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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, (Z,E)-geranylgeranyl diphosphate, (Z,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
Pathway Source
Pathways


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

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (130 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2 geranylgeranyl diphosphate = lycopaoctaene + 2 diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + homogentisate = diphosphate + 2-methyl-6-geranylgeranylbenzoquinol + CO2
show the reaction diagram
-
geranylgeranyl diphosphate + homogentisate = diphosphate + 6-geranylgeranyl-2-methylbenzene-1,4-diol + CO2
show the reaction diagram
-
geranylgeranyl diphosphate + bacteriochlorophyllide a = geranylgeranyl-bacteriochlorophyllide a + diphosphate
show the reaction diagram
-
2 geranylgeranyl diphosphate + NADPH + H+ = lycopaoctaene + 2 diphosphate + NADP+
show the reaction diagram
-
geranylgeranyl diphosphate + sn-glycerol 1-phosphate = diphosphate + 3-(O-geranylgeranyl)-sn-glycerol 1-phosphate
show the reaction diagram
-
geranylgeranyl diphosphate + 3-(O-geranylgeranyl)-sn-glycerol 1-phosphate = diphosphate + 2,3-bis-(O-geranylgeranyl)-sn-glycerol 1-phosphate
show the reaction diagram
-
chlorophyllide a + geranylgeranyl diphosphate = geranylgeranylchlorophyllide a + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + isopentenyl diphosphate = (2E,6E,10E,14E)-geranylfarnesyl diphosphate + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + 2 isopentenyl diphosphate = 2 diphosphate + all-trans-hexaprenyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + 5 isopentenyl diphosphate = 5 diphosphate + all-trans-nonaprenyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + 5 isopentenyl diphosphate = 5 diphosphate + solanesyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + H2O = geranylgeraniol + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = (+)-copalyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + H2O = cyclooctat-9-en-7-ol + diphosphate
show the reaction diagram
-
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
-
geranylgeranyl diphosphate = pseudolaratriene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = cycloaraneosene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = rhizathalene A + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = beta-pinacene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = hydropyrene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = hydropyrenol + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = isoelisabethatriene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = elisabethatriene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = fusicocca-2,10(14)-diene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + H2O = (6E,10E)-geranyllinalool + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = casbene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = (13E)-labda-7,13-dien-15-yl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = spiroalbatene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = syn-halima-5,13E-dienyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = (-)-kolavenyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = (+)-kolavenyl diphosphate
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (26 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + geranylgeranyl phosphate = ADP + geranylgeranyl diphosphate
show the reaction diagram
-
peregrinol diphosphate = geranylgeranyl diphosphate + H2O
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (371 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2 geranylgeranyl diphosphate = lycopaoctaene + 2 diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + homogentisate = diphosphate + 6-geranylgeranyl-2-methylbenzene-1,4-diol + CO2
show the reaction diagram
-
geranylgeranyl diphosphate + homogentisate = diphosphate + (3-geranylgeranyl-2,5-dihydroxyphenyl)acetate
show the reaction diagram
-
geranylgeranyl diphosphate + bacteriochlorophyllide a = geranylgeranyl-bacteriochlorophyllide a + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + isopentenyl diphosphate = (2E,6E,10E,14E)-geranylfarnesyl diphosphate + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + 2 isopentenyl diphosphate = 2 diphosphate + all-trans-hexaprenyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + 2 isopentenyl diphosphate = 2 diphosphate + all-trans-hexaprenyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + 5 isopentenyl diphosphate = 5 diphosphate + all-trans-nonaprenyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + isopentenyl diphosphate = diphosphate + decaprenyl diphosphate + octaprenyl diphosphate + nonaprenyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + 20 isopentenyl diphosphate = 20 diphosphate + di-trans,poly-cis-tetracosaprenyl diphosphate
show the reaction diagram
geranylgeranyl diphosphate + n isopentenyl diphosphate = n diphosphate + tri-trans,poly-cis-polyprenyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + 7 isopentenyl diphosphate = 7 diphosphate + tritrans,heptacis-undecaprenyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + isopentenyl diphosphate = ?
show the reaction diagram
-
geranylgeranyl diphosphate + 7 isopentenyl diphosphate = 7 diphosphate + tritrans,heptacis-undecaprenyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + H2O = geranylgeraniol + phosphate
show the reaction diagram
-
geranylgeranyl diphosphate + H2O = (13E)-labda-7,13-dien-15-ol + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + H2O = geranylgeraniol + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + H2O = ent-8alpha-hydroxylabd-13-en-15-yl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = (+)-copalyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + H2O = (13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + H2O = cyclooctat-9-en-7-ol + diphosphate
show the reaction diagram
-
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
-
geranylgeranyl diphosphate + diphosphate = (+)-copalyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = pseudolaratriene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = ent-kaurene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = cycloaraneosene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = rhizathalene A + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = beta-pinacene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = hydropyrene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = hydropyrenol + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = isoelisabethatriene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = elisabethatriene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate + H2O = phyllocladan-16alpha-ol + phosphate
show the reaction diagram
-
geranylgeranyl diphosphate = (E,E)-geranyllinalool + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = casbene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = neocembrene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = (13E)-labda-7,13-dien-15-yl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = spiroalbatene + diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = terpentedienyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = (-)-kolavenyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = (+)-kolavenyl diphosphate
show the reaction diagram
-
geranylgeranyl diphosphate = (13E)-labda-7,13-dien-15-yl diphosphate
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (36 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + geranylgeranyl phosphate = ADP + geranylgeranyl diphosphate
show the reaction diagram
-
peregrinol diphosphate = geranylgeranyl diphosphate + H2O
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulates activity with farnesyl diphosphate as substrate
-

Inhibitor in Enzyme-catalyzed Reactions (30 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition above 0.2 mM, isoenzyme PII. Isoenzyme PI shows no substrate inhibition
-
the isoprenyl intermediate of non-sterol isoprenoid biosynthesis blocks activation of caspase-1
-
above 0.05 mM
-
substrate inhibition
-

3D Structure of Enzyme-Ligand-Complex (PDB) (266 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (76 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.0114
-
pH 6.8, 37°C
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
0.021
-
pH and temperature not specified in the publication
0.12
-
-
0.88
-
pH 7.0, 30°C

KM Value (138 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.00014
-
pH and temperature not specified in the publication
0.07
-
pH 6.8, 37°C
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
0.00063
-
pH and temperature 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