Ligand geranyl diphosphate

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Basic Ligand Information

Molecular Structure

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

BRENDA

camphor biosynthesis, isoprenoid biosynthesis, vitamin K metabolism

KEGG

Biosynthesis of alkaloids derived from terpenoid and polyketide, Biosynthesis of cofactors, Biosynthesis of plant hormones, Biosynthesis of plant secondary metabolites, Biosynthesis of secondary metabolites

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MetaCyc

(+)-camphor biosynthesis, (-)-camphor biosynthesis, (3R)-linalool biosynthesis, (3S)-linalool biosynthesis, (4R)-carvone biosynthesis

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Show all BRENDA pathways known for geranyl diphosphate

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Roles as Enzyme Ligand

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

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2.1.1.255

S-adenosyl-L-methionine + geranyl diphosphate = S-adenosyl-L-homocysteine + (E)-2-methylgeranyl diphosphate

716745, 714849, 715252, 717262, 730277, 713662

geranyl diphosphate + flaviolin = 3-linalylflaviolin + diphosphate

729726

2.5.1.124

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

725410

2.5.1.125

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

725410

2.5.1.146

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

a polyprenyl diphosphate + 4-hydroxybenzoate = diphosphate + a 4-hydroxy-3-polyprenylbenzoate

geranyl diphosphate + 7 isopentenyl diphosphate = 7 diphosphate + all-trans-nonaprenyl diphosphate

739259, 759275, 637960

2.5.1.87

geranyl diphosphate + n isopentenyl diphosphate = n diphosphate + di-trans,poly-cis-polyprenyl diphosphate

704767

2.5.1.93

geranyl diphosphate + 4-hydroxybenzoate = 3-geranyl-4-hydroxybenzoate + diphosphate

704405, 737898, 738205, 721942, 759206, 702133, 706366

2.5.1.B14

2 entries

2.9.1.3

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

758254, 756718, 755122, 753572, 757134

3.1.7.11

geranyl diphosphate + H2O = geraniol + diphosphate

718230, 706136, 718199, 718198

3.1.7.3

geranyl-diphosphate + H2O = ?

95170

3.6.1.68

geranyl diphosphate + H2O = geranyl phosphate + phosphate

757704

6ypf, 3D-view

4.2.3.10

geranyl diphosphate = (-)-endo-fenchol + diphosphate

648546, 648548

4.2.3.105

geranyl diphosphate = tricyclene + diphosphate

749060

4.2.3.106

geranyl diphosphate = (E)-beta-ocimene + diphosphate

749017, 749104, 746701

4.2.3.107

geranyl diphosphate = (+)-car-3-ene + diphosphate

748962

4.2.3.108

geranyl diphosphate + H2O = 1,8-cineole + diphosphate

748984, 748974, 747873

4.2.3.11

geranyl diphosphate + H2O = cis-sabinene hydrate + diphosphate

747932

4.2.3.110

geranyl diphosphate = (+)-sabinene + diphosphate

geranyl diphosphate + H2O = alpha-terpineol + diphosphate

747814

4.2.3.113

geranyl diphosphate = terpinolene + diphosphate

748921, 748970

4.2.3.114

geranyl diphosphate = gamma-terpinene + diphosphate

748482, 747932, 746657, 746853

4.2.3.115

geranyl diphosphate = alpha-terpinene + diphosphate

743000

4.2.3.116

geranyl diphosphate = camphene + diphosphate

geranyl diphosphate = beta-pinene + diphosphate

747887

4.2.3.121

geranyl diphosphate = alpha-pinene + diphosphate

747887, 747387

4.2.3.122

geranyl diphosphate = beta-pinene + diphosphate

geranyl diphosphate = beta-thujene + diphosphate

geranyl diphosphate + H2O = (3R)-linalool + diphosphate

748892, 682392, 749041, 747412

4.2.3.46

2 entries

4.2.3.48

geranyl diphosphate + H2O = (3S)-linalool + diphosphate

746033

4.2.3.52

geranyl diphosphate = (4S)-beta-phellandrene + diphosphate

749040

4.2.3.B69

geranyl diphosphate = (Z)-beta-ocimene + diphosphate

749104

5.5.1.22

geranyl diphosphate = (-)-bornyl diphosphate

3773, 3765, 3766, 3770, 724105

5.5.1.8

2 entries

In Vivo Product in Enzyme-catalyzed Reactions (9 results)

dimethylallyl diphosphate + isopentenyl diphosphate = diphosphate + geranyl diphosphate

2.5.1.67

dimethylallyl diphosphate + isopentenyl diphosphate = diphosphate + geranyl diphosphate

2.7.4.26

ATP + geranyl phosphate = ADP + geranyl diphosphate

Substrate in Enzyme-catalyzed Reactions (224 results)

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2.1.1.255

S-adenosyl-L-methionine + geranyl diphosphate = S-adenosyl-L-homocysteine + (E)-2-methylgeranyl diphosphate

716745, 714849, 715252, 717262, 730277, 713662

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

746999

2.5.1.112

geranyl diphosphate + ADP = ?

671796

2.5.1.117

geranyl diphosphate + homogentisate = diphosphate + (3-geranyl-2,5-dihydroxyphenyl)acetate

geranyl diphosphate + ADP = diphosphate + N6-geranyl-ADP

geranyl diphosphate + 4 isopentenyl diphosphate = 4 diphosphate + all-trans-hexaprenyl diphosphate

Geranyl diphosphate = ?

637873

2.5.1.34

geranyl diphosphate + L-tryptophan = diphosphate + ?

geranyl diphosphate + dansyl-GCVLS = dansyl-G-(S-geranyl)CVLS + diphosphate

geranyl diphosphate + 3 isopentenyl diphosphate = (2E,6E,10E,14E)-geranylfarnesyl diphosphate + 3 diphosphate

702096, 658596, 658688

2.5.1.82

geranyl diphosphate + 4 isopentenyl diphosphate = 4 diphosphate + all-trans-hexaprenyl diphosphate

702008

2.5.1.83

geranyl diphosphate + 4 isopentenyl diphosphate = 4 diphosphate + all-trans-hexaprenyl diphosphate

geranyl diphosphate + 7 isopentenyl diphosphate = 7 diphosphate + all-trans-nonaprenyl diphosphate

674727, 676675

2.5.1.86

geranyl diphosphate + isopentenyl diphosphate = diphosphate + decaprenyl diphosphate + nonaprenyl diphosphate + octaprenyl diphosphate

704266

2.5.1.87

geranyl diphosphate + n isopentenyl diphosphate = n diphosphate + di-trans,poly-cis-polyprenyl diphosphate

704767

2.5.1.88

geranyl diphosphate + n isopentenyl diphosphate = n diphosphate + trans,poly-cis-polyprenyl diphosphate

704741

2.5.1.90

geranyl diphosphate + isopentenyl diphosphate = ?

geranyl diphosphate + 4-hydroxybenzoate = 3-geranyl-4-hydroxybenzoate + diphosphate

704405, 737898, 738205, 721942, 759206, 702133, 706366

2.5.1.B14

2 entries

2.5.1.B35

geranyl diphosphate + 9 isopentenyl diphosphate = 9 diphosphate + monotrans,nonacis-undecaprenyl diphosphate

726880

2.5.1.B44

geranyl diphosphate + L-tryptophan = diphosphate + 1-(3,7-dimethylocta-1,6-dien-3-yl)-L-tryptophan

762542

2.5.1.B46

pinostrobin chalcone + geranyl diphosphate = pinostrobin + ?

geranyl diphosphate + H2O = geraniol + ?

749989

3.1.3.76

geranyl diphosphate + H2O = geraniol + phosphate

660928, 661168

3.1.7.1

geranyl diphosphate + H2O = geraniol + diphosphate

95168

3.1.7.11

geranyl diphosphate + H2O = geraniol + diphosphate

718230, 750725, 750897, 706136, 718199, 718198, 730274, 730271, 730570, 751253

3.1.7.3

2 entries

3.1.7.5

geranyl diphosphate + H2O = geraniol + diphosphate

694599

3.6.1.43

geranyldiphosphate + H2O = ?

711954

3.6.1.68

geranyl diphosphate + H2O = geranyl phosphate + phosphate

geranyl diphosphate = (S)-(-)-limonene + diphosphate

718209

4.2.3.102

geranyl diphosphate = (S)-(-)-limonene + diphosphate

718209

4.2.3.104

(2E)-geranyl diphosphate + H2O = geraniol + diphosphate

747656

4.2.3.105

geranyl diphosphate = tricyclene + diphosphate

749060, 718235

4.2.3.106

geranyl diphosphate = (E)-beta-ocimene + diphosphate

716597, 749017, 749104, 746701, 716511, 716566, 716593, 649430, 718243, 718238, 718226, 718436

4.2.3.107

geranyl diphosphate = (+)-car-3-ene + diphosphate

748962, 716449, 716557, 716543, 730053, 717160, 713933

geranyl diphosphate = alpha-terpinene + diphosphate

geranyl diphosphate + H2O = limonene + diphosphate

(E)-geranyl diphosphate = ?

714733

4.2.3.128

(E)-geraniol diphosphate = ?

geranyl diphosphate = beta-thujene + diphosphate

geranyl diphosphate = myrcene + (E)-beta-ocimene + (Z)-beta-ocimene + diphosphate

geranyl diphosphate + H2O = (3R)-linalool + diphosphate

748892, 663752, 663755, 682392, 749041, 747412

4.2.3.39

geranyl diphosphate + H2O = ? + diphosphate

690609

4.2.3.41

geranyl diphosphate = ? + diphosphate

691898

4.2.3.43

geranyl diphosphate = geraniol + linalool + diphosphate

Geranyl diphosphate = ?

730625

4.2.3.70

Geranyl diphosphate = ?

746782

4.2.3.B69

geranyl diphosphate = (Z)-beta-ocimene + diphosphate

749104

5.5.1.17

geranyl diphosphate = (S)-beta-bisabolene + (S)-beta-macrocarpene

704432

5.5.1.22

geranyl diphosphate = (-)-bornyl diphosphate

3773, 3765, 3766, 3770, 724105

5.5.1.8

4 entries

6.5.1.1

ATP + geranyl diphosphate = adenosine 5'-geranyl triphosphate + diphosphate

707449

6.5.1.3

ATP + geranyl diphosphate = geranyl-triphospho(5')adenosine + diphosphate

707449

Product in Enzyme-catalyzed Reactions (24 results)

dimethylallyl diphosphate + isopentenyl diphosphate = (E,E)-farnesyl diphosphate + (E)-geranyl diphosphate

0, 638726, 638727

ATP + geranyl phosphate = ADP + geranyl diphosphate

Inhibitor in Enzyme-catalyzed Reactions (20 results)

strong substrate inhibition above concentrations of 0.005 mM

30% inhibition

substrate inhibition above 0.05 mM

717150

4.2.3.120

substrate inhibition above 0.05 mM

717150

4.2.3.121

substrate inhibition above 0.05 mM

717150

4.2.3.20

substrate inhibition above 0.01 mM; substrate inhibition above 0.01 mM

639022

5.3.3.2

2936, 2938, 2941, 2944, 2952

3D Structure of Enzyme-Ligand-Complex (PDB) (151 results)

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (86 results)

0.1

at pH 7.5 and 30°C

1.7

25°C, pH 7.5

657857

2.5.1.58

0.004

apparent turnover number

0.065

pH 7.4, 37°C

674727

2.5.1.86

0.06

pH 7.9, 37°C

0.00084

pH 7.5, 35°C, wild-type enzyme

3.8

pH 7.5, 38°C, recombinant His-tagged enzyme

747656

4.2.3.106

0.034

accession Columbia, 30°C, pH not specified in the publication

1.49

pH 7.0, 30°C, recombinant enzyme

747873

4.2.3.117

1.49

pH 7.0, 30°C, recombinant enzyme

747873

4.2.3.118

0.0003

pH 7.0, 30°C

715252

4.2.3.121

0.012

pH 7.5, 23°C

677826

4.2.3.15

0.52

pH 7.0, 30°C, recombinant enzyme

0.24

pH 6.5

663755

4.2.3.41

1300

pH 7.1, 29°C

691898

4.2.3.43

0.036

pH and temperature not specified in the publication

0.017

pH 6.5, 30°C

0.0008

8.6

K_M Value (187 results)

0.001

pH 7.6

0.0597

0.027

apparent Michaelis-Menten constant for peptide

0.0548

pH 7.4, 37°C

674727

2.5.1.86

0.49

pH 7.9, 37°C

704266

2.5.1.87

0.00175

65°C

0.0005

pH 7.5, 35°C, wild-type enzyme

0.00014

pH not specified in the publication, temperature not specified in the publication

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

718209

4.2.3.104

0.0736

pH 7.5, 38°C, recombinant His-tagged enzyme

747656

4.2.3.106

0.0067

accession Columbia, 30°C, pH not specified in the publication

0.0019

pH 7.0, 30°C

648550, 648551

4.2.3.110

0.0074

pH 7.1, 31°C

0.01974

pH 7.0, 30°C, recombinant enzyme

747873

4.2.3.117

0.01974

pH 7.0, 30°C, recombinant enzyme

747873

4.2.3.118

0.0028

pH 7.0, 30°C

0.0016

pH 6.8, 31°C

717148

4.2.3.15

0.00825

pH 7.0, 30°C, recombinant enzyme

0.0285

pH 7.1, 29°C

691898

4.2.3.43

0.0092

pH and temperature not specified in the publication

746592

4.2.3.46

0.0028

pH 7.5

699267

4.2.3.48

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

704432

5.5.1.22

0.0023

pH and temperature not specified in the publication

0.21

0.29

K_i Value (11 results)

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2.5.1.10

0.322

fixed substrate isopentenyl diphosphate (0.05 mM), pH and temperature not specified in the publication, metal cofactor: Mg2+

723664

2.5.1.B44

0.278

pH 7.5, 35°C

0.1

IC₅₀ Value (1 result)

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2.7.1.36

0.005

676284

References & Links

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Show Reference (402 entries)

Links to other databases for geranyl diphosphate

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Ligand geranyl diphosphate

Basic Ligand Information

Roles as Enzyme Ligand

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

In Vivo Product in Enzyme-catalyzed Reactions (9 results)

Substrate in Enzyme-catalyzed Reactions (224 results)

Product in Enzyme-catalyzed Reactions (24 results)

Inhibitor in Enzyme-catalyzed Reactions (20 results)

3D Structure of Enzyme-Ligand-Complex (PDB) (151 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (86 results)

KM Value (187 results)

Ki Value (11 results)

IC50 Value (1 result)

References & Links

Literature References (402)

Links to other databases for geranyl diphosphate

k_cat Value (Turnover Number) (86 results)

K_M Value (187 results)

K_i Value (11 results)

IC₅₀ Value (1 result)