2.5.1.1: dimethylallyltranstransferase
This is an abbreviated version!
For detailed information about dimethylallyltranstransferase, go to the full flat file.
Word Map on EC 2.5.1.1
-
2.5.1.1
-
farnesyl
-
monoterpene
-
prenyltransferases
-
terpenoids
-
ggpps
-
prenylation
-
geraniol
-
aspartate-rich
-
dmapp
-
tryptophan-containing
-
myrcene
-
carotenogenic
-
1-deoxy-d-xylulose-5-phosphate
-
uredovora
-
neosartorya
-
spearmint
-
oleoresin
- 2.5.1.1
-
farnesyl
-
monoterpene
- prenyltransferases
-
terpenoids
- ggpps
-
prenylation
- geraniol
-
aspartate-rich
-
dmapp
-
tryptophan-containing
- myrcene
-
carotenogenic
- 1-deoxy-d-xylulose-5-phosphate
- uredovora
-
neosartorya
- spearmint
-
oleoresin
Reaction
Synonyms
(E)-geranyl diphosphate synthase, AnaPT, At4g36810, dimethylallyl transferase, ERG20, farnesyl diphosphate synthase, FgaPT2, FPPase, FPPS, FPPS2, geranyl diphosphate synthase, geranyl pyrophosphate synthase, geranylgeranyl pyrophosphate synthase, GGPPS11, GPP (C5) synthase, GPP synthase, GPP/FPP synthase, GPPS, HpGGPPS, IDS, IDS1, IDS2, IdsA, isoprenyl diphosphate synthase, PcIDS1, Rv0989c
ECTree
2.5.1.1 dimethylallyltranstransferaseAdvanced search results
results (
results (Substrates Products
Substrates Products on EC 2.5.1.1 - dimethylallyltranstransferase
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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
(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + geranylgeranyl diphosphate
(Z)-ethynyldimethylallyl diphosphate + isopentenyl diphosphate
(Z)-ethynylfarnesyl diphosphate + diphosphate
-
-
sole product with wild-type, yield is 21.9% Z-ethynylfarnesyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate
-
?
2 dimethylallyl diphosphate
diphosphate + chrysanthemyl diphosphate
reaction of EC 2.5.1.67, chrysanthemyl diphosphate synthase is an inefficient promiscuous enzyme, which synthesizes the irregular monoterpenes chrysanthemyl diphosphate (CPP), lavandulyl diphosphate (LPP), and trace quantities of maconelliyl diphosphate (MPP) from two molecules of DMAPP, and couples IPP to DMAPP to give GPP
-
-
?
2 dimethylallyl diphosphate
diphosphate + lavandulyl diphosphate
reaction of EC 2.5.1.69, chrysanthemyl diphosphate synthase is an inefficient promiscuous enzyme, which synthesizes the irregular monoterpenes chrysanthemyl diphosphate (CPP), lavandulyl diphosphate (LPP), and trace quantities of maconelliyl diphosphate (MPP) from two molecules of DMAPP, and couples IPP to DMAPP to give GPP
-
-
?
cyclohexylideneethyl diphosphate + 2-cyclohexenylethyl diphosphate
(cyclohexylideneethyl)-cyclohexylideneethyl diphosphate
-
-
relative yield 0.8%
-
?
cyclohexylideneethyl diphosphate + isopentenyl diphosphate
10-cyclohexyliden-3,7-dimethyldeca-2,6-dien-1-ol + ?
dimethylallyl diphosphate + (R)-benzodiazepinedione
aszonalenin + diphosphate
-
-
-
-
?
dimethylallyl diphosphate + 2 isopentenyl diphosphate
2 diphosphate + farnesyl diphosphate
-
in the presence of Mg2+
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
(E,E)-farnesyl diphosphate + geranyl diphosphate + diphosphate
geranyl diphosphate + (3S)-3-(1H-indol-3-ylmethyl)-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione
(3S)-3-([6-[(2Z)-2-ethylidene-6-methylhept-5-en-1-yl]-1H-indol-3-yl]methyl)-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione + (3S)-3-([7-[(2Z)-7-methylocta-2,6-dien-1-yl]-1H-indol-3-yl]methyl)-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione + diphosphate
-
-
31% + 60% yield
-
?
geranyl diphosphate + (3S,6R)-3-(4-hydroxybenzyl)-6-(1H-indol-3-ylmethyl)piperazine-2,5-dione
(3R,6S)-3-([6-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-1H-indol-3-yl]methyl)-6-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione + (3R,6S)-3-([7-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-1H-indol-3-yl]methyl)-6-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione + diphosphate
-
-
32% + 13% yield
-
?
geranyl diphosphate + (3S,6S)-3,6-bis(1H-indol-3-ylmethyl)piperazine-2,5-dione
(3S,6S)-3-([6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-1H-indol-3-yl]methyl)-6-[(1H-indol-3-yl)methyl]piperazine-2,5-dione + (3S,6S)-3-([7-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-1H-indol-3-yl]methyl)-6-[(1H-indol-3-yl)methyl]piperazine-2,5-dione + diphosphate
-
-
15% + 35% yield
-
?
geranyl diphosphate + (3S,6S)-3-(1H-indol-3-ylmethyl)-6-(2-methylpropyl)piperazine-2,5-dione
(3S,6S)-3-([6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-1H-indol-3-yl]methyl)-6-(2-methylpropyl)piperazine-2,5-dione + (3S,6S)-3-([7-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-1H-indol-3-yl]methyl)-6-(2-methylpropyl)piperazine-2,5-dione + diphosphate
-
-
15% + 57% yield
-
?
geranyl diphosphate + (3S,6S)-3-(4-hydroxybenzyl)-6-(1H-indol-3-ylmethyl)piperazine-2,5-dione
(3R,6R)-3-([6-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-1H-indol-3-yl]methyl)-6-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione + (3S,6S)-3-([7-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-1H-indol-3-yl]methyl)-6-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione + diphosphate
-
-
9% + 24% yield
-
?
geranyl diphosphate + (R)-benzodiazepinedione
(3R)-3-([6-[(2Z)-2-ethylidene-6-methylhept-5-en-1-yl]-1H-indol-3-yl]methyl)-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione + diphosphate
-
-
88% yield
-
?
geranyl diphosphate + 2-cyclohexenylethyl diphosphate
(S)-geranylcyclohexylideneethyl diphosphate + diphosphate
methoxymethoxydimethylallyl diphosphate + isopentenyl diphosphate
methoxymethoxygeranyl diphosphate + diphosphate
propoxygeranyl diphosphate + isopentenyl diphosphate
propoxyfarnesyl diphosphate + diphosphate
vinyldimethylallyl diphosphate + isopentenyl diphosphate
vinylgeranyl diphosphate + vinylfarnesyl diphosphate + diphosphate
-
-
14.3% vinylgeranyl diphosphate plus 23.3% vinylfarnesyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate
-
?
(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + geranylgeranyl diphosphate
reaction of EC 2.5.1.29, the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate
-
-
?
(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + geranylgeranyl diphosphate
reaction of EC 2.5.1.29, the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate. Under environmental stresses, Haematococcus pluvialis accumulates large amounts of carotenoids. Scale of carotenoid biosynthesis depends on availability of geranylgeranyl pyrophosphate precursor, which is supplied by GGPP synthase through sequential 1'-4 condensation of three isopentenyl pyrophosphates into dimethylallyl pyrophosphate
-
-
?
(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + geranylgeranyl diphosphate
reaction of EC 2.5.1.29, the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate
-
-
?
cyclohexylideneethyl diphosphate + isopentenyl diphosphate
10-cyclohexyliden-3,7-dimethyldeca-2,6-dien-1-ol + ?
-
-
double condensation product, relative yield 23.1%
-
?
cyclohexylideneethyl diphosphate + isopentenyl diphosphate
10-cyclohexyliden-3,7-dimethyldeca-2,6-dien-1-ol + ?
-
-
double condensation product, relative yield 3.0%
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
(E)-geranyl diphosphate + diphosphate
-
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
(E)-geranyl diphosphate + diphosphate
-
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
(E,E)-farnesyl diphosphate + geranyl diphosphate + diphosphate
-
ratio geranyl diphosphate/farnesyl diphosphate is about 2:1
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
(E,E)-farnesyl diphosphate + geranyl diphosphate + diphosphate
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
in the presence of Co2+
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
chrysanthemyl diphosphate synthase is an inefficient promiscuous enzyme, which synthesizes the irregular monoterpenes chrysanthemyl diphosphate (CPP), lavandulyl diphosphate (LPP), and trace quantities of maconelliyl diphosphate (MPP) from two molecules of DMAPP, and couples IPP to DMAPP to give GPP
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate to generate the C15 product (2E,6E)-farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate to generate the C15 product (2E,6E)-farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
highest catalytic efficiency
-
-
r
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
highest catalytic efficiency
-
-
r
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
-
relative yield 100%
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate. Under environmental stresses, Haematococcus pluvialis accumulates large amounts of carotenoids. Scale of carotenoid biosynthesis depends on availability of geranylgeranyl pyrophosphate precursor, which is supplied by GGPP synthase through sequential 1'-4 condensation of three isopentenyl pyrophosphates into dimethylallyl pyrophosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
reaction of EC 2.5.1.1, the enzyme catalyzes the condensation of dimethylallyl pyrophosphate and isopentenyl pyrophosphate, forming geranyl pyrophosphate and then farnesyl pyrophosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyses the sequential condensation of dimethylallyl diphosphate with isopentenyl diphosphate (IPP) and the resulting geranyl diphosphate (GPP) with another unit of IPP, eventually producing the 15-carbon isoprenoid farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the condensation of dimethylallyl pyrophosphate and isopentenyl pyrophosphate, forming geranyl pyrophosphate and then farnesyl pyrophosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
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
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
the enzyme is involved in the biosynthesis of the monoterpenoid precursors needed for formation of the defensive compound chrysomelidial. Geranyl diphosphate is needed for the de novo synthesis of the cyclopentanoid monoterpene iridoids, defensive compounds that are produced during the entire larval stage of Phaedon cochleariae
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
the enzyme is bifunctional and produces (2E,6E)-farnesyl diphosphate or geranyl diphosphate from dimethylallyl diphosphate and isopentenyl diphosphate depending on the divalent metal cofactor present. The enzyme is far more active with Co2+ as an additive than with any other tested metal ion. In the presence of Co2+ or Mn2+, with dimethylallyl diphosphate as a cosubstrate, it produces about 96% geranyl diphosphate and only 4% farnesyl diphosphate. In contrast, with Mg2+ as an additive, the enzyme produces 18% geranyl diphosphate and farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
geranylgeranyl diphosphate activity of enzyme leads to additional production of geranylgeranyl diphosphate. The ratio of geranyl diphosphate to geranylgeranyl diphosphate produced averages approximately 9:1. No synthesis of farnesyl diphosphate
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate (IPP) with dimethylallyl diphosphate (DMAPP), producing geranyl diphosphate (GPP) and farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
-
relative yield 100%
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
geranyl diphosphate + diphosphate
-
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
geranyl diphosphate + diphosphate
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
geranyl diphosphate + diphosphate
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
geranyl diphosphate + diphosphate
-
-
isoform IDS1 shows 90% yield, isoform IDS2 shows 100% yield
-
?
diphosphate + geranyl diphosphate
dimethylallyl diphosphate + isopentenyl diphosphate
-
-
-
-
r
diphosphate + geranyl diphosphate
dimethylallyl diphosphate + isopentenyl diphosphate
-
-
-
-
r
geranyl diphosphate + 2-cyclohexenylethyl diphosphate
(S)-geranylcyclohexylideneethyl diphosphate + diphosphate
-
-
relative yield 13.6%
-
?
geranyl diphosphate + 2-cyclohexenylethyl diphosphate
(S)-geranylcyclohexylideneethyl diphosphate + diphosphate
-
-
relative yield 42.2%
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
reaction of EC 2.5.1.10, the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
reaction of EC 2.5.1.10, the enzyme catalyzes the condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate to generate the C15 product (2E,6E)-farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
reaction of EC 2.5.1.10, the enzyme catalyzes the condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate to generate the C15 product (2E,6E)-farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
reaction of EC 2.5.1.10, the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate. Under environmental stresses, Haematococcus pluvialis accumulates large amounts of carotenoids. Scale of carotenoid biosynthesis depends on availability of geranylgeranyl pyrophosphate precursor, which is supplied by GGPP synthase through sequential 1'-4 condensation of three isopentenyl pyrophosphates into dimethylallyl pyrophosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
reaction of EC 2.5.1.10, the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
reaction of EC 2.5.1.10, the enzyme catalyzes the condensation of dimethylallyl pyrophosphate and isopentenyl pyrophosphate, forming geranyl pyrophosphate and then farnesyl pyrophosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
reaction of EC 2.5.1.10. The enzyme catalyses the sequential condensation of dimethylallyl diphosphate with isopentenyl diphosphate (IPP) and the resulting geranyl diphosphate (GPP) with another unit of IPP, eventually producing the 15-carbon isoprenoid farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
reaction of EC 2.5.1.10. The enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate (IPP) with dimethylallyl diphosphate (DMAPP), producing geranyl diphosphate (GPP) and farnesyl diphosphate
-
-
?
methoxymethoxydimethylallyl diphosphate + isopentenyl diphosphate
methoxymethoxygeranyl diphosphate + diphosphate
-
-
yield is 5% methoxymethoxygeranyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate. Mutant Y81D yields methoxymethoxyfarnesyl diphosphate with high efficiency
-
?
methoxymethoxydimethylallyl diphosphate + isopentenyl diphosphate
methoxymethoxygeranyl diphosphate + diphosphate
-
-
yield is 1% methoxymethoxygeranyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate
-
?
propoxygeranyl diphosphate + isopentenyl diphosphate
propoxyfarnesyl diphosphate + diphosphate
-
-
yield is 3% methoxymethoxygeranyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate, and 63% yield for mutant Y81D, plus 6% of propoxygeranylgeranyl diphosphate
-
?
propoxygeranyl diphosphate + isopentenyl diphosphate
propoxyfarnesyl diphosphate + diphosphate
-
-
yield is 62% methoxymethoxygeranyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate
-
?
additional information
?
-
-
in vitro, but not in vivo, enzyme shows additional geranylgeranyl diphosphate synthase activity, EC 2.5.1.29
-
-
?
additional information
?
-
enzyme is able to produce farnesyl phosphate directly from geranyl phosphate, activity of farnesylgeranyltransferase
-
-
?
additional information
?
-
-
enzyme is able to produce farnesyl phosphate directly from geranyl phosphate, activity of farnesylgeranyltransferase
-
-
?
