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• Roles as Enzyme Ligand
• • In Vivo Substrate
  • In Vivo Product
  • Substrate
  • Product
  • Cofactor
  • Activator
  • Inhibitor
  • Metals and Ions
  • 3D Structure (PDB)
• Enzyme Kinetic Parameters
• • k_cat Value (Turnover Number)
  • K_M Value
  • K_i Value
  • IC₅₀ Value
• References & Links
• • References
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Ligand (2E,6E)-farnesol

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

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Show Natural Substrate (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.354

(2E,6E)-farnesol + NAD+ = (2E,6E)-farnesal + NADH + H+

717961, 686700

-

5.2.1.9

2-trans,6-trans-Farnesol = ?

2556

-

In Vivo Product in Enzyme-catalyzed Reactions (1 result)

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Show Natural Product (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.1.7.6

(2E,6E)-farnesyl diphosphate + H2O = (2E,6E)-farnesol + diphosphate

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-

Substrate in Enzyme-catalyzed Reactions (17 results)

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Show Substrate (17 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.183

E,E-farnesol + NAD+ = ?

686700

-

1.1.1.216

(2E,6E)-farnesol + NAD+ = (2E,6E)-farnesal + NADH + H+

741249

-

1.1.1.216

(2E,6E)-farnesol + NADP+ = (2E,6E)-farnesal + NADPH + H+

713402, 741249

-

1.1.1.216

trans,trans-farnesol + NADP+ = trans,trans-farnesal + NADPH

347993

-

1.1.1.216

3 entries

1.1.1.347

(2E,6E)-farnesol + NAD+ = (2E,6E)-farnesyl aldehyde + NADH + H+

686700

-

1.1.1.354

(2E,6E)-farnesol + NAD+ = (2E,6E)-farnesal + NADH + H+

717961, 686700, 713317

-

2.7.1.216

ATP + (2E,6E)-farnesol = ADP + (2E,6E)-farnesyl phosphate

741171, 739952

-

2.7.1.216

CTP + (2E,6E)-farnesol = CDP + (2E,6E)-farnesyl phosphate

739952, 741171

-

2.7.1.216

GTP + (2E,6E)-farnesol = GDP + (2E,6E)-farnesyl phosphate

739952, 741171

-

2.7.1.216

UTP + (2E,6E)-farnesol = UDP + (2E,6E)-farnesyl phosphate

741171

-

2.7.1.216

4 entries

2.7.1.B19

ATP + (2E,6E)-farnesol = ADP + (2E,6E)-farnesyl phosphate

719754

-

5.2.1.9

2-trans,6-trans-Farnesol = 2-cis,6-trans-Farnesol

2556

-

5.2.1.9

2-trans,6-trans-Farnesol = ?

2556

-

5.4.99.17

(2E,6E)-farnesol + geraniol = drimane-8,11-diol + [(1R,2S)-2-[[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy]-2,6,6-trimethylcyclohexyl]methanol + 8-O-geranyl-drimane-8,11-diol + drimenol + albicanol

747547

-

5.4.99.17

(2E,6E)-farnesol + H2O = 8-O-((2E,6E)-farnesyl)-drimane-8,11-diol + drimane-8,11-diol + drimenol + albicanol

747547

-

5.4.99.17

(2E,6E)-farnesol + H2O = [(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]methanol + [(1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methanol + (1S,2R,4aS,8aS)-1-(hydroxymethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol + (1S,2R,4aS,8aS)-1-(hydroxymethyl)-2-O-((2E,6E)-farnesyl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

747626

-

5.4.99.17

(2E,6E)-farnesol + n-butanol = drimane-8,11-diol + drimenol + albicanol + 8-O-((2E,6E)-farnesyl)-drimane-8,11-diol + drimane-8,11-diol + farnesyl pentyl ether

747547

-

5.2.1.9

2 entries

5.4.99.17

4 entries

Product in Enzyme-catalyzed Reactions (3 results)

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Show Product (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.21

farnesal + NADPH + H+ = trans,trans-farnesol + NADP+

-

-

3.1.7.6

(2E,6E)-farnesyl diphosphate + H2O = (2E,6E)-farnesol + diphosphate

-

-

4.2.3.43

(2E,6E)-farnesyl diphosphate = (E,E)-farnesol + (E)-nerolidol + farnesene + diphosphate

-

-

Inhibitor in Enzyme-catalyzed Reactions (2 results)

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Show Inhibitors (2 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.4.3.4

-

711205

2bk3, 3D-view

1.4.3.4

monoamine oxidase B

674429

2bk3, 3D-view

1.4.3.4

2 entries

3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (2 entries)

EC NUMBER

ENZYME 3D STRUCTURE

1.4.3.4

2bk3, 3D-view

4.1.99.7

1dgp, 3D-view

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (2 results)

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Show Turnover Number (2 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.1.1.21

0.155

-

in 0.1 M potassium phosphate, pH 7.4, at 25°C

695881

1.1.1.21

0.5

-

in 0.1 M potassium phosphate, pH 7.4, at 25°C

695881

1.1.1.21

2 entries

K_M Value (6 results)

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Show KM Value (6 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.1.21

0.0023

-

in 0.1 M potassium phosphate, pH 7.4, at 25°C

695881

1.1.1.21

0.0033

-

in 0.1 M potassium phosphate, pH 7.4, at 25°C

695881

1.1.1.216

0.0156

-

-

347993

1.1.1.216

0.091

-

pH 10.0, 30°C

713402

1.1.1.216

0.17

-

pH 9.5, 35°C

741249

1.1.1.21

2 entries

1.1.1.216

3 entries

2.7.1.216

0.0023

-

pH 7.2, 37°C

739952

K_i Value (1 result)

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Show KI Value (1 entry)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.4.3.4

0.0023

-

monoamine oxidase B

674429

References & Links

Literature References (15)

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Show Reference (15 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

2556

-

Biosynthesis of gamma-bisabolene in the tissue culture of Andrographis paniculata

1984

Anastasis, P.; Freer, I.; Gilmore, C.; Mackie, H.; Overton, K.; Picken, D.; Swanson, S.

Can. J. Chem.

62

2079-2088

347993

-

Characteriziation and activity change of farnesol dehydrogenase in black rot fungus-infected sweet potato

1984

Inoue, H.; Tsuji, H.; Uritani, I.

Agric. Biol. Chem.

48

733-738

674429

15710600

Demonstration of isoleucine 199 as a structural determinant for the selective inhibition of human monoamine oxidase B by specific reversible inhibitors

2005

Hubalek, F.; Binda, C.; Khalil, A.; Li, M.; Mattevi, A.; Castagnoli, N.; Edmondson, D.E.

J. Biol. Chem.

280

15761-15766

686700

18422649

Geraniol dehydrogenase, the key enzyme in biosynthesis of the alarm pheromone, from the astigmatid mite Carpoglyphus lactis (Acari: Carpoglyphidae)

2008

Noge, K.; Kato, M.; Mori, N.; Kataoka, M.; Tanaka, C.; Yamasue, Y.; Nishida, R.; Kuwahara, Y.

FEBS J.

275

2807-2817

695881

19464995

Kinetic studies of AKR1B10, human aldose reductase-like protein: endogenous substrates and inhibition by steroids

2009

Endo, S.; Matsunaga, T.; Mamiya, H.; Ohta, C.; Soda, M.; Kitade, Y.; Tajima, K.; Zhao, H.T.; El-Kabbani, O.; Hara, A.

Arch. Biochem. Biophys.

487

1-9

711205

19371079

Molecular and mechanistic properties of the membrane-bound mitochondrial monoamine oxidases

2009

Edmondson, D.E.; Binda, C.; Wang, J.; Upadhyay, A.K.; Mattevi, A.

Biochemistry

48

4220-4230

713317

20807998

Identification of a novel abscisic acid-regulated farnesol dehydrogenase from Arabidopsis thaliana

2010

Bhandari, J.; Fitzpatrick, A.H.; Crowell, D.N.

Plant Physiol.

154

1116-1127

713402

19940247

NADP+-dependent farnesol dehydrogenase, a corpora allata enzyme involved in juvenile hormone synthesis

2009

Mayoral, J.G.; Nouzova, M.; Navare, A.; Noriega, F.G.

Proc. Natl. Acad. Sci. USA

106

21091-21096

717961

6366103

Farnesol and farnesal dehydrogenase(s) in corpora allata of the tobacco hornworm moth, Manduca sexta

1983

Baker, F.C.; MAuchamp, B.; Tsai, L.W.; Schooley, D.A.

J. Lipid Res.

24

1586-1594

719754

8830051

Identification and characterization of geranylgeraniol kinase and geranylgeranyl phosphate kinase from the archaebacterium Sulfolobus acidocaldarius

1996

Ohnuma, S.; Watanabe, M.; Nishino, T.

J. Biochem.

119

541-547

739952

9606952

Phosphorylation of farnesol in rat liver microsomes: properties of farnesol kinase and farnesyl phosphate kinase

1998

Bentinger, M.; Gruenler, J.; Peterson, E.; Swiezewska, E.; Dallner, G.

Arch. Biochem. Biophys.

353

191-198

741171

21395888

Farnesol kinase is involved in farnesol metabolism, ABA signaling and flower development in Arabidopsis

2011

Fitzpatrick, A.H.; Bhandari, J.; Crowell, D.N.

Plant J.

66

1078-1088

741249

26600471

Purification and characterization of a novel NAD(P)+-farnesol dehydrogenase from Polygonum minus leaves

2015

Ahmad-Sohdi, N.A.; Seman-Kamarulzaman, A.F.; Mohamed-Hussein, Z.A.; Hassan, M.

PLoS ONE

10

e0143310

747547

28898524

Enzymatic addition of alcohols to terpenes by squalene hopene cyclase variants

2017

Kuehnel, L.C.; Nestl, B.M.; Hauer, B.

ChemBioChem

18

2222-2225

747626

27336183

Squalene-hopene cyclases-evolution, dynamics and catalytic scope

2016

Syren, P.O.; Henche, S.; Eichler, A.; Nestl, B.M.; Hauer, B.

Curr. Opin. Struct. Biol.

41

73-82

Links to other databases for (2E,6E)-farnesol

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Show Links (1 entry)

ChEBI

PubChem

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