(+)-camphor + NADH + H+
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the reaction is catalyzed by isoform BDH2
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-
?
(+/-)-isoborneol + NAD+
(-)-camphor + NADH + H+
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the reaction is catalyzed by isoform BDH2
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-
?
(-)-borneol + NAD+
(-)-camphor + NADH + H+
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36% of the activity compared to (+)-borneol
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?
(-)-borneol + NAD+
(-)-camphor + NADH + H+
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the reaction is catalyzed by isoform BDH2
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-
?
additional information
?
-
no substrates: citronellol, lavandulol, myrtenol, and (S)-(-)-perillyl alcohol, artemisinic alcohol, farnesol, khusinol, and santalol, secoisolariciresinol, larixol, phytol, retinol, benzyl alcohol, cinnamyl alcohol, 2-cyclohexen-1-ol, and 3-methyl-2-buten-1-ol
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-
?
additional information
?
-
substrate specificity, overview. No activity with other monoterpene alcohol, several kinds of monoterpene alcohols including (-)-artemisia alcohol, cis-carveol, trans-carveol, and trans-pinocarveol. The enzyme is specific for (+)-borneol
-
-
?
additional information
?
-
no substrate: 1,8-cineole, citronellol, linalool, lavandulol, nerol, geraniol, perillyl alcohol, and farnesol. The reverse reduction assay in which camphor is used as a substrate and NADH as a cofactor, does not produce detectable amounts of borneol or other products
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-
?
additional information
?
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-
no substrate: 1,8-cineole, citronellol, linalool, lavandulol, nerol, geraniol, perillyl alcohol, and farnesol. The reverse reduction assay in which camphor is used as a substrate and NADH as a cofactor, does not produce detectable amounts of borneol or other products
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-
?
additional information
?
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-
(-)-borneol is an additional substrate, reaction of EC 1.1.1.227. (+)-Borneol is the preferred substrate
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-
additional information
?
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the recombinant enzyme does not use isopropanol, cyclohexanol, cyclopentanol, or(+/-)-2-butanol as alternative substrates, and NADP+ as a cofactor
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-
-
additional information
?
-
Pseudomonas monteilii TCU-CK1
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(-)-borneol is an additional substrate, reaction of EC 1.1.1.227. (+)-Borneol is the preferred substrate
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-
additional information
?
-
Pseudomonas monteilii TCU-CK1
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the recombinant enzyme does not use isopropanol, cyclohexanol, cyclopentanol, or(+/-)-2-butanol as alternative substrates, and NADP+ as a cofactor
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additional information
?
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-
enzyme also catalyzes the reaction of (-)-borneol and (-)-camphor, reaction of EC 1.1.1.227. No substrates: isopropanol, cyclopentanol, cyclohexanol, 1,2-butandiol, 2-butanol, L-carveol, and DL-menthol
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-
-
additional information
?
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enzyme also catalyzes the reaction of (-)-borneol and (-)-camphor, reaction of EC 1.1.1.227. No substrates: isopropanol, cyclopentanol, cyclohexanol, 1,2-butandiol, 2-butanol, L-carveol, and DL-menthol
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additional information
?
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GC-MS analysis of borneol degradation metabolites
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-
?
additional information
?
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-
GC-MS analysis of borneol degradation metabolites
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-
?
additional information
?
-
the enzyme is also active with (-)-borneol, reaction of EC 1.1.1.227
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-
?
additional information
?
-
-
the enzyme is also active with (-)-borneol, reaction of EC 1.1.1.227
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-
?
additional information
?
-
Pseudomonas sp. ATCC 17453
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isopropanol, cyclopentanol, cyclohexanol, 1,2-butandiol, (+/-)-2-butanol, L-carveol, and DL-menthol are not accepted as substrates
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-
additional information
?
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-
enzyme additionally catalyzes the reaction with (-)-borneol, reaction of EC 1.1.1.227. (+)-Borneol is the preferred substrate
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-
-
additional information
?
-
enzyme additionally catalyzes the reaction with (-)-borneol, reaction of EC 1.1.1.227. (+)-Borneol is the preferred substrate
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-
additional information
?
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isoforms BDH1 and BDH2 also accept monocyclic and linear substrates, clearly favoring secondary alcohols over primary alcohols. No substrate: menthol
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-
-
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(+)-borneol + NAD+
(+)-camphor + NADH
-
B-site stereospecific, partially reversible
-
r
additional information
?
-
GC-MS analysis of borneol degradation metabolites
-
-
?
additional information
?
-
-
GC-MS analysis of borneol degradation metabolites
-
-
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
NAD+
strong preference for NAD+ over NADP+ is observed. When cofactor NAD+ is replaced by NADP+, the catalytic rate of refolded BDH is reduced to below 5% compared to NAD+. NAD+ docking into the active site of the BDH homology model for binding domain and mode analysis
NADP+
strong preference for NAD+ over NADP+ is observed. When cofactor NAD+ is replaced by NADP+, the catalytic rate of refolded BDH is reduced to below 5% compared to NAD+
additional information
an N-terminal conserved Gly13-X-X-X-Gly17-X-Gly19 sequence motif is present in the NAD(H)-binding region
-
additional information
-
an N-terminal conserved Gly13-X-X-X-Gly17-X-Gly19 sequence motif is present in the NAD(H)-binding region
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additional information
enzyme AaBDH is active in the presence of cofactor NADP+ or NAD+, NAD+ is the preferred cofactor
-
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
additional information
Michaelis-Menten kinetics
-
0.07
(+)-borneol
isoform BDH2, at pH 7.0, temperature not specified in the publication
0.09
(+)-borneol
soluble isoform BDH1, at pH 7.0, temperature not specified in the publication
0.12
(+)-borneol
refolded isoform BDH1, at pH 7.0, temperature not specified in the publication
0.12
(-)-borneol
refolded isoform BDH1, at pH 7.0, temperature not specified in the publication
0.21
(-)-borneol
soluble isoform BDH1, at pH 7.0, temperature not specified in the publication
1.5
(-)-borneol
isoform BDH2, at pH 7.0, temperature not specified in the publication
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