Ligand geranylgeranyl diphosphate

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Basic Ligand Information

Molecular Structure
Picture of geranylgeranyl diphosphate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C20H36O7P2
geranylgeranyl diphosphate
OINNEUNVOZHBOX-QIRCYJPOSA-N
Synonyms:
(2E,6E,10E)-geranylgeranyl diphosphate, (E,E,E)-geranylgeranyl diphosphate, all-trans-geranylgeranyl-diphosphate, all-trans-geranylgeranyl diphosphate, geranyl geranyl diphosphate, geranylneryl diphosphate, nerylneryl diphosphate, tetraprenyl diphosphate, trans,trans,trans-geranylgeranyl diphosphate

Show all pahtways known for Show all pathways known for geranylgeranyl diphosphate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (80 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
geranylgeranyl diphosphate + homogentisate = diphosphate + 2-methyl-6-geranylgeranylbenzoquinol + CO2
show the reaction diagram
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geranylgeranyl diphosphate + homogentisate = diphosphate + 6-geranylgeranyl-2-methylbenzene-1,4-diol + CO2
show the reaction diagram
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geranylgeranyl diphosphate + bacteriochlorophyllide a = geranylgeranyl-bacteriochlorophyllide a + diphosphate
show the reaction diagram
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2 geranylgeranyl diphosphate + NADPH + H+ = lycopaoctaene + NADP+
show the reaction diagram
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geranylgeranyl diphosphate + sn-glycerol 1-phosphate = diphosphate + 3-(O-geranylgeranyl)-sn-glycerol 1-phosphate
show the reaction diagram
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geranylgeranyl diphosphate + 3-(O-geranylgeranyl)-sn-glycerol 1-phosphate = diphosphate + 2,3-bis-(O-geranylgeranyl)-sn-glycerol 1-phosphate
show the reaction diagram
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chlorophyllide a + geranylgeranyl diphosphate = geranylgeranylchlorophyllide a + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + isopentenyl diphosphate = (2E,6E,10E,14E)-geranylfarnesyl diphosphate + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + 2 isopentenyl diphosphate = 2 diphosphate + all-trans-hexaprenyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + 5 isopentenyl diphosphate = 5 diphosphate + all-trans-nonaprenyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + H2O = geranylgeraniol + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = (+)-copalyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + H2O = cyclooctat-9-en-7-ol + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = cembrene C + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = (R)-nephthenol + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = (1S,4E,8E,12E)-2,2,5,9,13-pentamethylcyclopentadeca-4,8,12-trien-1-ol + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = (-)-spiroviolene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = tsukubadiene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + H2O = (3E,7E)-dolabella-3,7-dien-18-ol + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + H2O = (3E,7E)-dolathalia-3,7,11-triene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = pseudolaratriene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = cycloaraneosene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = rhizathalene A + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = elisabethatriene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = fusicocca-2,10(14)-diene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + H2O = (6E,10E)-geranyllinalool + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = casbene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = (13E)-labda-7,13-dien-15-yl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = spiroalbatene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = syn-halima-5,13E-dienyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = (-)-kolavenyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = (+)-kolavenyl diphosphate
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dimethylallyl diphosphate + isopentenyl diphosphate = diphosphate + nerylneryl diphosphate
show the reaction diagram
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-
ATP + geranylgeranyl phosphate = ADP + geranylgeranyl diphosphate
show the reaction diagram
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-
peregrinol diphosphate = geranylgeranyl diphosphate + H2O
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (208 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
geranylgeranyl diphosphate + homogentisate = diphosphate + 6-geranylgeranyl-2-methylbenzene-1,4-diol + CO2
show the reaction diagram
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geranylgeranyl diphosphate + homogentisate = diphosphate + (3-geranylgeranyl-2,5-dihydroxyphenyl)acetate
show the reaction diagram
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geranylgeranyl diphosphate + bacteriochlorophyllide a = geranylgeranyl-bacteriochlorophyllide a + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + isopentenyl diphosphate = (2E,6E,10E,14E)-geranylfarnesyl diphosphate + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + 2 isopentenyl diphosphate = 2 diphosphate + all-trans-hexaprenyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + 2 isopentenyl diphosphate = 2 diphosphate + all-trans-hexaprenyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + 5 isopentenyl diphosphate = 5 diphosphate + all-trans-nonaprenyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + isopentenyl diphosphate = diphosphate + decaprenyl diphosphate + octaprenyl diphosphate + nonaprenyl diphosphate
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geranylgeranyl diphosphate + 20 isopentenyl diphosphate = 20 diphosphate + di-trans,poly-cis-tetracosaprenyl diphosphate
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geranylgeranyl diphosphate + n isopentenyl diphosphate = n diphosphate + tri-trans,poly-cis-polyprenyl diphosphate
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geranylgeranyl diphosphate + 7 isopentenyl diphosphate = 7 diphosphate + tritrans,heptacis-undecaprenyl diphosphate
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geranylgeranyl diphosphate + 5 isopentenyl diphosphate = 5 diphosphate + all-trans-nonaprenyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + 7 isopentenyl diphosphate = 7 diphosphate + tritrans,heptacis-undecaprenyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + H2O = geranylgeraniol + phosphate
show the reaction diagram
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geranylgeranyl diphosphate + H2O = (13E)-labda-7,13-dien-15-ol + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = (+)-copalyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + H2O = (13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + H2O = cyclooctat-9-en-7-ol + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = cembrene C + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = (R)-nephthenol + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = (1S,4E,8E,12E)-2,2,5,9,13-pentamethylcyclopentadeca-4,8,12-trien-1-ol + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = (-)-spiroviolene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = tsukubadiene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + H2O = (3E,7E)-dolabella-3,7-dien-18-ol + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + H2O = (3E,7E)-dolathalia-3,7,11-triene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + diphosphate = (+)-copalyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = pseudolaratriene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = ent-kaurene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = cycloaraneosene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = rhizathalene A + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = elisabethatriene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate + H2O = phyllocladan-16alpha-ol + phosphate
show the reaction diagram
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geranylgeranyl diphosphate = (E,E)-geranyllinalool + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = casbene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = neocembrene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = (13E)-labda-7,13-dien-15-yl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = spiroalbatene + diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = terpentedienyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = (-)-kolavenyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = (+)-kolavenyl diphosphate
show the reaction diagram
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geranylgeranyl diphosphate = (13E)-labda-7,13-dien-15-yl diphosphate
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dimethylallyl diphosphate + isopentenyl diphosphate = diphosphate + nerylneryl diphosphate
show the reaction diagram
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ATP + geranylgeranyl phosphate = ADP + geranylgeranyl diphosphate
show the reaction diagram
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peregrinol diphosphate = geranylgeranyl diphosphate + H2O
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulates activity with farnesyl diphosphate as substrate
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Inhibitor in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition above 0.2 mM, isoenzyme PII. Isoenzyme PI shows no substrate inhibition
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the isoprenyl intermediate of non-sterol isoprenoid biosynthesis blocks activation of caspase-1
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above 0.05 mM
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substrate inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (6 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (73 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
15
-
-
0.00000517
-
pH 7.5, 30°C
0.03
-
pH 7.9, 37°C
0.13
-
recombinant enzyme
0.047
-
pH 7.5, 30°C
0.022
-
pH 7.5, 30°C
0.022
-
pH 7.5, 30°C
0.83
-
pH not specified in the publication, temperature not specified in the publication
0.83
-
pH not specified in the publication, temperature not specified in the publication
41000
-
pH 7.1, 29°C
0.12
-
-
0.88
-
pH 7.0, 30°C

KM Value (134 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.00014
-
pH and temperature not specified in the publication
0.254
-
pH 7.8, 37°C
0.45
-
-
0.1
-
lysate mixed into reaction buffer (120 mM potassium acetate, 10 mM magnesium acetate, 50 mM HEPES-KOH, pH 7.6, 14 mM 2-mercaptoethanol, 10% glycerol, and 0.5 mM ATP), 30°C
0.04
-
pH 7.9, 37°C
0.00362
-
pH 7.5, 30°C
0.00046
-
pH 7.5, 30°C
0.0937
-
pH 7.5, 30°C
0.0421
-
pH 7.5, 30°C
0.0421
-
pH 7.5, 30°C
0.0063
-
pH not specified in the publication, temperature not specified in the publication
0.0063
-
pH not specified in the publication, temperature not specified in the publication
0.8
-
at 30°C, pH not specified in the publication
0.0642
-
-
0.0016
-
-
0.0019
-
pH 7.0, 30°C

Ki Value (9 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.005
-
-
0.018
-
-

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.005
-
pH 5.5, 37°C

References & Links

Links to other databases for geranylgeranyl diphosphate

ChEBI
PubChem
ChEBI
PubChem