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Ligand dolichol

Basic Ligand Information

Molecular Structure

Show all BRENDA pathways known for dolichol

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (7 results)

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Show Natural Substrate (7 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.123

acetyl-CoA + dolichol = CoA + dolichyl acetate

486245

-

2.3.1.123

arachidonoyl-CoA + dolichol = CoA + dolichyl arachidonate

486245

-

2.3.1.123

myristoyl-CoA + dolichol = CoA + dolichyl myristate

486245

-

2.3.1.123

oleoyl-CoA + dolichol = CoA + dolichyl oleate

486245

-

2.3.1.123

palmitoyl-CoA + dolichol = CoA + dolichyl palmitate

486245

-

2.3.1.123

stearoyl-CoA + dolichol = CoA + dolichyl stearate

486245

-

2.3.1.123

6 entries

2.7.1.108

CTP + dolichol = CDP + dolichyl phosphate

696448, 640391, 640395, 640399, 640392, 640396, 640394, 640398, 739079, 739314, 761619, 640393, 640401, 640390, 671201

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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

2.4.99.21

dolichyl phosphooligosaccharide + [flagellum protein FlaB2]-L-asparagine101 = dolichol + flagellum protein FlaB2 with the oligosaccharide chain attached by N-beta-D-glycosyl linkage to a protein L-asparagine

0

-

Substrate in Enzyme-catalyzed Reactions (11 results)

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Show Substrate (11 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.13.11.85

dolichol + O2 = ?

744083

-

2.3.1.123

acetyl-CoA + dolichol = CoA + dolichyl acetate

486245

-

2.3.1.123

arachidonoyl-CoA + dolichol = CoA + dolichyl arachidonate

486245

-

2.3.1.123

myristoyl-CoA + dolichol = CoA + dolichyl myristate

486245

-

2.3.1.123

oleoyl-CoA + dolichol = CoA + dolichyl oleate

486245

-

2.3.1.123

palmitoyl-CoA + dolichol = CoA + dolichyl palmitate

486245

-

2.3.1.123

stearoyl-CoA + dolichol = CoA + dolichyl stearate

486245

-

2.3.1.123

6 entries

2.3.1.83

3-sn-phosphatidylcholine + dolichol = 1-acyl-sn-glycero-3-phosphocholine + acyldolichol

487554

-

2.7.1.108

CTP + dolichol = CDP + dolichyl phosphate

640401, 696448, 640391, 640395, 640399, 677274, 640390, 640392, 640396, 687781, 640394, 640398, 640397, 739079, 739314, 761619, 640393, 671201

-

2.7.1.108

dCTP + dolichol = dCDP + dolichyl phosphate

640396

-

2.7.1.108

2 entries

2.7.1.66

ATP + dolichol = ADP + dolichyl phosphate

737448, 641759, 641760, 691223

-

Product in Enzyme-catalyzed Reactions (10 results)

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Show Product (10 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.3.1.94

ditrans,polycis-polyprenol + NADPH + H+ = ditrans,polycis-dolichol + NADP+

0

-

1.3.1.94

dehydrodolichol + NADPH + H+ = dolichol + NADP+

0

-

2.4.99.21

dolichyl 3-O-(2,3-diacetamido-2,3-dideoxy-beta-D-glucuronosyl)-N-acetyl-alpha-D-glucosaminyl phosphate + Ac-YKYQESSYK-(4-nitro)F-NH2 = dolichol + ?

0

-

2.4.99.21

dolichyl 3-O-(2,3-diacetamido-2,3-dideoxy-beta-D-glucuronosyl)-N-acetyl-alpha-D-glucosaminyl phosphate + [flagellum protein FlaB2]-L-asparagine = dolichol + 3-O-(2,3-diacetamido-2,3-dideoxy-beta-D-glucuronosyl)-N-acetyl-alpha-D-glucosaminyl-[flagellum protein FlaB2]-L-asparagine

0

-

2.4.99.21

dolichyl phosphooligosaccharide + [flagellum protein FlaB2]-L-asparagine101 = dolichol + flagellum protein FlaB2 with the oligosaccharide chain attached by N-beta-D-glycosyl linkage to a protein L-asparagine

0

-

3.1.3.51

(R)-dolichyl 19-phosphate + H2O = dolichol + phosphate

0

-

3.1.3.51

(R,S)-dolichyl 11-phosphate + H2O = dolichol + phosphate

0

-

3.1.3.51

(S)-dolichyl 19-phosphate + H2O = dolichol + phosphate

0

-

3.1.3.51

dolichyl phosphate + H2O = dolichol + phosphate

0

-

1.3.1.94

2 entries

2.4.99.21

3 entries

3.1.3.51

4 entries

3.6.1.43

dolichyl phosphate + H2O = dolichol + phosphate

0

-

Activator in Enzyme-catalyzed Reactions (3 results)

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Show Activating Compound (3 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.132

stimulates enzyme in the presence of inhibitory concentrations of phosphatidylcholine

636752

-

2.7.1.174

-

687738

-

3.1.6.8

at a relative concentration of 30 mol% the lipid stimulates the reaction rate by a factor of 2.7

693260

-

Inhibitor in Enzyme-catalyzed Reactions (3 results)

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Show Inhibitors (3 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

3.1.3.51

-

134917

-

3.1.4.49

0.1 mM, strong, competitive inhibition

646471

-

3.6.1.43

-

134917

-

Enzyme Kinetic Parameters

K_M Value (8 results)

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Show KM Value (8 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.3.1.83

0.3

-

-

487554

2.7.1.108

0.023

-

pH 7.4, 37°C

640399

2.7.1.108

0.05

-

pH 7.4, 37°C

640391

2.7.1.108

0.055

-

pH 7.4, 37°C

640398

2.7.1.108

0.07

-

pH 7.4, 37°C

640394

2.7.1.108

0.075

-

pH 7.4, 37°C, brain enzyme

640395

2.7.1.66

0.0055

-

-

641760

2.7.1.66

0.014

-

pH 8.0, 33°C

641759

2.7.1.108

5 entries

2.7.1.66

2 entries

References & Links

Literature References (30)

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Show Reference (30 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

134917

6125387

Dolichyl-phosphate phosphatase and dolichyl-diphosphate phosphatase in rat-liver microsomes

1982

Belocopitow, E.; Boscoboinik, D.

Eur. J. Biochem.

125

167-173

486245

3121628

Esterification of dolichol in rat liver

1988

Tollbom, Í.; Valtersson, C.; Chojnacki, T.; Dallner, G.

J. Biol. Chem.

263

1347-1352

487554

4095

The esterification of dolichol by rat liver microsomes

1976

Keenan, R.W.; Kruczek, M.E.

Biochemistry

15

1586-1591

636752

7309740

The biosynthesis of oligosaccharide-lipids. Partial purification and characterization of mannosyltransferase II

1981

Jensen, J.W.; Schutzbach, J.S.

J. Biol. Chem.

256

12899-12904

640390

457672

Enzymatic phosphorylation of dolichol in central nervous tissue

1979

Burton, W.A.; Scher, M.G.; Waechter, C.J.

J. Biol. Chem.

254

7129-7136

640391

6257336

Properties of a dolichol phosphokinase activity associated with rat liver microsomes

1980

Rip, J.W.; Carroll, K.K.

Can. J. Biochem.

58

1051-1057

640392

6288110

Extraction and detergent/lipid activation of dolichol kinase

1982

Allen, C.M.; Muth, J.D.; Gildersleeve, N.

Biochim. Biophys. Acta

712

33-41

640393

6293584

Subcellular localization and substrate specificity of dolichol kinase from rat liver

1982

Keller, R.K.; Rottler, G.D.; Cafmeyer, N.; Adair, W.L.

Biochim. Biophys. Acta

719

118-125

640394

6318734

Calmodulin-dependent enzymic phosphorylation of dolichol in Tetrahymena pyriformis

1983

Gandhi, C.R.; Keenan, R.W.

Biochem. J.

216

317-323

640395

2999115

Zn2+, not Ca2+, is the most effective cation for activation of dolichol kinase of mammalian brain

1985

Sakakihara, Y.; Volpe, J.J.

J. Biol. Chem.

260

15413-15419

640396

2984998

Properties of brain dolichol kinase activity solubilized with a zwitterionic detergent

1985

Sumbilla, C.; Waechter, C.J.

Arch. Biochem. Biophys.

238

75-82

640397

2985982

Dolichol kinase in Ascaris suum and Onchocerca volvulus

1985

Walter, R.D.; Osikovski, E.; Albiez, E.J.

Mol. Biochem. Parasitol.

14

211-217

640398

-

Characterization of dolichol kinase from soybean microsomes

1986

Ravi, K.; Rip, J.W.; Carroll, K.K.

Biochim. Biophys. Acta

875

618-625

640399

2838091

Dolichol kinase in rat sarcoplasmic reticulum membrane preparations

1988

Itami, T.; Mueck, R.L.; Keenan, R.W.

Biochim. Biophys. Acta

960

374-381

640401

12213788

Expression and characterization of a human cDNA that complements the temperature-sensitive defect in dolichol kinase activity in the yeast sec59-1 mutant: the enzymatic phosphorylation of dolichol and diacylglycerol are catalyzed by separate CTP-mediated kinase activities in Saccharomyces cerevisiae

2002

Fernandez, F.; Shridas, P.; Jiang, S.; Aebi, M.; Waechter, C.J.

Glycobiology

12

555-562

641759

224936

Characterization of undecaprenol kinase from Lactobacillus plantarum

1979

Kalin, J.R.; Allen, C.M.

Biochim. Biophys. Acta

574

112-122

641760

6251894

Lipid activation of undecaprenol kinase from Lactobacillus plantarum

1980

Kalin, J.R.; Allen, C.M.

Biochim. Biophys. Acta

619

76-89

646471

2826159

Characterization and partial purification of a novel mannosylphosphodolichol phosphodiesterase from chicken liver microsomes

1987

Tomita, Y.; Motokawa, Y.

Eur. J. Biochem.

170

363-368

671201

17273964

A defect in dolichol phosphate biosynthesis causes a new inherited disorder with death in early infancy

2007

Kranz, C.; Jungeblut, C.; Denecke, J.; Erlekotte, A.; Sohlbach, C.; Debus, V.; Kehl, H.G.; Harms, E.; Reith, A.; Reichel, S.; Gröbe, H.; Hammersen, G.; Schwarzer, U.; Marquardt, T.

Am. J. Hum. Genet.

80

433-440

677274

17397129

Dissecting the role of dolichol in cell wall assembly in the yeast mutants impaired in early glycosylation reactions

2007

Orlowski, J.; Machula, K.; Janik, A.; Zdebska, E.; Palamarczyk, G.

Yeast

24

239-252

687738

18458076

Characterization of the yeast DGK1-encoded CTP-dependent diacylglycerol kinase

2008

Han, G.S.; OHara, L.; Siniossoglou, S.; Carman, G.M.

J. Biol. Chem.

283

20443-20453

687781

18077451

Recycling of dolichyl monophosphate to the cytoplasmic leaflet of the endoplasmic reticulum after the cleavage of dolichyl pyrophosphate on the lumenal monolayer

2008

Rush, J.S.; Gao, N.; Lehrman, M.A.; Waechter, C.J.

J. Biol. Chem.

283

4087-4093

691223

18374576

Chemoenzymatic synthesis of polyprenyl phosphates

2008

Hartley, M.D.; Larkin, A.; Imperiali, B.

Bioorg. Med. Chem.

16

5149-5156

693260

19224915

Saposin B-dependent reconstitution of arylsulfatase a activity in vitro and in cell culture models of metachromatic leukodystrophy

2009

Matzner, U.; Breiden, B.; Schwarzmann, G.; Yaghootfam, A.; Fluharty, A.L.; Hasilik, A.; Sandhoff, K.; Gieselmann, V.

J. Biol. Chem.

284

9372-9381

696448

19419701

Hypoglycosylation due to dolichol metabolism defects

2009

Denecke, J.; Kranz, C.

Biochim. Biophys. Acta

1792

888-895

737448

24990652

Enzymatic synthesis of lipid II and analogues

2014

Huang, L.Y.; Huang, S.H.; Chang, Y.C.; Cheng, W.C.; Cheng, T.J.; Wong, C.H.

Angew. Chem. Int. Ed. Engl.

53

8060-8065

739079

24144945

Severe, fatal multisystem manifestations in a patient with dolichol kinase-congenital disorder of glycosylation

2013

Lieu, M.T.; Ng, B.G.; Rush, J.S.; Wood, T.; Basehore, M.J.; Hegde, M.; Chang, R.C.; Abdenur, J.E.; Freeze, H.H.; Wang, R.Y.

Mol. Genet. Metab.

110

484-489

739314

25406445

Arabidopsis DOK1 encodes a functional dolichol kinase involved in reproduction

2015

Nakamura, Y.

Plant J.

81

292-303

744083

16348100

Rubber-degrading enzyme from a bacterial culture

1990

Tsuchii, A.; Takeda, K.

Appl. Environ. Microbiol.

56

269-274

761619

28379398

Arabidopsis dolichol kinase AtDOK1 is involved in flowering time control

2017

Cho, Y.; Yu, C.Y.; Nakamura, Y.; Kanehara, K.

J. Exp. Bot.

68

3243-3252

Links to other databases for dolichol

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Show Links (1 entry)

ChEBI

PubChem

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