2.5.1.30: heptaprenyl diphosphate synthase
This is an abbreviated version!
For detailed information about heptaprenyl diphosphate synthase, go to the full flat file.
Word Map on EC 2.5.1.30
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2.5.1.30
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prenyltransferase
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allylic
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synthases
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menaquinone-7
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stearothermophilus
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geranylgeranyl
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hexaprenyl
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medium-chain
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micrococcus
-
luteus
-
heteromeric
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hepes
-
mops
-
zwitterionic
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undecaprenyl
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pharmacology
- 2.5.1.30
- prenyltransferase
-
allylic
- synthases
- menaquinone-7
- stearothermophilus
-
geranylgeranyl
-
hexaprenyl
-
medium-chain
-
micrococcus
- luteus
-
heteromeric
- hepes
- mops
-
zwitterionic
- undecaprenyl
- pharmacology
Reaction
+ 4 isopentenyl diphosphate = 4 diphosphate +
Synonyms
HepPP synthase, HepPPS, HepPS, heptaprenyl pyrophosphate synthetase, heptaprenylpyrophosphate synthetase
ECTree
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Substrates Products
Substrates Products on EC 2.5.1.30 - heptaprenyl diphosphate synthase
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REACTION DIAGRAM
(2E,6E)-farnesyl diphosphate + 3 isopentenyl diphosphate
3 diphosphate + all-trans-hexaprenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + 3-ethylbut-3-enyl diphosphate
diphosphate + (all-E)-3-ethyl-7,11,15-trimethylhexadeca-2,6,10,14-tetraenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + 3-propylbut-3-enyl diphosphate
diphosphate + (all-E)-3-propyl-7,11,15-trimethylhexadeca-2,6,10,14-tetraenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
(2E,6E)-farnesyl diphosphate + but-3-enyl diphosphate
diphosphate + (E)-norgeranylgeranyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + but-3-enyl diphosphate
diphosphate + E-norgeranylgeranyl diphosphate
-
-
-
?
all-trans-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
enzyme component I, enzyme component II, and farnesyl diphosphate-Mg2+ form a ternary complex during catalysis and that neither isopentenyl diphosphate nor the product, heptaprenyl diphosphate, is included in this complex, which probably represents a catalytically active state of the HepPP synthase. Enzyme component I is involved in allylic substrate recognition
-
-
?
geranyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-hexaprenyl diphosphate
geranyl diphosphate is a poor substrate
-
-
?
geranylgeranyl diphosphate + 2 isopentenyl diphosphate
2 diphosphate + all-trans-hexaprenyl diphosphate
-
-
-
?
geranylgeranyl diphosphate + 3 isopentenyl diphosphate
3 diphosphate + all-trans-heptaprenyl diphosphate
geranylgeranyl diphosphate + isopentenyl diphosphate
diphosphate + all-trans-heptaprenyl diphosphate + geranylfarnesyl diphosphate
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wild-type enzyme mainly yields geranylfarnesyl diphosphate (C25, 59%) with a significant amount of heptaprenyl diphosphate (37%)
-
?
4 diphosphate + all-trans-heptaprenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
-
-
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
-
-
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
heptaprenyl diphosphate synthase is involved in the biosynthesis of the side chain of menaquinone-7
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-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
synthesis of all-trans-heptaprenyl diphosphate, which is precursor for the side chain of menaquinone-7
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
initially the substrate farnesyl diphosphate binds to subunit II using Mg2+, followed by the formation of the subunit I-farnesyl diphosphate-Mg2+-subunit II complex
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-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
the C-C bond formation in the heptaprenyl diphosphate synthase reaction takes place at the si face of the double bond of isopentenyl diphosphate
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-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
the enzyme reaction proceeds with an elimination of 2-pro-R hydrogen of isopentenyl diposphate without accumulation of any prenyl diphosphate shorter than C35
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
wild-type enzyme mainly produces heptaprenyl diphosphate (C35, molar ratio, 73%) and does not yield any product longer than heptaprenyl diphosphate
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
synthesis of all-trans-heptaprenyl diphosphate, which is precursor for the side chain of menaquinone-7
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
-
-
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + 4 isopentenyl diphosphate
4 diphosphate + all-trans-heptaprenyl diphosphate
-
-
-
?
3 diphosphate + all-trans-heptaprenyl diphosphate
-
-
-
?
geranylgeranyl diphosphate + 3 isopentenyl diphosphate
3 diphosphate + all-trans-heptaprenyl diphosphate
-
-
-
-
?
geranylgeranyl diphosphate + 3 isopentenyl diphosphate
3 diphosphate + all-trans-heptaprenyl diphosphate
the enzyme reaction proceeds with an elimination of 2-pro-R hydrogen of isopentenyl diphosphate without accumulation of any prenyl diphosphate shorter than C35. Poor activity of geranylneryl diphosphate contrast with the high activity of the all-trans isomer is consistent with the proposal that this enzyme catalyzes condensations resulting in trans products
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-
?
geranylgeranyl diphosphate + 3 isopentenyl diphosphate
3 diphosphate + all-trans-heptaprenyl diphosphate
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-
-
?
?
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dimethylallyl diphosphate and geranyl diphosphate, are almost inactive as substrates
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-
?
additional information
?
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dimethylallyl diphosphate and geranyl diphosphate, are almost inactive as substrates
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?
additional information
?
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neither dimethylallyl diphosphate nor geranyl diphosphate is active as primer
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-
?
additional information
?
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neither dimethylallyl diphosphate nor geranyl diphosphate is active as primer
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-
?
additional information
?
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no activity with 3-butylbut-3-enyl diphosphate, norfarnesyl diphosphate or norgeranylgeranyl diphosphate
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-
?
additional information
?
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norfarnesyl diphosphate is not accepted as substrate
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?
additional information
?
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the enzyme does not catalyze a reaction between isopentenyl diphosphate and either dimethylallyl or geranyl diphosphate
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-
?
additional information
?
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the enzyme does not catalyze a reaction between isopentenyl diphosphate and either dimethylallyl or geranyl diphosphate
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-
?
additional information
?
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neither dimethylallyl diphosphate nor geranyl diphosphate is active as primer
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-
?