Ligand geranyl diphosphate

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Basic Ligand Information

Molecular Structure
Picture of geranyl diphosphate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H20O7P2
geranyl diphosphate
GVVPGTZRZFNKDS-JXMROGBWSA-N
Synonyms:
(2E)-geranyl diphosphate, (E)-geraniol diphosphate, (E)-geranyl diphosphate, an all-trans-polyprenyl diphosphate, a polyprenyl diphosphate, geranyl-diphosphate, geranyldiphosphate
Pathway Source
Pathways


Show all pahtways known for Show all BRENDA pathways known for geranyl diphosphate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (81 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + geranyl diphosphate = S-adenosyl-L-homocysteine + (E)-2-methylgeranyl diphosphate
show the reaction diagram
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geranyl diphosphate + flaviolin = 3-linalylflaviolin + diphosphate
show the reaction diagram
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geranyl diphosphate + 2-O-methyl-3-methylflaviolin = diphosphate + (E)-7-((3,7-dimethylocta-2,6-dien-1-yl)oxy)-5-hydroxy-2-methoxy-3-methylnaphthalene-1,4-dione + 6-prenyl-2-methoxy-3-methylflaviolin
show the reaction diagram
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geranyl diphosphate + 2-O-methyl-3-methylflaviolin = diphosphate + 7-[[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy]-5-hydroxy-2-methoxy-3-methylnaphthalene-1,4-dione
show the reaction diagram
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3-[(E)-2-isocyanoethenyl]-1H-indole + geranyl diphosphate = 2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-[(Z)-2-isocyanoethenyl]-1H-indole + 3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-[(Z)-2-isocyanoethenyl]-3H-indole
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a polyprenyl diphosphate + 4-hydroxybenzoate = diphosphate + a 4-hydroxy-3-polyprenylbenzoate
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geranyl diphosphate + 7 isopentenyl diphosphate = 7 diphosphate + all-trans-nonaprenyl diphosphate
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geranyl diphosphate + n isopentenyl diphosphate = n diphosphate + di-trans,poly-cis-polyprenyl diphosphate
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geranyl diphosphate + 4-hydroxybenzoate = 3-geranyl-4-hydroxybenzoate + diphosphate
show the reaction diagram
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selenophosphate + geranyl diphosphate + 5-methylaminomethyl-2-thiouridine34 in tRNA + H2O = 5-methylaminomethyl-2-selenouridine34 in tRNA + (2E)-3,7-dimethylocta-2,6-diene-1-thiol + diphosphate + phosphate
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geranyl diphosphate + H2O = geraniol + diphosphate
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geranyl-diphosphate + H2O = ?
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geranyl diphosphate + H2O = geranyl phosphate + phosphate
show the reaction diagram
geranyl diphosphate = (-)-endo-fenchol + diphosphate
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geranyl diphosphate = tricyclene + diphosphate
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geranyl diphosphate = (E)-beta-ocimene + diphosphate
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geranyl diphosphate = (+)-car-3-ene + diphosphate
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geranyl diphosphate + H2O = 1,8-cineole + diphosphate
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geranyl diphosphate + H2O = cis-sabinene hydrate + diphosphate
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geranyl diphosphate = (+)-sabinene + diphosphate
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geranyl diphosphate + H2O = alpha-terpineol + diphosphate
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geranyl diphosphate = terpinolene + diphosphate
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geranyl diphosphate = gamma-terpinene + diphosphate
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geranyl diphosphate = alpha-terpinene + diphosphate
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geranyl diphosphate = camphene + diphosphate
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geranyl diphosphate = beta-pinene + diphosphate
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geranyl diphosphate = alpha-pinene + diphosphate
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geranyl diphosphate = beta-pinene + diphosphate
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geranyl diphosphate = beta-thujene + diphosphate
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geranyl diphosphate + H2O = (3R)-linalool + diphosphate
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geranyl diphosphate + H2O = (3S)-linalool + diphosphate
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geranyl diphosphate = (4S)-beta-phellandrene + diphosphate
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geranyl diphosphate = (Z)-beta-ocimene + diphosphate
show the reaction diagram
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geranyl diphosphate = (-)-bornyl diphosphate
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dimethylallyl diphosphate + isopentenyl diphosphate = diphosphate + geranyl diphosphate
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dimethylallyl diphosphate + isopentenyl diphosphate = diphosphate + geranyl diphosphate
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ATP + geranyl phosphate = ADP + geranyl diphosphate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (224 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + geranyl diphosphate = S-adenosyl-L-homocysteine + (E)-2-methylgeranyl diphosphate
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geranyl diphosphate + cis-indole nitrile = diphosphate + (2Z)-3-
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geranyl diphosphate + ADP = ?
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geranyl diphosphate + homogentisate = diphosphate + (3-geranyl-2,5-dihydroxyphenyl)acetate
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3-[(E)-2-isocyanoethenyl]-1H-indole + geranyl diphosphate = 2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-[(Z)-2-isocyanoethenyl]-1H-indole + 3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-[(Z)-2-isocyanoethenyl]-3H-indole
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geranyl diphosphate + ADP = diphosphate + N6-geranyl-ADP
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geranyl diphosphate + 4 isopentenyl diphosphate = 4 diphosphate + all-trans-hexaprenyl diphosphate
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Geranyl diphosphate = ?
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geranyl diphosphate + L-tryptophan = diphosphate + ?
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geranyl diphosphate + dansyl-GCVLS = dansyl-G-(S-geranyl)CVLS + diphosphate
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geranyl diphosphate + 3 isopentenyl diphosphate = (2E,6E,10E,14E)-geranylfarnesyl diphosphate + 3 diphosphate
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geranyl diphosphate + 4 isopentenyl diphosphate = 4 diphosphate + all-trans-hexaprenyl diphosphate
show the reaction diagram
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geranyl diphosphate + 4 isopentenyl diphosphate = 4 diphosphate + all-trans-hexaprenyl diphosphate
show the reaction diagram
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geranyl diphosphate + 7 isopentenyl diphosphate = 7 diphosphate + all-trans-nonaprenyl diphosphate
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geranyl diphosphate + isopentenyl diphosphate = diphosphate + decaprenyl diphosphate + nonaprenyl diphosphate + octaprenyl diphosphate
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geranyl diphosphate + n isopentenyl diphosphate = n diphosphate + di-trans,poly-cis-polyprenyl diphosphate
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geranyl diphosphate + n isopentenyl diphosphate = n diphosphate + trans,poly-cis-polyprenyl diphosphate
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geranyl diphosphate + isopentenyl diphosphate = ?
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geranyl diphosphate + 4-hydroxybenzoate = 3-geranyl-4-hydroxybenzoate + diphosphate
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geranyl diphosphate + 9 isopentenyl diphosphate = 9 diphosphate + monotrans,nonacis-undecaprenyl diphosphate
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pinostrobin chalcone + geranyl diphosphate = pinostrobin + ?
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geranyl diphosphate + H2O = geraniol + ?
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geranyl diphosphate + H2O = geraniol + phosphate
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geranyl diphosphate + H2O = geraniol + diphosphate
show the reaction diagram
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geranyl diphosphate + H2O = geraniol + diphosphate
show the reaction diagram
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geranyl diphosphate + H2O = geraniol + diphosphate
show the reaction diagram
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geranyldiphosphate + H2O = ?
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geranyl diphosphate + H2O = geranyl phosphate + phosphate
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geranyl diphosphate = (S)-(-)-limonene + diphosphate
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geranyl diphosphate = (S)-(-)-limonene + diphosphate
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(2E)-geranyl diphosphate + H2O = geraniol + diphosphate
show the reaction diagram
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geranyl diphosphate = tricyclene + diphosphate
show the reaction diagram
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geranyl diphosphate = (E)-beta-ocimene + diphosphate
show the reaction diagram
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geranyl diphosphate = (+)-car-3-ene + diphosphate
show the reaction diagram
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geranyl diphosphate = alpha-terpinene + diphosphate
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geranyl diphosphate + H2O = limonene + diphosphate
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(E)-geranyl diphosphate = ?
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(E)-geraniol diphosphate = ?
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geranyl diphosphate = beta-thujene + diphosphate
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geranyl diphosphate = myrcene + (E)-beta-ocimene + (Z)-beta-ocimene + diphosphate
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geranyl diphosphate + H2O = (3R)-linalool + diphosphate
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geranyl diphosphate + H2O = ? + diphosphate
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geranyl diphosphate = ? + diphosphate
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geranyl diphosphate = geraniol + linalool + diphosphate
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Geranyl diphosphate = ?
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Geranyl diphosphate = ?
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geranyl diphosphate = (Z)-beta-ocimene + diphosphate
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geranyl diphosphate = (S)-beta-bisabolene + (S)-beta-macrocarpene
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geranyl diphosphate = (-)-bornyl diphosphate
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ATP + geranyl diphosphate = adenosine 5'-geranyl triphosphate + diphosphate
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ATP + geranyl diphosphate = geranyl-triphospho(5')adenosine + diphosphate
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Product in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dimethylallyl diphosphate + isopentenyl diphosphate = (E,E)-farnesyl diphosphate + (E)-geranyl diphosphate
show the reaction diagram
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ATP + geranyl phosphate = ADP + geranyl diphosphate
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Inhibitor in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
30% inhibition
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substrate inhibition above 0.05 mM
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substrate inhibition above 0.05 mM
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substrate inhibition above 0.05 mM
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substrate inhibition above 0.01 mM; substrate inhibition above 0.01 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (151 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (85 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.1
-
at pH 7.5 and 30°C
1.7
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25°C, pH 7.5
0.004
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apparent turnover number
0.065
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pH 7.4, 37°C
0.06
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pH 7.9, 37°C
3.8
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pH 7.5, 38°C, recombinant His-tagged enzyme
0.034
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accession Columbia, 30°C, pH not specified in the publication
1.49
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pH 7.0, 30°C, recombinant enzyme
1.49
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pH 7.0, 30°C, recombinant enzyme
0.0003
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pH 7.0, 30°C
0.012
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pH 7.5, 23°C
0.52
-
pH 7.0, 30°C, recombinant enzyme
0.24
-
pH 6.5
1300
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pH 7.1, 29°C
0.036
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pH and temperature not specified in the publication
0.017
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pH 6.5, 30°C
0.0008
-
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8.6
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KM Value (186 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.001
-
pH 7.6
0.0597
-
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0.027
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apparent Michaelis-Menten constant for peptide
0.0548
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pH 7.4, 37°C
0.49
-
pH 7.9, 37°C
0.00175
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65°C
0.00014
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pH not specified in the publication, temperature not specified in the publication
0.006
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0.0009
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20 mM MgCl2, 0.2 mM MnCl2, 0.2 mM NaWO4, and 0.1 mM NaF, pH not specified in the publication, at 30°C
0.0736
-
pH 7.5, 38°C, recombinant His-tagged enzyme
0.0067
-
accession Columbia, 30°C, pH not specified in the publication
0.0019
-
pH 7.0, 30°C
0.0074
-
pH 7.1, 31°C
0.01974
-
pH 7.0, 30°C, recombinant enzyme
0.01974
-
pH 7.0, 30°C, recombinant enzyme
0.0028
-
pH 7.0, 30°C
0.0016
-
pH 6.8, 31°C
0.00825
-
pH 7.0, 30°C, recombinant enzyme
0.0285
-
pH 7.1, 29°C
0.0092
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pH and temperature not specified in the publication
0.0028
-
pH 7.5
0.0019
-
pH 7.5, 22°C, presence of Mg2+
0.0011
-
recombinant enzyme, in the presence of 0.05 mM Mn2+, pH and temperature not specified in the publication
0.0023
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pH and temperature not specified in the publication
0.21
-
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0.29
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-

Ki Value (10 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.322
-
fixed substrate isopentenyl diphosphate (0.05 mM), pH and temperature not specified in the publication, metal cofactor: Mg2+
0.1
-
-

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.005
-
-

References & Links

Links to other databases for geranyl diphosphate

ChEBI
PubChem
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PubChem