Information on EC 1.14.14.31 - ipsdienol synthase

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The expected taxonomic range for this enzyme is: Ips

EC NUMBER
COMMENTARY hide
1.14.14.31
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RECOMMENDED NAME
GeneOntology No.
ipsdienol synthase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
myrcene + [reduced NADPH-hemoprotein reductase] + O2 = (R)-ipsdienol + [oxidized NADPH-hemoprotein reductase] + H2O
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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ipsdienol biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
myrcene,NADPH-hemoprotein reductase:O2 oxidoreductase (hydroxylating)
A cytochrome P-450 heme-thiolate protein. Involved in the insect aggregation pheromone production. Isolated from the pine engraver beetle, Ips pini. A small amount of (S)-ipsdienol is also formed. In vitro it also hydroxylated (+)- and (-)-alpha-pinene, 3-carene, and (+)-limonene, but not alpha-phellandrene, (-)-beta-pinene, gamma-terpinene, or terpinolene.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
pinyon ips
UniProt
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(+)-alpha-pinene + NADPH + H+ + O2
verbenol + NADP+ + H2O
show the reaction diagram
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-
-
?
(-)-alpha-pinene + NADPH + H+ + O2
cis-verbenol + NADP+ + H2O
show the reaction diagram
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-
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?
(-)-alpha-pinene + NADPH + H+ + O2
myrtenol + NADP+ + H2O
show the reaction diagram
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-
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?
3-carene + NADPH + H+ + O2
?
show the reaction diagram
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-
-
?
myrcene + NADPH + H+ + O2
(4R)-(-)-ipsdienol + NADP+ + H2O
show the reaction diagram
myrcene is 7-methyl-3-methylene-1,6-octadiene
81% yield, ipsidenol is 2-methyl-6-methylene-2,7-octadien-4-ol
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?
myrcene + NADPH + H+ + O2
(R)-ipsdienol + NADP+ + H2O
show the reaction diagram
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85% yield
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?
myrcene + NADPH + H+ + O2
ipsdienol + NADP+ + H2O
show the reaction diagram
R-(+)-limonene + NADPH + H+ + O2
?
show the reaction diagram
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?
additional information
?
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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
myrcene + NADPH + H+ + O2
(4R)-(-)-ipsdienol + NADP+ + H2O
show the reaction diagram
Q00G65
myrcene is 7-methyl-3-methylene-1,6-octadiene
81% yield, ipsidenol is 2-methyl-6-methylene-2,7-octadien-4-ol
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?
myrcene + NADPH + H+ + O2
(R)-ipsdienol + NADP+ + H2O
show the reaction diagram
B8RBV1
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85% yield
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?
myrcene + NADPH + H+ + O2
ipsdienol + NADP+ + H2O
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8.9
calculated from amino acid sequence
9
calculated from amino acid sequence; calculated from amino acid sequence
9.5
calculated from amino acid sequence
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
65000
x * 65000, SDS-PAGE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Sf9 cells
expressed in Sf9 cells; expressed in Sf9 cells
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
CYP9T2 mRNA levels are not induced in adults exposed to myrcene-saturated atmosphere; CYP9T2 mRNA levels are not induced in adults exposed to myrcene-saturated atmosphere
expression levels are higher in males than females, and expression is significantly induced in male, but not in female, anterior midguts by feeding on host phloem