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Ligand all-trans-pentaprenyl diphosphate

Basic Ligand Information

Molecular Structure

Related pathways

Show all BRENDA pathways known for all-trans-pentaprenyl diphosphate

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (11 results)

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Show Natural Substrate (11 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.5.1.155

all-trans-pentaprenyl diphosphate + sn-glycerol 1-phosphate = sn-3-O-(farnesylgeranyl)glycerol 1-phosphate + diphosphate

764067

-

2.5.1.156

all-trans-pentaprenyl diphosphate + sn-3-O-(farnesylgeranyl)glycerol 1-phosphate = 2,3-bis-O-(geranylfarnesyl)-sn-glycerol 1-phosphate + diphosphate

764067

-

2.5.1.89

all-trans-geranylfarnesyl diphosphate + 6 isopentenyl diphosphate = 6 diphosphate + hexatrans,tetracis-undecaprenyl diphosphate

726880

-

2.5.1.B35

geranylfarnesyl diphosphate + 6 isopentenyl diphosphate = 6 diphosphate + tetratrans,hexacis-undecaprenyl diphosphate

726880

-

4.2.3.145

(2E,6E,10E,14E)-geranylfarnesyl diphosphate + H2O = ophiobolin F + diphosphate

730546

-

4.2.3.176

(2E,6E,10E,14E)-geranylfarnesyl diphosphate + H2O = sesterfisherol + diphosphate

742745

-

4.2.3.178

(2E,6E,10E,14E)-geranylfarnesyl diphosphate = stellata-2,6,19-triene + diphosphate

743389

-

4.2.3.188

all-trans-geranylfarnesyl diphosphate = beta-geranylfarnesene + diphosphate

742274, 738055

-

4.2.3.216

geranylfarnesyl diphosphate = somaliensene A + diphosphate

773603

-

4.2.3.217

geranylfarnesyl diphosphate = somaliensene B + diphosphate

773603

-

4.2.3.219

geranylfarnesyl diphosphate = (2E)-alpha-cericerene + diphosphate

768552

-

In Vivo Product in Enzyme-catalyzed Reactions (4 results)

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Show Natural Product (4 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.5.1.81

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

-

-

2.5.1.81

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

-

-

2.5.1.81

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

-

-

2.5.1.81

3 entries

2.5.1.B41

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

-

-

Substrate in Enzyme-catalyzed Reactions (12 results)

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Show Substrate (12 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.5.1.155

all-trans-pentaprenyl diphosphate + sn-glycerol 1-phosphate = sn-3-O-(farnesylgeranyl)glycerol 1-phosphate + diphosphate

764067

-

2.5.1.156

all-trans-pentaprenyl diphosphate + sn-3-O-(farnesylgeranyl)glycerol 1-phosphate = 2,3-bis-O-(geranylfarnesyl)-sn-glycerol 1-phosphate + diphosphate

764067

-

2.5.1.39

pentaprenyl diphosphate + 4-hydroxybenzoate = pentaprenyl-4-hydroxybenzoate + diphosphate

637000

-

2.5.1.89

all-trans-geranylfarnesyl diphosphate + 6 isopentenyl diphosphate = 6 diphosphate + hexatrans,tetracis-undecaprenyl diphosphate

726880

-

2.5.1.B35

geranylfarnesyl diphosphate + 6 isopentenyl diphosphate = 6 diphosphate + tetratrans,hexacis-undecaprenyl diphosphate

726880

-

4.2.3.145

(2E,6E,10E,14E)-geranylfarnesyl diphosphate + H2O = ophiobolin F + diphosphate

730546, 774861

-

4.2.3.176

(2E,6E,10E,14E)-geranylfarnesyl diphosphate + H2O = sesterfisherol + diphosphate

742745

-

4.2.3.178

(2E,6E,10E,14E)-geranylfarnesyl diphosphate = stellata-2,6,19-triene + diphosphate

743389

-

4.2.3.188

all-trans-geranylfarnesyl diphosphate = beta-geranylfarnesene + diphosphate

742274, 738055

-

4.2.3.216

geranylfarnesyl diphosphate = somaliensene A + diphosphate

773603

-

4.2.3.217

geranylfarnesyl diphosphate = somaliensene B + diphosphate

773603

-

4.2.3.219

geranylfarnesyl diphosphate = (2E)-alpha-cericerene + diphosphate

768552

-

Product in Enzyme-catalyzed Reactions (9 results)

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Show Product (9 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.99.18

pentaprenyl diphospho-N-acetyl-D-galactosamine + [protein]-L-asparagine = pentaprenyl diphosphate + [protein]-N-(N-acetyl-D-galactosaminyl)-L-asparagine

-

-

2.4.99.26

diphospho-pentaprenyl-linked O-unit + lipid A-core R3 oligosaccharide = lipid A-core R3-O-unit + pentaprenyl diphosphate

-

-

2.5.1.30

geranylgeranyl diphosphate + isopentenyl diphosphate = diphosphate + all-trans-heptaprenyl diphosphate + geranylfarnesyl diphosphate

-

-

2.5.1.81

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

-

-

2.5.1.81

dimethylallyl diphosphate + 4 isopentenyl diphosphate = (2E,6E,10E,14E)-geranylfarnesyl diphosphate + 4 diphosphate

-

-

2.5.1.81

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

-

-

2.5.1.81

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

-

-

2.5.1.81

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

-

-

2.5.1.81

5 entries

2.5.1.B41

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

-

-

Enzyme Kinetic Parameters

References & Links

Literature References (13)

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Show Reference (13 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

637000

-

Partial purification and characterization of 4-hydroxybenzoate-polyprenyltransferase in ubiquinone biosynthesis of Pseudomonas putida

1991

Kawahara, K.; Koizumi, N.; Kawaji, H.; Oishi, K.; Aida, K.; Uchida, K.

Agric. Biol. Chem.

55

2307-2311

726880

23726912

Substrate specificity of undecaprenyl diphosphate synthase from the hyperthermophilic archaeon Aeropyrum pernix

2013

Mori, T.; Ogawa, T.; Yoshimura, T.; Hemmi, H.

Biochem. Biophys. Res. Commun.

436

230-234

730546

23324037

Identification of ophiobolin F synthase by a genome mining approach: a sesterterpene synthase from Aspergillus clavatus

2013

Chiba, R.; Minami, A.; Gomi, K.; Oikawa, H.

Org. Lett.

15

594-597

738055

25882275

Biosynthesis of sesterterpenes, head-to-tail triterpenes, and sesquarterpenes in Bacillus clausii: identification of multifunctional enzymes and analysis of isoprenoid metabolites

2015

Ueda, D.; Yamaga, H.; Murakami, M.; Totsuka, Y.; Shinada, T.; Sato, T.

ChemBioChem

16

1371-1377

742274

23554321

Identification of novel sesterterpene/triterpene synthase from Bacillus clausii

2013

Sato, T.; Yamaga, H.; Kashima, S.; Murata, Y.; Shinada, T.; Nakano, C.; Hoshino, T.

ChemBioChem

14

822-825

742745

26332841

Genome mining for sesterterpenes using bifunctional terpene synthases reveals a unified intermediate of di/sesterterpenes

2015

Ye, Y.; Minami, A.; Mandi, A.; Liu, C.; Taniguchi, T.; Kuzuyama, T.; Monde, K.; Gomi, K.; Oikawa, H.

J. Am. Chem. Soc.

137

11846-11853

742745

26332841

Genome mining for sesterterpenes using bifunctional terpene synthases reveals a unified intermediate of di/sesterterpenes

2015

Ye, Y.; Minami, A.; Mandi, A.; Liu, C.; Taniguchi, T.; Kuzuyama, T.; Monde, K.; Gomi, K.; Oikawa, H.

J. Am. Chem. Soc.

137

11846-11853

743389

26351860

Molecular basis for stellatic acid biosynthesis a genome mining approach for discovery of sesterterpene synthases

2015

Matsuda, Y.; Mitsuhashi, T.; Quan, Z.; Abe, I.

Org. Lett.

17

4644-4647

743389

26351860

Molecular basis for stellatic acid biosynthesis a genome mining approach for discovery of sesterterpene synthases

2015

Matsuda, Y.; Mitsuhashi, T.; Quan, Z.; Abe, I.

Org. Lett.

17

4644-4647

742745

2 entries

743389

2 entries

764067

29427665

Biosynthetic machinery for C25,C25-diether archaeal lipids from the hyperthermophilic archaeon Aeropyrum pernix

2018

Yoshida, R.; Yoshimura, T.; Hemmi, H.

Biochem. Biophys. Res. Commun.

497

87-92

768552

26546087

An unusual chimeric diterpene synthase from Emericella variecolor and its functional conversion into a sesterterpene synthase by domain swapping

2016

Qin, B.; Matsuda, Y.; Mori, T.; Okada, M.; Quan, Z.; Mitsuhashi, T.; Wakimoto, T.; Abe, I.

Angew. Chem. Int. Ed. Engl.

55

1658-1661

773603

29553734

Identification and characterization of a membrane-bound sesterterpene cyclase from Streptomyces somaliensis

2018

Yang, Y.; Zhang, Y.; Zhang, S.; Chen, Q.; Ma, K.; Bao, L.; Tao, Y.; Yin, W.; Wang, G.; Liu, H.

J. Nat. Prod.

81

1089-1092

774861

32725018

On the mechanism of ophiobolin F synthase and the absolute configuration of its product by isotopic labelling experiments

2020

Quan, Z.; Dickschat, J.S.

Org. Biomol. Chem.

18

6072-6076

Links to other databases for all-trans-pentaprenyl diphosphate

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Show Links (1 entry)