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BRENDA support

Ligand geranyl diphosphate

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Basic Ligand Information

Molecular Structure
Picture of geranyl diphosphate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
Molfile
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

Related pathways

Pathway Source
Pathways
MetaCyc
(+)-camphor biosynthesis, (-)-camphor biosynthesis, (3R)-linalool biosynthesis, (3S)-linalool biosynthesis, (4R)-carvone biosynthesis more


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

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (101 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
-
geranyl diphosphate + flaviolin = 3-linalylflaviolin + diphosphate
show the reaction diagram
-
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
-
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
-
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
show the reaction diagram
-
a polyprenyl diphosphate + 4-hydroxybenzoate = diphosphate + a 4-hydroxy-3-polyprenylbenzoate
show the reaction diagram
-
geranyl diphosphate + 7 isopentenyl diphosphate = 7 diphosphate + all-trans-nonaprenyl diphosphate
show the reaction diagram
-
geranyl diphosphate + n isopentenyl diphosphate = n diphosphate + di-trans,poly-cis-polyprenyl diphosphate
show the reaction diagram
-
geranyl diphosphate + 4-hydroxybenzoate = 3-geranyl-4-hydroxybenzoate + diphosphate
show the reaction diagram
-
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
show the reaction diagram
-
geranyl diphosphate + H2O = geraniol + diphosphate
show the reaction diagram
-
geranyl-diphosphate + H2O = ?
show the reaction diagram
-
geranyl diphosphate + H2O = geranyl phosphate + phosphate
show the reaction diagram
geranyl diphosphate + H2O = geranyl phosphate + phosphate
show the reaction diagram
-
geranyl diphosphate = (-)-endo-fenchol + diphosphate
show the reaction diagram
-
geranyl diphosphate = tricyclene + diphosphate
show the reaction diagram
-
geranyl diphosphate = (+)-car-3-ene + diphosphate
show the reaction diagram
-
geranyl diphosphate + H2O = 1,8-cineole + diphosphate
show the reaction diagram
-
geranyl diphosphate = (-)-sabinene + diphosphate
show the reaction diagram
-
geranyl diphosphate + H2O = cis-sabinene hydrate + diphosphate
show the reaction diagram
-
geranyl diphosphate = terpinolene + diphosphate
show the reaction diagram
-
geranyl diphosphate = gamma-terpinene + diphosphate
show the reaction diagram
-
geranyl diphosphate = alpha-terpinene + diphosphate
show the reaction diagram
-
geranyl diphosphate = camphene + diphosphate
show the reaction diagram
-
geranyl diphosphate = beta-pinene + diphosphate
show the reaction diagram
-
geranyl diphosphate = alpha-pinene + diphosphate
show the reaction diagram
-
geranyl diphosphate = beta-pinene + diphosphate
show the reaction diagram
-
geranyl diphosphate = beta-thujene + diphosphate
show the reaction diagram
-
geranyl diphosphate = (Z)-beta-ocimene + diphosphate
show the reaction diagram
-
geranyl diphosphate + H2O = (3R)-linalool + diphosphate
show the reaction diagram
-
geranyl diphosphate + H2O = (3S)-linalool + diphosphate
show the reaction diagram
-
geranyl diphosphate = (-)-bornyl diphosphate
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (16 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dimethylallyl diphosphate + isopentenyl diphosphate = diphosphate + geranyl diphosphate
show the reaction diagram
-
-
dimethylallyl diphosphate + isopentenyl diphosphate = diphosphate + geranyl diphosphate
show the reaction diagram
-
-
ATP + geranyl phosphate = ADP + geranyl diphosphate
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (319 results)

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

Product in Enzyme-catalyzed Reactions (53 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
diphospho-geranyl-linked O-unit + lipid A-core R3 oligosaccharide = lipid A-core R3-O-unit + geranyl diphosphate
show the reaction diagram
-
-
dimethylallyl diphosphate + isopentenyl diphosphate = (E,E)-farnesyl diphosphate + (E)-geranyl diphosphate
show the reaction diagram
-
ATP + geranyl phosphate = ADP + geranyl diphosphate
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (20 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
strong substrate inhibition above concentrations of 0.005 mM
-
30% inhibition
-
substrate inhibition above 0.05 mM
-
substrate inhibition above 0.05 mM
-
substrate inhibition above 0.05 mM
-
substrate inhibition above 0.01 mM; substrate inhibition above 0.01 mM
-

3D Structure of Enzyme-Ligand-Complex (PDB) (207 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (106 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
-
25°C, pH 7.5
0.004
-
apparent turnover number
0.065
-
pH 7.4, 37°C
0.06
-
pH 7.9, 37°C
0.00084
-
pH 7.5, 35°C, wild-type enzyme
0.395
-
pH 8.5, 30°C
3.8
-
pH 7.5, 38°C, recombinant His-tagged enzyme
1.49
-
pH 7.0, 30°C, recombinant enzyme
1.49
-
pH 7.0, 30°C, recombinant enzyme
0.0003
-
pH 7.0, 30°C
0.012
-
pH 7.5, 23°C
0.52
-
pH 7.0, 30°C, recombinant enzyme
1300
-
pH 7.1, 29°C
0.036
-
pH and temperature not specified in the publication
0.017
-
pH 6.5, 30°C
1.49
-
pH and temperature not specified in the publication
0.01
-
at pH 7.2 and 37°C
0.0008
-
-
8.6
-
-

KM Value (210 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.001
-
pH 7.6
0.0597
-
-
0.027
-
apparent Michaelis-Menten constant for peptide
0.0548
-
pH 7.4, 37°C
0.49
-
pH 7.9, 37°C
0.00175
-
65°C
0.0005
-
pH 7.5, 35°C, wild-type enzyme
0.152
-
pH 8.5, 30°C
0.006
-
-
0.0009
-
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
0.0019
-
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
0.06713
-
at pH 7.5 and 30°C
0.0285
-
pH 7.1, 29°C
0.0092
-
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
0.21
-
-
0.29
-
-

Ki Value (11 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+
0.278
-
pH 7.5, 35°C
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

EXTERNAL LINKS