Information on EC 2.5.1.69 - lavandulyl diphosphate synthase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.5.1.69
-
RECOMMENDED NAME
GeneOntology No.
lavandulyl diphosphate synthase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
2 dimethylallyl diphosphate = diphosphate + lavandulyl diphosphate
show the reaction diagram
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-
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SYSTEMATIC NAME
IUBMB Comments
dimethylallyl-diphosphate:dimethylallyl-diphosphate dimethylallyltransferase (lavandulyl-diphosphate-forming)
Lavandulyl diphosphate is a monoterpene with a non-head-to-tail linkage. It is unlike most monoterpenoids, which are derived from geranyl diphosphate and have isoprene units that are linked head-to-tail. When this enzyme is incubated with dimethylallyl diphosphate and isopentenyl diphosphate, it also forms the regular monoterpene geranyl diphosphate [2]. The enzyme from Artemisia tridentata (big sagebrush) forms both lavandulyl diphosphate and chrysanthemyl diphosphate (see EC 2.5.1.67, chrysanthemyl diphosphate synthase) when dimethylally diphosphate is the sole substrate.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
big sagebrush
SwissProt
Manually annotated by BRENDA team
ssp. spiciformis
-
-
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
2 dimethylallyl diphosphate
diphosphate + lavandulyl diphosphate
show the reaction diagram
enzyme specifically catalyzes the head-to-middle condensation of two dimethylallyl diphosphate units to lavandulyl diphosphate
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-
?
dimethylallyl diphosphate
(R)-lavandulol + (R)-maconelliol + diphosphate
show the reaction diagram
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-
in presence of alkaline phosphatase, chimera c98f produces a 6:5 mixture of (R)-lavandulol and (R)-maconelliol and a small amount of planococcyl alcohol
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?
dimethylallyl diphosphate
diphosphate + chrysanthemyl diphosphate
show the reaction diagram
reaction of EC 2.5.1.67, chrysanthemyl diphosphate synthase, a cyclopropanation
an irregular monoterpene product
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?
dimethylallyl diphosphate
diphosphate + lavandulyl diphosphate
show the reaction diagram
a branching reaction
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-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
show the reaction diagram
reaction of EC 2.5.1.10, geranyltranstransferase, a chain elongation
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-
?
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
dimethylallyl diphosphate
diphosphate + lavandulyl diphosphate
show the reaction diagram
Q7XYS8
a branching reaction
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-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Mg2+
required, 2 mM
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.208
dimethylallyl diphosphate
pH 8.0, 30C
additional information
additional information
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.1
dimethylallyl diphosphate
Lavandula x intermedia
M4QSY7
pH 8.0, 30C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 34500, SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
proteolytic modification
the pre-enzyme contains an N-terminal plastidial targeting sequence
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant N-terminally His6-tagged enzyme from Escherichia coli strain XA90 by nickel affinity chromatography to over 95% purity
recombinant protein
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
gene FDS-5, cDNA library screening, DNA and amino acid sequence determination and analysis, phylogenetic tree, functional expression of N-terminally His6-tagged enzyme in Escherichia coli strain XA90, expression of the fusion FDS-5 transit peptide-GFP protein in Nicotiana tabacum cv. xanthi cells with plastidial localization
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
chimera c98f, constructed by replacing the first 98 residues in Artemisia tridentata ssp. spiciformis farnesyl diphosphate synthase with the corresponding sequence from Artemisia tridentata chrysanthemyl diphosphate synthase is able to produce a 6:5 mixture of (R)-lavandulol and (R)-maconelliol and a small amount of planococcyl alcohol in presence of alkaline phosphatase. Chimeric proteins constructed from farnesyl diphosphate synthase, which catalyzes chain elongation, and chrysanthemyl diphosphate synthase, which catalyzes cyclopropanation, catalyze all four of the known isoprenoid coupling reactions to give a mixture of geranyl diphosphate by chain elongation, chrysanthemyl diphosphate by cyclopropanation, lavandulyl diphosphate by branching, and maconelliyl and planococcyl diphosphate by cyclobutanation