Information on EC 4.2.3.15 - myrcene synthase

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The expected taxonomic range for this enzyme is: Eukaryota

EC NUMBER
COMMENTARY
4.2.3.15
-
RECOMMENDED NAME
GeneOntology No.
myrcene synthase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
geranyl diphosphate = myrcene + diphosphate
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
elimination, C-O bond cleavage
-
-
-
-
PATHWAY
KEGG Link
MetaCyc Link
Biosynthesis of secondary metabolites
-
ipsdienol biosynthesis
-
monoterpene biosynthesis
-
Monoterpenoid biosynthesis
-
oleoresin monoterpene volatiles biosynthesis
-
SYSTEMATIC NAME
IUBMB Comments
geranyl-diphosphate diphosphate-lyase (myrcene-forming)
A recombinant enzyme (also known as a monoterpene synthase or cyclase) from the grand fir (Abies grandis) requires Mn2+ and K+ for activity. Mg2+ is essentially ineffective as the divalent metal ion cofactor.
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
AtTPS10
Q9ZUH4
-
myrcene synthase
-
-
myrcene/(E)-beta-ocimene synthase
Q9ZUH4
-
TPS10
Q9ZUH4
-
CAS REGISTRY NUMBER
COMMENTARY
197462-59-2
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
grand fir
Uniprot
Manually annotated by BRENDA team
; the tandem arginine motif RRX8W is conserved in the deduced protein of TPS10; bifunctional myrcene/(E)-beta-ocimene synthase
SwissProt
Manually annotated by BRENDA team
bifunctional enzyme: geranyldiphosphate synthase/myrcene synthase
SwissProt
Manually annotated by BRENDA team
marine red alga
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
geranyl diphosphate
myrcene + diphosphate
show the reaction diagram
-, O24474
-
-
?
geranyl diphosphate
myrcene + diphosphate
show the reaction diagram
-
-
-
?
geranyl diphosphate
myrcene + diphosphate
show the reaction diagram
-, Q9ZUH4
-
-
?
geranyl diphosphate
myrcene + diphosphate
show the reaction diagram
-, Q9ZUH4
-
56% of total hydrocarbon product
?
geranyl diphosphate
myrcene + diphosphate
show the reaction diagram
-, Q9ZUH4
-
products of Arabidopsis thaliana TPS10 are 56% beta-myrcene, 20% (E)-beta-ocimene, and less than 5% each of (+)-limonene, (-)-limonene, 2-carene, and tricyclene and an unknown monoterpene
-
?
geranyl diphosphate
myrcene + diphosphate
show the reaction diagram
-, O24474
induced by stem wounding, enhances resistance to insects
-
?
geranyl diphosphate
myrcene + diphosphate
show the reaction diagram
Q58GE8
the acyclic monoterpene myrcene is required for the production of the major aggregation pheromone component, ipsdienol, bifunctional enzyme: geranyldiphosphate synthase (EC 2.5.1.1)/myrcene synthase (EC 4.2.3.15). When the recombinant enzyme is incubated with dimethylallyl diphosphate and isopentenyl diphosphate as cosubstrates, the level of geranyl diphosphate formed is approximately tenfold higher than the level of myrcene formed. The data suggest that geranyl diphosphate is a free intermediate in myrcene production
-
-
?
geranyl diphosphate
(E)-beta-ocimene
show the reaction diagram
-, Q9ZUH4
-
20% of total hydrocarbon product
?
geranyl diphosphate
(+)-limonene
show the reaction diagram
-, Q9ZUH4
-
less than 5% of total hydrocarbon product
?
geranyl diphosphate
(-)-limonene
show the reaction diagram
-, Q9ZUH4
-
less than 5% of total hydrocarbon product
?
geranyl diphosphate
2-carene
show the reaction diagram
-, Q9ZUH4
-
less than 5% of total hydrocarbon product
?
geranyl diphosphate
tricyclene
show the reaction diagram
-, Q9ZUH4
-
less than 5% of total hydrocarbon product
?
geranyl diphosphate
myrcene + sabinene + linalool + limonene + diphosphate
show the reaction diagram
-
-
formation of 53.8% myrcene, 20.9% sabinene, 19.8% linalool and 5.5% limonene
-
?
neryl diphosphate
limonene
show the reaction diagram
-
-
-
?
linalyl diphosphate
acyclic and cyclic monoterpenes
show the reaction diagram
-
-
-
?
additional information
?
-
-
terpenes produced from the wild-type and mutant enzymes are identical, showing low levels of beta-myrcene from AcTPS2-K514A
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
geranyl diphosphate
myrcene + diphosphate
show the reaction diagram
-
-
-
?
geranyl diphosphate
myrcene + diphosphate
show the reaction diagram
-, Q9ZUH4
-
-
?
geranyl diphosphate
myrcene + diphosphate
show the reaction diagram
-, O24474
induced by stem wounding, enhances resistance to insects
-
?
geranyl diphosphate
myrcene + diphosphate
show the reaction diagram
Q58GE8
the acyclic monoterpene myrcene is required for the production of the major aggregation pheromone component, ipsdienol
-
-
?
additional information
?
-
-
terpenes produced from the wild-type and mutant enzymes are identical, showing low levels of beta-myrcene from AcTPS2-K514A
-
-
-
METALS and IONS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
K+
-, O24474
required, optimum concentration of 0.5 M
Mg2+
-, O24474
ineffective
Mg2+
-
required for activity
Mg2+
-
10 mM are included in farnesyl diphosphate activity assay
Mn2+
-, O24474
required
additional information
-
wild-type AcTPS2 is significantly more active when KCl is absent from the activity buffer
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
7.5
-
-
farnesyl diphosphate activity assay
TEMPERATURE OPTIMUM
TEMPERATURE OPTIMUM MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
30
-
-
farnesyl diphosphate and geranyl diphosphate activity assay
pI VALUE
pI VALUE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
6
-
Q9ZUH4
calculated
SOURCE TISSUE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
SOURCE
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
72500
-
-, O24474
calculated MW of recombinant protein expressed in Escherichia coli
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
?
Q9ZUH4
x * 69278, calculated
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
recombinant AcTPS2 protein is extracted and purified
-
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
expressed in Escherichia coli
-, O24474
mutated enzymes are generated using the QuickChange II site-directed mutagenesis kit. The PCR-based mutagenesis protocol is performed using pET200-D-TOPO harbouring the respective AcTPS2 cDNAs as template. The single-site mutant enzymes overexpressed in Escherichia coli.
-
expression in Escherichia coli
Q9ZUH4
expression in Escherichia coli
Q58GE8
expression in Escherichia coli
-
ENGINEERING
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
K514A
-
AcTPS2 mutant, 90% reduction in monoterpene synthase activity compared to wild-type enzyme
K514S
-
AcTPS2 mutant, presence of Ser is not able to rescue any of the activity lost after the removal of the Lys residue