print visible entries

print all entries

Ligand an alcohol

Basic Ligand Information

Molecular Structure

Pathway Source

Pathways

BRENDA

degradation of hexoses, degradation of sugar acids, non-pathway related

KEGG

Cutin, suberine and wax biosynthesis, Fatty acid degradation

MetaCyc

acetaldehyde biosynthesis I, acetylene degradation (anaerobic), beta-D-glucuronide and D-glucuronate degradation, diethylphosphate degradation, ethanol degradation I, ethanol degradation II, ethanol degradation III, ethanol degradation IV, ethanolamine utilization, glycerophosphodiester degradation, heterolactic fermentation, long chain fatty acid ester synthesis (engineered), mixed acid fermentation, phosphate acquisition, pyruvate fermentation to ethanol I, pyruvate fermentation to ethanol II, pyruvate fermentation to ethanol III, superpathway of fermentation (Chlamydomonas reinhardtii), volatile esters biosynthesis (during fruit ripening) more

Show all BRENDA pathways known for an alcohol

close all tables

open all tables

Roles as Enzyme Ligand

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

top print hide

Show Natural Substrate (7 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.1

a primary alcohol + NAD+ = an aldehyde + NADH + H+

697214

-

1.1.2.7

a primary alcohol + 2 ferricytochrome cL = an aldehyde + 2 ferrocytochrome cL + 2 H+

724176

-

1.1.2.B3

alcohol + cytochrome c550 = aldehyde + reduced cytochrome c550

690646

-

2.3.1.84

acetyl-CoA + alcohol = CoA + acetate

706467

-

2.3.1.84

acetyl-CoA + an alcohol = CoA + an acetyl ester

756755

-

2.3.1.84

2 entries

2.8.2.2

3'-phosphoadenylyl sulfate + an alcohol = adenosine 3',5'-bisphosphate + an alkyl sulfate

737572

-

3.1.4.4

phospholipid + alcohol = phospholipid + alcohol

135451, 135449, 135452, 135454, 135438, 135426, 135427, 135428, 135456, 135441, 135440

-

In Vivo Product in Enzyme-catalyzed Reactions (15 results)

top print hide

Show Natural Product (15 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.2

aldehyde + NADPH + H+ = alcohol + NADP+

-

-

3.1.1.117

a 4-O-methyl-D-glucopyranuronate ester + H2O = 4-O-methyl-D-glucuronic acid + an alcohol

-

-

3.1.1.43

an alpha-aminoacid ester + H2O = an alpha-amino acid + an alcohol

652406, 649217, 652282, 652946, 651785, 649372

-

3.1.1.6

an acetic ester + H2O = an alcohol + acetate

-

-

3.1.1.72

an acetic ester + H2O = an alcohol + acetate

-

-

3.1.4.4

phospholipid + alcohol = phospholipid + alcohol

-

-

3.1.4.4

phospholipid + H2O = phosphatidic acid + alcohol

-

-

3.1.4.46

glycerophosphodiester + H2O = glycerol 3-phosphate + alcohol

-

-

3.1.4.46

glycerophosphodiester + H2O = sn-glycerol 3-phosphate + alcohol

-

-

3.1.4.4

2 entries

3.1.4.46

2 entries

3.2.1.112

H2O + a 2-deoxy-alpha-D-glucoside = 2-deoxy-D-glucose + an alcohol

646569

-

3.2.1.149

a 6-O-(beta-D-xylopyranosyl)-beta-D-glucopyranoside + H2O = 6-O-(beta-D-xylopyranosyl)-beta-D-glucopyranose + an alcohol

-

-

3.2.1.23

a beta-D-galactoside + H2O = D-galactose + an alcohol

-

-

3.5.1.4

carboxylic acid ester + hydroxylamine = N-hydroxy-carboxylic acid amide + alcohol

209126

-

3.8.1.5

1-haloalkane + H2O = a primary alcohol + halide

-

-

3.8.1.5

n-haloalkanes + H2O = primary alcohols + halide

-

-

3.8.1.5

2 entries

Substrate in Enzyme-catalyzed Reactions (10 results)

top print hide

Show Substrate (10 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.1

a primary alcohol + NAD+ = an aldehyde + NADH + H+

697214

-

1.1.1.1

alcohol + NAD+ = aldehyde or ketone + NADH

655082

-

1.1.1.1

2 entries

1.1.2.7

a primary alcohol + 2 ferricytochrome cL = an aldehyde + 2 ferrocytochrome cL + 2 H+

724176

-

1.1.2.B3

alcohol + cytochrome c550 = aldehyde + reduced cytochrome c550

690646

-

1.1.99.20

primary alcohol + acceptor = aldehyde + reduced acceptor

389910, 389911, 671461, 389908, 389906, 389904, 389905, 389907, 389909

-

2.3.1.84

acetyl-CoA + alcohol = CoA + acetate

706467

-

2.3.1.84

acetyl-CoA + an alcohol = CoA + an acetyl ester

756755

-

2.3.1.84

2 entries

2.8.2.2

3'-phosphoadenylyl sulfate + an alcohol = adenosine 3',5'-bisphosphate + an alkyl sulfate

737572, 645775

-

3.1.1.14

chlorophyll aXXX ester + alcohol = chlorophyllide a(alcohol) + phytol

80727

-

3.1.4.4

phospholipid + alcohol = phospholipid + alcohol

135440, 135441, 135451, 135449, 135452, 135454, 135438, 135426, 135427, 135428, 135456

-

Product in Enzyme-catalyzed Reactions (22 results)

top print hide

Show Product (22 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.2

aldehyde + NADPH + H+ = alcohol + NADP+

-

-

3.1.1.117

a 4-O-methyl-D-glucopyranuronate ester + H2O = 4-O-methyl-D-glucuronic acid + an alcohol

-

-

3.1.1.43

an alpha-aminoacid ester + H2O = an alpha-amino acid + an alcohol

652406, 649217, 652282, 652946, 651785, 649372

-

3.1.1.6

an acetic ester + H2O = an alcohol + acetate

-

-

3.1.1.72

an acetic ester + H2O = an alcohol + acetate

-

-

3.1.16.1

ribonucleotide 3'-alkyl esters + H2O = 3'-Ribonucleotides + alkyl alcohol

134150, 134144

-

3.1.4.4

phospholipid + alcohol = phospholipid + alcohol

-

-

3.1.4.4

phospholipid + H2O = phosphatidic acid + alcohol

-

-

3.1.4.46

glycerophosphodiester + H2O = glycerol 3-phosphate + alcohol

-

-

3.1.4.46

glycerophosphodiester + H2O = sn-glycerol 3-phosphate + alcohol

-

-

3.1.4.4

2 entries

3.1.4.46

2 entries

3.2.1.112

H2O + a 2-deoxy-alpha-D-glucoside = 2-deoxy-D-glucose + an alcohol

646569

-

3.2.1.149

a 6-O-(beta-D-xylopyranosyl)-beta-D-glucopyranoside + H2O = 6-O-(beta-D-xylopyranosyl)-beta-D-glucopyranose + an alcohol

-

-

3.2.1.23

a beta-D-galactoside + H2O = D-galactose + an alcohol

-

-

3.2.1.53

N-acetyl-beta-D-galactosaminides + H2O = N-acetyl-D-galactosamine + an alcohol

136607, 136606,

-

3.2.1.55

alkyl-alpha-arabinofuranoside + H2O = L-arabinose + alkyl alcohol

-

-

3.4.19.12

ubiquitin-alcohol + H2O = ubiquitin + alcohol

-

-

3.4.19.12

ubiquitin ethylester + H2O = ubiquitin + an alcohol

-

-

3.4.19.12

2 entries

3.5.1.4

carboxylic acid ester + hydroxylamine = N-hydroxy-carboxylic acid amide + alcohol

209126

-

3.8.1.5

1-haloalkane + H2O = a primary alcohol + halide

-

-

3.8.1.5

haloalkane + H2O = alcohol + halide

247078,

-

3.8.1.5

1-haloalkane + H2O = primary alcohol + halide

-

-

3.8.1.5

n-haloalkanes + H2O = primary alcohols + halide

-

-

3.8.1.5

4 entries

Activator in Enzyme-catalyzed Reactions (1 result)

top print hide

Show Activating Compound (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

3.5.1.36

7fold increase of hydrolysis of alpha-ketoglutaramate and ethyl alpha-ketoglutarate

209085

-

Inhibitor in Enzyme-catalyzed Reactions (5 results)

top print hide

Show Inhibitors (5 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.14.14.3

-

348547

-

3.1.1.6

-

35233

-

3.4.11.1

methanol to n-hexanol

35862

-

3.5.1.36

with respect to amines in acyl transfer reactions

209085

-

7.2.4.2

-

4280

-

Enzyme Kinetic Parameters

References & Links

Literature References (47)

top print hide

Show Reference (47 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

4280

1547890

The sodium ion pumping oxaloacetate decarboxylase of Klebsiella pneumoniae

1992

Dimroth, P.; Thomer, A.

FEBS Lett.

300

67-70

35233

4436255

Purification and characterization of the nocardial acetylesterase involved in 2-butanone degradation

1974

Eubanks, E.F.; Forney, F.W.; Larson, A.D.

J. Bacteriol.

120

1133-1143

35862

-

Leucine aminopeptidase and other N-terminal exopeptidases

1971

Delange, R.J.; Smith, E.L.

The Enzymes, 2nd Ed. (Boyer, P. D. , Lardy, H. , Myrbäck, K. , eds. )

3

81-118

80727

3702739

Purification of solubilized chlorophyllase from Chlorella protothecoides

1986

Shioi, Y.; Sasa, T.

Methods Enzymol.

123

421-427

134144

-

Substrate specifity of spleen acid exonuclease and spleen cyclic phosphodiesterase

1974

Holy, A.

Collect. Czech. Chem. Commun.

39

310-332

134150

-

Phosphodiesterases

1961

Khorana, H.G.

The Enzymes, 2nd Ed (Boyer, P. D. , Lardy, H. , Myrbäck, K. , eds. )

5

79-94

135426

-

Phospholipase D from savoy cabbage

1969

Yang, S.F.

Methods Enzymol.

14

208-210

135427

3688883

Purification of phospholipase D from citrus callus tissue

1987

Witt, W.; Yelenosky, G.; Mayer, R.T.

Arch. Biochem. Biophys.

259

164-170

135428

-

Purification and properties of phospholipase D from Actinomadura sp.strain no.362

1987

Kokusho, Y.; Kato, S.; Machida, H.; Iwasaki, S.

Agric. Biol. Chem.

51

2515-2524

135438

4642213

Purification of phospholipase D from peanuts

1972

Tzur, R.; Shapiro, B.

Biochim. Biophys. Acta

280

290-296

135440

10085231

Characterization of the regulation of phospholipase D activity in the detergent-insoluble fraction of HL60 cells by protein kinase C and small G-proteins

1999

Hodgkin, M.N.; Clark, J.M.; Rose, S.; Saqib, K.; Wakelam, M.J.

Biochem. J.

339

87-93

135441

7548180

Characterization and partial purification of phospholipase D from human placenta

1995

Vinggaard, A.M.; Hansen, H.S.

Biochim. Biophys. Acta

1258

169-176

135449

7983063

Purification and characterization of phosphatidylcholine phospholipase D from pig lung

1994

Okamura, S.; Yamashita, S.

J. Biol. Chem.

269

31207-31213

135451

9346296

Characteristics of protein-kinase-C- and ADP-ribosylation-factor-stimulated phospholipase D activities in human embryonic kidney cells

1997

Rumenapp, U.; Schmidt, M.; Wahn, F.; Tapp, E.; Grannass, A.; Jakobs, K.H.

Eur. J. Biochem.

248

407-414

135452

7741711

Characterization of a regulated form of phospholipase D in the yeast Saccharomyces cerevisiae

1995

Ella, K.M.; Dolan, J.W.; Meier, K.E.

Biochem. J.

307

799-805

135454

9778132

Characterization of phospholipase D activity in bovine photoreceptor membranes

1998

Salvador, G.A.; Giusto, N.M.

Lipids

33

853-860

135456

-

Purification and properties of phospholipase D from Streptomyces antibioticus

1993

Shimbo, K.; Iwasaki,Y.; Yamane, T.; Ina,K.

Biosci. Biotechnol. Biochem.

57

1946-1948

136606

6222051

Neutral beta-N-acetylhexosaminidases of rat brain. Purification and enzymatic and immunological characterization

1983

Izumi, T.; Suzuki, K.

J. Biol. Chem.

258

6991-6999

136607

6055190

Isolation of beta-N-acetylhexosaminidase, beta-N-acetylglucosaminidase, and beta-N-acetylgalactosaminidase from calf brain

1967

Frohwein, Y.Z.; Gatt, S.

Biochemistry

6

2775-2782

209085

5167479

The effect of aliphatic alcohols and organic solvents on methylpyroglutamate synthetase

1971

Hersh, L.B.

J. Biol. Chem.

246

7804-7809

209126

-

A study of the mechanism of the reactions catalyzed by the amidase Brevibacterium sp. R312

1986

Maestracci, M.; Thiery, A.; Arnaud, A.; Galzy, P.

Agric. Biol. Chem.

50

2237-2241

247078

4019411

Purification and characterization of hydrolytic haloalkane dehalogenase from Xanthobacter autotrophicus GJ10

1985

Keuning, S.; Janssen, D.B.; Witholt, B.

J. Bacteriol.

163

635-639

348547

2372547

Effects of general anesthetics on the bacterial luciferase enzyme from Vibrio harveyi: an anesthetic target site with differential sensitivity

1990

Curry, S.; Lieb, W.R.; Franks, N.P.

Biochemistry

29

4641-4652

389904

-

Identification of the prosthetic group and further characterization of a novel enzyme, polyethylne glycol dehydrogenase

1985

Kawai, F.; Yamanaka, H.; Ameyama, M.; Shinagawa, E.; Matsushita, K.; Adachi, O.

Agric. Biol. Chem.

49

1071-1076

389905

-

Identification of reaction products of polyethylene glycol dehydrogenase

1983

Kawai, F.; Kimura, T.; Tani, Y.; Yamada, H.; Ueno, T.; Fukami, H.

Agric. Biol. Chem.

47

1669-1671

389906

6999995

Purification and characterization of polyethylene glycol dehydrogenase involved in the bacterial metabolism of polyethylene glycol

1980

Kawai, F.; Kimura, T.; Yoshiki, T.; Yamada, H.; Mamoru, K.

Appl. Environ. Microbiol.

40

701-705

389907

-

Inducible or constitutive polyethylene glycol dehydrogenase involved in the aerobic metabolism of polyethylene glycol

1989

Yamanaka, H.; Kawai, F.

J. Ferment. Bioeng.

67

300-302

389908

-

Purification and characterization of constitutive polyethylene glycol (PEG) dehydrogenase of a PEG 4000-utilizing Flavobacterium sp. No. 203

1989

Yamanaka, H.; Kawai, F.

J. Ferment. Bioeng.

67

324-330

389909

3800554

Biodegradation of polyethylene glycol by symbiotic mixed culture (obligate mutualism)

1986

Kawai, F.; Yamanaka, H.

Arch. Microbiol.

146

125-129

389910

-

Polyethylene glycol dehydrogenase activity of Rhodopseudomonas acidophila derives from a type I quinohemoprotein alcohol dehydrogenase

1996

Yasuda, M.; Cherepanov, A.; Duine, J.A.

FEMS Microbiol. Lett.

138

23-28

389911

11673442

The first step in polyethylene glycol degradation by Sphingomonads proceeds via a flavoprotein alcohol dehydrogenase containing flavin adenine dinucleotide

2001

Sugimoto, M.; Tanabe, M.; Hataya, M.; Enokibara, S.; Duine, J.A.; Kawai, F.

J. Bacteriol.

183

6694-6698

645775

6948422

Steroid sulfotransferase in hamster epididymis

1981

Bouthillier, M.; Chapdelaine, A.; Bleau, G.; Roberts, K.D.

Steroids

38

523-535

646569

6468386

Indentification of a glycosidase activity with apparent specificity for 2-deoxy-D-glucose in glycosidic linkage

1984

Canellakis, Z.N.; Bondy, P.K.; May, Jr., J.A.; Myers-Robfogel, M.K.; Sartorelli, A.C.

Eur. J. Biochem.

143

159-163

649217

14646082

Acetobacter turbidans alpha-amino acid ester hydrolase: merohedral twinning in P21 obscured by pseudo-translational NCS

2003

Barends, T.R.; Dijkstra, B.W.

Acta Crystallogr. Sect. D

59

2237-2241

649372

11772629

Cloning, sequence analysis, and expression in Escherichia coli of the gene encoding an alpha-amino acid ester hydrolase from Acetobacter turbidans

2002

Polderman-Tijmes, J.J.; Jekel, P.A.; de Vries, E.J.; van Merode, A.E.; Floris, R.; van der Laan, J.M.; Sonke, T.; Janssen, D.B.

Appl. Environ. Microbiol.

68

211-218

651785

11432787

A novel alpha-amino-acid esterase from Bacillus mycoides capable of forming peptides of DD- and DL-configurations

2001

Sugihara, A.; Shimada, Y.; Sugihara, S.; Nagao, T.; Watanabe, Y.; Tominaga, Y.

J. Biochem.

130

119-126

652282

12011065

Identification of the catalytic residues of alpha-amino acid ester hydrolase from Acetobacter turbidans by labeling and site-directed mutagenesis

2002

Polderman-Tijmes, J.J.; Jekel, P.A.; Jeronimus-Stratingh, C.M.; Bruins, A.P.; Van Der Laan, J.M.; Sonke, T.; Janssen, D.B.

J. Biol. Chem.

277

28474-28482

652406

12684501

The sequence and crystal structure of the alpha-amino acid ester hydrolase from Xanthomonas citri define a new family of beta-lactam antibiotic acylases

2003

Barends, T.R.; Polderman-Tijmes, J.J.; Jekel, P.A.; Hensgens, C.M.; de Vries, E.J.; Janssen, D.B.; Dijkstra, B.W.

J. Biol. Chem.

278

23076-23084

652946

-

Stabilization of a tetrameric enzyme (a-amino acid ester hydrolase from Acetobacter turbidans) enables a very improved performance of ampicillin synthesis

2001

Fernandez-Lafuente, R.; Hernandez-Justiz, O.; Mateo, C.; Terreni, M.; Alonso, J.; Garcia-Lopez, J.L.; Moreno, M.A.; Guisan, J.M.

J. Mol. Catal. B

11

633-638

655082

15007841

Purification and characterization of a chemotolerant alcohol dehydrogenase applicable to coupled redox reactions

2004

Kosjek, B.; Stampfer, W.; Pogorevc, M.; Goessler, W.; Faber, K.; Kroutil, W.

Biotechnol. Bioeng.

86

55-62

671461

16751555

Analysis of amino acid residues involved in catalysis of polyethylene glycol dehydrogenase from Sphingopyxis terrae, using three-dimensional molecular modeling-based kinetic characterization of mutants

2006

Ohta, T.; Kawabata, T.; Nishikawa, K.; Tani, A.; Kimbara, K.; Kawai, F.

Appl. Environ. Microbiol.

72

4388-4396

690646

19224199

Quinoprotein ethanol dehydrogenase from Pseudomonas aeruginosa: the unusual disulfide ring formed by adjacent cysteine residues is essential for efficient electron transfer to cytochrome c550

2009

Mennenga, B.; Kay, C.W.; Goerisch, H.

Arch. Microbiol.

191

361-367

697214

19011746

Medium- and short-chain dehydrogenase/reductase gene and protein families: Dual functions of alcohol dehydrogenase 3: implications with focus on formaldehyde dehydrogenase and S-nitrosoglutathione reductase activities

2008

Staab, C.A.; Hellgren, M.; Hoeoeg, J.O.

Cell. Mol. Life Sci.

65

3950-3960

706467

-

Bioconversion of aliphatic and aromatic alcohols to their corresponding esters in melons (Cucumis melo L. cv. Prince melon and cv. Earls favorite melon)

2008

Khanom, M.; Ueda, Y.

Postharvest Biol. Technol.

50

18-24

724176

21356200

The enzymatic reaction-induced configuration change of the prosthetic group PQQ of methanol dehydrogenase

2011

Li, J.; Gan, J.H.; Mathews, F.S.; Xia, Z.X.

Biochem. Biophys. Res. Commun.

406

621-626

737572

25720860

Ethanol up-regulates phenol sulfotransferase (SULT1A1) and hydroxysteroid sulfotransferase (SULT2A1) in rat liver and intestine

2015

Maiti, S.; Chen, G.

Arch. Physiol. Biochem.

121

68-74

756755

26948643

A novel method to quantify the activity of alcohol acetyltransferase using a SnO2-based sensor of electronic nose

2016

Hu, Z.; Li, X.; Wang, H.; Niu, C.; Yuan, Y.; Yue, T.

Food Chem.

203

498-504

Links to other databases for an alcohol

top print hide

Show Links (1 entry)