Information on EC 1.1.1.386 - ipsdienol dehydrogenase

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The expected taxonomic range for this enzyme is: Ips pini

EC NUMBER
COMMENTARY hide
1.1.1.386
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RECOMMENDED NAME
GeneOntology No.
ipsdienol dehydrogenase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(R)-ipsdienol + NAD(P)+ = ipsdienone + NAD(P)H + H+
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Monoterpenoid biosynthesis
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Biosynthesis of secondary metabolites
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SYSTEMATIC NAME
IUBMB Comments
(R)-ipsdienol:NAD(P)+ oxidoreductase
The enzyme is involved in pheromone production by the pine engraver beetle, Ips pini.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
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the enzyme belongs to the short-chain oxidoreductase ipsdienol dehydrogenases
metabolism
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the enzyme is involved in pheromon production
physiological function
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Ips spp. bark beetles use ipsdienol, ipsenol, ipsdienone and ipsenone as aggregation pheromone components and pheromone precursors. For Ips pini, the short-chain oxidoreductase ipsdienol dehydrogenase (IDOLDH) converts (R)-ipsdienol to ipsdienone, and thus likely plays a role in determining pheromone composition. Different IDOLDH orthologues and or activity levels contribute to differences in Ips spp. pheromone composition
additional information
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the enzyme contains the typical Rossmann-fold motif for nucleotide binding and the catalytic tetrad that are highly conserved
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(4R)-ipsdienol + NAD(P)+
ipsdienone + NAD(P)H + H+
show the reaction diagram
the enzyme is involved in pheromon production
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?
(4R)-ipsdienol + NAD+
ipsdienone + NADH + H+
show the reaction diagram
no activity with (4S)-ipsdienol. The enzyme shows similar specific activities with NAD+ and NADP+
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-
?
(4R)-ipsdienol + NADP+
ipsdienone + NADPH + H+
show the reaction diagram
no activity with (4S)-ipsdienol. The enzyme shows similar specific activities with NAD+ and NADP+
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?
(R)-ipsdienol + NADP+
ipsdienone + NADPH + H+
show the reaction diagram
ipsdienone + NADPH + H+
(R)-ipsdienol + NADP+
show the reaction diagram
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stereospecific reaction
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r
ipsenone + NADPH + H+
racemic ipsenol + NADP+
show the reaction diagram
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r
racemic ipsenol + NADP+
ipsenone + NADPH + H+
show the reaction diagram
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r
additional information
?
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the enzyme stereospecifically reduces both ketones to their corresponding (R)-alcohols. Low activity with (R)-menthone, 3-penten-2-ol, 17beta-estradiol, poor or no activity with (S)-ipsdienol, nerol, geraniol, myrcene, citral, 4-methyl-3-penten-2-one, 4-methyl-2-pentanone, 4-methyl-2-pentanol, acetone, 1,3-butendiol, etanol, 2-propanol, 3-hydroxybutyrate, and 2-oxobutyrate, substrate specificity, overview. Product identification by GC-MS analysis
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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
(4R)-ipsdienol + NAD(P)+
ipsdienone + NAD(P)H + H+
show the reaction diagram
G5DGA8
the enzyme is involved in pheromon production
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?
(R)-ipsdienol + NADP+
ipsdienone + NADPH + H+
show the reaction diagram
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stereospecific reaction
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r
racemic ipsenol + NADP+
ipsenone + NADPH + H+
show the reaction diagram
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r
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NAD+
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the enzyme shows similar specific activities with NAD+ and NADP+
NADP+
NADPH
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(R)-menthone
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1,10-phenanthroline
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1-propanol
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2-propanol
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ipsdienone
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additional information
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1,3-butanediol, nerol, geraniol, citral, (S)-ipsdienol do not act as inhibitors
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.58
(4R)-ipsdienol
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pH 7.8, 25C
0.527
(R)-ipsdienol
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pH 7.5, 25C, recombinant enzyme
0.002
ipsdienone
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pH 7.5, 25C, recombinant enzyme
0.003
ipsenone
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pH 7.5, 25C, recombinant enzyme
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0.000008
NADP+
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pH 7.5, 25C, recombinant enzyme, with (R)-ipsdienol
0.009
racemic ipsenol
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pH 7.5, 25C, recombinant enzyme
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additional information
additional information
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kinetics, recombinant enzyme
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.03
(R)-menthone
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pH 7.5, 25C, recombinant enzyme
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33.6
1-propanol
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pH 7.5, 25C, recombinant enzyme
9.9
2-propanol
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pH 7.5, 25C, recombinant enzyme
0.015
ipsdienone
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pH 7.5, 25C, recombinant enzyme
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0163
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pH 7.8, 25C
0.05
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partially purified recombinant enzyme, pH 7.5, 25C, substrate ipsdienone
0.092
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partially purified recombinant enzyme, pH 7.5, 25C, substrate ipsenone
0.196
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partially purified recombinant enzyme, pH 7.5, 25C, substrate racemic ipsenol
0.52 - 0.525
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partially purified recombinant enzyme, pH 7.5, 25C, Tris-HCl or phosphate buffer, substrate (R)-ipsdienol
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5
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assay at
7.8
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assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25
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assay at
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.8
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calculated from sequence
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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transcript levels are highest in pheromone producing tissue: the anterior midgut of fed males. The protein is detected only in male midguts
Manually annotated by BRENDA team
additional information
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IDOLDH expression pattern, overview
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
28000
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calculated from sequence
117000
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recombinant enzyme, gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
homotetramer
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4 * 27500, recombinant enzyme, SDS-PAGE, functional enzyme form
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant enzyme about 2.5fold from Sf9 cells by ammonium sulfate fractionation
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
gene IDOLDH, recombinant expression in Spodoptera frugiperda Sf9 cells via baculovirus transfection method
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the recombinant enzyme is produced in Sf9 cells using a baculovirus expression system
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