2.5.1.90: all-trans-octaprenyl-diphosphate synthase
This is an abbreviated version!
For detailed information about all-trans-octaprenyl-diphosphate synthase, go to the full flat file.
Word Map on EC 2.5.1.90
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2.5.1.90
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ubiquinone
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isoprenoids
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polyprenyl
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decaprenylation
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menaquinone
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prenylates
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undecaprenyl
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geranyl
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isoprene
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hexaprenyl
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farnesyl-pp
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solanesyl
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chain-length
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ddxxd
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4-hydroxybenzoate
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dolichols
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coq
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polyisoprenoids
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dimethylallyl
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carbocation
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cis-prenyltransferase
- 2.5.1.90
- ubiquinone
-
isoprenoids
-
polyprenyl
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decaprenylation
- menaquinone
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prenylates
- undecaprenyl
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geranyl
- isoprene
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hexaprenyl
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farnesyl-pp
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solanesyl
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chain-length
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ddxxd
- 4-hydroxybenzoate
- dolichols
- coq
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polyisoprenoids
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dimethylallyl
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carbocation
- cis-prenyltransferase
Reaction
+ 5 isopentenyl diphosphate = 5 diphosphate +
Synonyms
C40-OPP, cel, gbs1789, IspB, long-chain C40 octaprenyl diphosphate synthase, long-chain trans-prenyltransferase, octaprenyl diphosphate synthase, octaprenyl pyrophosphate, octaprenyl pyrophosphate synthase, octaprenyl-diphosphate synthase, Opp, OPP synthase, OPP synthetase, OPPs, trans-prenyltransferase
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Substrates Products
Substrates Products on EC 2.5.1.90 - all-trans-octaprenyl-diphosphate synthase
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REACTION DIAGRAM
(2E,6E)-8-O-(N-methyl-2-aminobenzoyl)-3,7-dimethyl-2,6-octandien-1-diphosphate + 5 isopentenyl diphosphate
?
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-
-
?
(2E,6E)-farnesyl diphosphate + 3-bromo-3-butenyl diphosphate
diphosphate + ?
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isopentenyl diphosphate analogue, showing a significantly reduced activity. Only two 3-bromo-3-butenyl diphosphate condensation reactions occurr in 24 h and the reaction products do not reach C40 and C55. Use results in trapping of farnesol in the reaction from radioloabeled farnesyl diphosphate under basic conditions, consistent with a sequential mechanism
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-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
(2E,6E)-farnesyl diphosphate + 6 isopentenyl diphosphate
6 diphosphate + all-trans-nonaprenyl diphosphate
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + octaprenyl diphosphate + nonaprenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
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-
-
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
-
-
-
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
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-
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
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-
-
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
-
-
-
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
-
-
80% all-trans-octaprenyl diphosphate, 20% nonaprenyl diphosphate in presence of 0.01 mM enzyme, 0.0001 mM farnesyl diphosphate, 0.001 mM isopentenyl diphosphate. Variation of concentrations and conditions allows for synthesis of products with chain length C20 to C60
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
the enzyme catalyzes the successive condensation of farnesyl diphosphate with five isopentenyl pyrophosphate molecules to form trans-C40-octaprenyl diphosphate
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-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
(2E,6E)-farnesyl diphosphate is the most effective substrate
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-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
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-
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
(2E,6E)-farnesyl diphosphate is the most effective substrate
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-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
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-
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
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-
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
-
-
-
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
-
-
the product of chain elongation is C40 and the rate of its conversion to C45 is negligible. Under single-turnover condition with 0.01 mM enzyme-farnesyl diphosphate complex and 0.001 mM isopentenyl diphosphate, only the C20 is formed
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
the polymer all-trans C40-octaprenyl pyrophosphate forms the side chain of ubiquinone that is involved in electron transport system to produce ATP
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-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
the product of chain elongation catalyzed by the Thermotoga maritima enzyme is C40 and the rate of its conversion to C45 is negligible. Under single-turnover condition with 0.01 mM octaprenyl pyrophosphate synthase/farnesyl pyrophosphate complex and 0.001 mM isopentenyl pyrophosphate, only the C20 is formed
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-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
the polymer all-trans C40-octaprenyl pyrophosphate forms the side chain of ubiquinone that is involved in electron transport system to produce ATP
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-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
the product of chain elongation catalyzed by the Thermotoga maritima enzyme is C40 and the rate of its conversion to C45 is negligible. Under single-turnover condition with 0.01 mM octaprenyl pyrophosphate synthase/farnesyl pyrophosphate complex and 0.001 mM isopentenyl pyrophosphate, only the C20 is formed
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-
?
diphosphate + octaprenyl diphosphate + nonaprenyl diphosphate
0.7% activity compared to (2E,6E)-farnesyl diphosphate
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-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + octaprenyl diphosphate + nonaprenyl diphosphate
0.7% activity compared to (2E,6E)-farnesyl diphosphate
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-
?
?
5.3% activity compared to (2E,6E)-farnesyl diphosphate
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-
?
geranyl diphosphate + isopentenyl diphosphate
?
5.3% activity compared to (2E,6E)-farnesyl diphosphate
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-
?
?
53.4% activity compared to (2E,6E)-farnesyl diphosphate
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-
?
geranylgeranyl diphosphate + isopentenyl diphosphate
?
53.4% activity compared to (2E,6E)-farnesyl diphosphate
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-
?
?
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at the bottom of the active-site tunnel, residues M123 and M135 act in concert to form a wall which determines the final chain length, substrate binding and enzyme-ligand structure analysis, overview
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-
?
additional information
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at the bottom of the active-site tunnel, residues M123 and M135 act in concert to form a wall which determines the final chain length, substrate binding and enzyme-ligand structure analysis, overview
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-
?
additional information
?
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no substrate: dimethylallyl diphosphate, geranyl diphosphate
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-
?
additional information
?
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residues Tyr-38, Lys-235, and Arg-321 are involved in chain length determination
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-
?
additional information
?
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no substrate: geranyl diphosphate, geranylgeranyl diphosphate
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-
?
additional information
?
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no substrate: geranyl diphosphate, geranylgeranyl diphosphate
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?
additional information
?
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the isopentenyl diphosphate condensation represents the rate-limiting step of the reaction
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-
?