Information on EC 1.1.1.90 - aryl-alcohol dehydrogenase

(S)-perillyl alcohol + NAD+

(S)-perillaldehyde + NADH

2,4-dihydroxy-3-(hydroxymethyl)-6-methylbenzoic acid + NAD+

3-formyl-2,4-dihydroxy-6-methylbenzoic acid + NADH

2-aminobenzyl alcohol + NAD+

2-aminobenzaldehyde + NADH

-

Substrates: -
Products: -

r

2-fluorobenzyl alcohol + NAD+

2-fluorobenzaldehyde + NADH

-

Substrates: -
Products: -

r

2-hydroxybenzyl alcohol + NAD+

2-hydroxybenzaldehyde + NADH

2-hydroxymethyl-6-methylnaphthalene + NAD+

2-formyl-6-methylnaphthalene + NADH

Substrates: low activity
Products: -

?

2-hydroxymethylnaphthalene + NAD+

2-formylnaphthalene + NADH

Substrates: low activity
Products: -

?

2-hydroxymethylthiophene + NAD+

2-formylthiophene + NADH

2-methoxybenzyl alcohol + NAD+

2-methoxybenzaldehyde + NADH

-

Substrates: -
Products: -

r

2-methoxybenzyl alcohol + NAD+

2-methoxybenzaldehyde + NADH + H+

Substrates: -
Products: -

?

2-methylbenzyl alcohol + NAD+

2-methylbenzaldehyde + NADH + H+

3,4-dimethoxybenzyl alcohol + NAD+

3,4-dimethoxybenzaldehyde + NADH

-

Substrates: -
Products: -

r

3,4-dimethylbenzyl alcohol + NAD+

3,4-dimethylbenzaldehyde + NADH + H+

-

Substrates: -
Products: -

r

3,5-dichlorobenzyl alcohol + NAD+

3,5-dichlorobenzaldehyde + NADH

-

389583

Substrates: -
Products: -

r

3-aminobenzyl alcohol + NAD+

3-aminobenzaldehyde + NADH

-

Substrates: -
Products: -

r

3-chlorobenzyl alcohol + NAD+

3-chlorobenzaldehyde + NADH

4 entries

3-hydroxybenzyl alcohol + NAD+

3-hydroxybenzaldehyde + NADH

3-methoxybenzyl alcohol + NAD+

3-methoxybenzaldehyde + NADH

3-methoxybenzyl alcohol + NAD+

3-methoxybenzaldehyde + NADH + H+

Substrates: -
Products: -

?

3-methyl-2-buten-1-ol + NAD+

3-methyl-2-buten-1-al + NADH

3-methylbenzyl alcohol + NAD+

3-methylbenzaldehyde + NADH + H+

3-nitrobenzyl alcohol + NAD+

3-nitrobenzaldehyde + NADH

-

Substrates: -
Products: -

r

4-aminobenzyl alcohol + NAD+

4-aminobenzaldehyde + NADH

4-chlorobenzyl alcohol + NAD+

4-chlorobenzaldehyde + NADH

-

389583

Substrates: -
Products: -

r

4-ethylbenzyl alcohol + NAD+

4-ethylbenzaldehyde + NADH

-

389583

Substrates: -
Products: -

r

4-hydroxy-3-methoxybenzyl alcohol + NAD+

4-hydroxy-3-methoxybenzaldehyde + NADH

-

Substrates: -
Products: -

r

4-hydroxybenzyl alcohol + NAD+

4-hydroxybenzaldehyde + NADH

4-isopropylbenzyl alcohol + NAD+

4-isopropylbenzaldehyde + NADH

-

Substrates: -
Products: -

r

4-methoxybenzyl alcohol + NAD+

4-methoxybenzaldehyde + NADH

-

Substrates: -
Products: -

r

4-methoxybenzyl alcohol + NAD+

4-methoxybenzaldehyde + NADH + H+

4-methylbenzyl alcohol + NAD+

4-methylbenzaldehyde + NADH + H+

4 entries

anisaldehyde + NADH + H+

anisic alcohol + NAD+

-

Substrates: relative activity: 72.2%
Products: -

r

benzaldehyde + NAD(P)H + H+

benzyl alcohol + NAD(P)+

benzaldehyde + NADH + H+

benzyl alcohol + NAD+

-

Substrates: relative activity: 100%
Products: -

r

benzaldehyde + NADPH + H+

benzyl alcohol + NADP+

Substrates: highest reductive activity with benzaldehyde
Products: -

r

benzyl alcohol + NAD(P)+

benzaldehyde + NAD(P)H + H+

benzyl alcohol + NAD+

benzaldehyde + NADH

13 entries

benzyl alcohol + NADP+

benzaldehyde + NADPH

-

Substrates: less active in the presence of NADP+ than in the presence of NAD+
Products: -

?

benzyl alcohol + NADP+

benzaldehyde + NADPH + H+

Substrates: -
Products: -

r

cinnamaldehyde + NADH + H+

cinnamic alcohol + NAD+

-

Substrates: relative activity: 58.7%
Products: -

r

cinnamic aldehyde + NADH + H+

cinnamyl alcohol + NAD+

M5AJW4

Substrates: -
Products: -

r

cinnamyl alcohol + NAD(P)+

cinnamyl aldehyde + NAD(P)H + H+

cinnamyl alcohol + NAD+

cinnamic aldehyde + NADH

-

Substrates: -
Products: -

r

cinnamyl alcohol + NAD+

cinnamic aldehyde + NADH + H+

M5AJW4

Substrates: -
Products: -

r

cinnamyl alcohol + NAD+

cinnamyl aldehyde + NADH + H+

-

Substrates: 67% of the activity with benzyl alcohol
Products: -

?

cis-11-hexadecenal + NADH + H+

cis-11-hexadecenol + NAD+

-

Substrates: relative activity: 4.9%
Products: -

r

citral + NADH + H+

citryl alcohol + NAD+

-

Substrates: relative activity: 7.8%
Products: -

r

citronellal + NADH + H+

citronellol + NAD+

-

Substrates: relative activity: 21.8%
Products: -

r

coniferyl alcohol + NAD(P)+

coniferyl aldehyde + NAD(P)H + H+

coniferyl alcohol + NAD+

coniferyl aldehyde + NADH + H+

7 entries

coniferyl aldehyde + NADH + H+

coniferyl alcohol + NAD+

M5AJW4

Substrates: -
Products: -

r

crotonaldehyde + NADPH + H+

crotonyl alcohol + NADP+

Substrates: -
Products: -

r

crotonyl alcohol + NADP+

crotonaldehyde + NADPH + H+

Substrates: highest oxidative activity with crotyl alcohol
Products: -

r

decanal + NADH + H+

decanol + NAD+

-

Substrates: relative activity: 19.7%
Products: -

r

dodecanal + NADH + H+

dodecanol + NAD+

-

Substrates: relative activity: 8.9%
Products: -

r

furan-2-methanol + NAD+

2-formylfuran + NADH

-

Substrates: -
Products: -

r

furfuryl alcohol + NAD+

furfural + NADH

geranial + NADH + H+

geraniol + NAD+

-

Substrates: -
Products: -

r

geraniol + NAD(P)+

geranial + NAD(P)H + H+

geraniol + NAD+

(2Z)-3,7-dimethylocta-2,6-dienal + NADH + H+

-

Substrates: 105% of the activity with benzyl alcohol
Products: -

?

geraniol + NAD+

geranial + NADH + H+

glutaraldehyde + NADH + H+

? + NAD+

-

Substrates: relative activity: 0.6%
Products: -

r

glyoxal + NADH + H+

? + NAD+

-

Substrates: relative activity: 0.7%
Products: -

r

hexanal + NADH + H+

hexanol + NAD+

-

Substrates: relative activity: 6.4%
Products: -

r

nerol + NAD(P)+

(2E)-3,7-dimethylocta-2,6-dienal + NAD(P)H + H+

nerol + NAD+

(2E)-3,7-dimethylocta-2,6-dienal + NADH + H+

-

Substrates: 116% of the activity with benzyl alcohol
Products: -

?

nerol + NAD+

neral + NADH + H+

octanal + NADH + H+

octanol + NAD+

-

Substrates: relative activity: 36.5%
Products: -

r

perillyl alcohol + NAD+

perillaldehyde + NADH

-

Substrates: -
Products: -

r

phenethyl alcohol + NAD(P)+

phenylacetaldehyde + NAD(P)H + H+

phenethyl alcohol + NAD+

phenylacetaldehyde + NADH + H+

-

Substrates: 73% of the activity with benzyl alcohol
Products: -

?

salicyl aldehyde + NADH + H+

salicyl alcohol + NAD+

-

Substrates: relative activity: 9%
Products: -

r

vanillin + NADH + H+

vanillin alcohol + NAD+

-

Substrates: relative activity: 4%
Products: -

r

vanillyl alcohol + NAD+

vanillyl aldehyde + NADH + H+

xylene-2,2'-diol + NAD+

? + NADH

Substrates: low activity
Products: -

?

additional information

?

-

14 entries

2,4-dihydroxy-3-(hydroxymethyl)-6-methylbenzoic acid + NAD+

3-formyl-2,4-dihydroxy-6-methylbenzoic acid + NADH

Evernia prunastri

-

657089

Substrates: the enzyme plays a role in the atranorin pathway
Products: -

?

2-hydroxybenzyl alcohol + NAD+

2-hydroxybenzaldehyde + NADH

2-hydroxymethyl-6-methylnaphthalene + NAD+

2-formyl-6-methylnaphthalene + NADH

Substrates: low activity
Products: -

?

2-hydroxymethylnaphthalene + NAD+

2-formylnaphthalene + NADH

Substrates: low activity
Products: -

?

2-methoxybenzyl alcohol + NAD+

2-methoxybenzaldehyde + NADH + H+

Substrates: -
Products: -

?

2-methylbenzyl alcohol + NAD+

2-methylbenzaldehyde + NADH + H+

Substrates: -
Products: -

?

3-chlorobenzyl alcohol + NAD+

3-chlorobenzaldehyde + NADH

Substrates: low activity
Products: -

?

3-hydroxybenzyl alcohol + NAD+

3-hydroxybenzaldehyde + NADH

Substrates: -
Products: -

?

3-methoxybenzyl alcohol + NAD+

3-methoxybenzaldehyde + NADH + H+

Substrates: -
Products: -

?

3-methylbenzyl alcohol + NAD+

3-methylbenzaldehyde + NADH + H+

4-hydroxybenzyl alcohol + NAD+

4-hydroxybenzaldehyde + NADH

Substrates: -
Products: -

?

4-methoxybenzyl alcohol + NAD+

4-methoxybenzaldehyde + NADH + H+

4-methylbenzyl alcohol + NAD+

4-methylbenzaldehyde + NADH + H+

Substrates: -
Products: -

?

benzaldehyde + NAD(P)H + H+

benzyl alcohol + NAD(P)+

benzyl alcohol + NAD(P)+

benzaldehyde + NAD(P)H + H+

benzyl alcohol + NAD+

benzaldehyde + NADH

12 entries

cinnamyl alcohol + NAD(P)+

cinnamyl aldehyde + NAD(P)H + H+

coniferyl alcohol + NAD(P)+

coniferyl aldehyde + NAD(P)H + H+

-

Substrates: -
Products: -

?

coniferyl alcohol + NAD+

coniferyl aldehyde + NADH + H+

M5AJW4

Substrates: CADH requires NAD as a cofactor
Products: -

?

geraniol + NAD(P)+

geranial + NAD(P)H + H+

nerol + NAD(P)+

(2E)-3,7-dimethylocta-2,6-dienal + NAD(P)H + H+

phenethyl alcohol + NAD(P)+

phenylacetaldehyde + NAD(P)H + H+

vanillyl alcohol + NAD+

vanillyl aldehyde + NADH + H+

xylene-2,2'-diol + NAD+

? + NADH

Substrates: low activity
Products: -

?

additional information

?

-

NAD(P)+

-

NAD+

NADH

NADP+

NADPH

-

additional information

-

Ag+

-

0.01 mM, residual activity: 0.2%

CaCl2

CdCl2

Cu2+

-

0.1 mM, residual activity: 1.3%

Fe2+

-

1 mM, residual activity: 21.7%

Hg+

-

0.001 mM, residual activity: 0.1%

KBr

KCl

KNO3

Mg2+

MgCl2

Mn2+

-

1 mM, activity enhanced to 128%

NaCl

NH4Cl

Zn

-

zinc-dependent alcohol dehydrogenase. All of the residues involved in zinc binding are conserved

Zn2+

additional information

-

no effects on the enzyme activity by KCl, NaCl, and NiCl2, and by 10 mM urea and Tween-80

1,10-phenanthroline

2-Bromobenzaldehyde

-

0.01 mM, 88% inhibition

2-Chlorobenzaldehyde

-

0.01 mM, 95% inhibition

2-Fluorobenzaldehyde

-

0.1 mM, 100% inhibition

2-mercaptoethanol

3,4-dimethoxybenzaldehyde

-

0.1 mM, 10% inhibition

3-methylbenzaldehyde

-

0.1 mM, 75% inhibition

4-Isopropylbenzaldehyde

-

0.01 mM, 87% inhibition

5,5'-dithiobis-(2-nitrobenzoate)

-

Ag+

AgNO3

Cu2+

-

dithiothreitol

-

above 2.5 mM

DMSO

DTT

EDTA

Fe3+

M5AJW4

1 mM, 30% residual activity

iodoacetamide

iodoacetate

-

iodoacetic acid

M5AJW4

1 mM, 57% residual activity

N-bromosuccinimide

M5AJW4

1 mM, 3% residual activity

N-ethylmaleimide

NADH

-

noncompetitive

p-chloromercuribenzoate

11 entries

pentafluorobenzaldehyde

-

0.1 mM, 44% inhibition

SDS

SH-blocking agents

-

-

Zn2+

additional information

-

additional information

-

application of vanillin to the mycelium leads to up-regulation of enzymes involved in vanillin metabolism and also in glycolysis, the tricarboxylic acid cycle, the pentose-phosphate cycle, and heme biosynthesis, overview

-

0.09

2-hydroxybenzyl alcohol

-

0.111

2-Methoxybenzyl alcohol

-

0.605 - 0.992

2-Methylbenzyl alcohol

0.053

3,4-dimethoxybenzyl alcohol

-

0.145

3-Methoxybenzyl alcohol

-

0.017 - 0.11

3-methyl-2-buten-1-ol

0.081 - 0.146

3-methylbenzyl alcohol

0.046 - 0.3

4-Hydroxybenzyl alcohol

0.111

4-Isopropylbenzyl alcohol

-

0.057

4-methoxybenzyl alcohol

-

0.106 - 0.118

4-methylbenzyl alcohol

0.0257 - 0.28

benzaldehyde

0.0173 - 0.32

benzyl alcohol

11 entries

0.093 - 1.7

cinnamyl alcohol

0.044 - 0.28

coniferyl alcohol

4 entries

5.1

coniferyl aldehyde

M5AJW4

pH 8.0, 30°C

0.0152 - 0.4

NAD+

7 entries

0.017 - 1.49

NADH

0.018

perillyl alcohol

-

0.111

thiophen-2-methanol

-

156

3-Methoxybenzyl alcohol

-

37 - 41

3-methyl-2-buten-1-ol

80

4-Hydroxybenzyl alcohol

-

144

4-Isopropylbenzyl alcohol

-

116

4-methoxybenzyl alcohol

-

622 - 12940

benzaldehyde

3.4 - 228

benzyl alcohol

6 entries

116 - 141

cinnamyl alcohol

25.8 - 69.7

coniferyl alcohol

354

coniferyl aldehyde

M5AJW4

pH 8.0, 30°C

53.7

NAD+

M5AJW4

pH 8.0, 30°C

8920

NADH

-

pH 7.4, 30°C

83

perillyl alcohol

-

46700

benzaldehyde

-

pH 7.4, 30°C

68.3

cinnamyl alcohol

M5AJW4

pH 8.0, 30°C

93.3 - 536

coniferyl alcohol

69.3

coniferyl aldehyde

M5AJW4

pH 8.0, 30°C

134

NAD+

M5AJW4

pH 8.0, 30°C

528000

NADH

-

pH 7.4, 30°C

0.8

NADH

-

0.0002

-

biofilter culture cell extract, cofactor NADP+

0.016

-

liquid culture cell extract, cofactor NAD+

0.036

-

biofilter culture cell extract, cofactor NAD+

0.05

-

liquid culture cell extract, cofactor NADP+

0.106

-

0.22

-

recombinant strain

0.24

-

comparison to recombinant enzymes

10.7

M5AJW4

puriifed recombinant enzyme, pH 8.5, 30°C

20.31 - 58.7

-

230.3

-

238

-

389586

376

-

288328

additional information

5

5.7

benzaldehyde + NADH

6

-

reduction of benzaldehyde

6.5

7.5

-

assay at

8

for crotonyl alcohol oxidation

8.5

8.9

-

benzaldehyde + NADH

9.2

9.4

-

9.5

-

3.5 - 6

-

pH 3.5: about 60% of maximal activity, pH 6.0: about 45% of maximal activity

4.7 - 7.6

-

less than half-maximal activity above and below, reduction of benzaldehyde

7.5 - 10.5

-

pH 7.5: about 15% of activity maximum, pH 10.5: about 20% of activity maximum

8.5 - 9.7

-

less than half-maximal activity above and below, oxidation of benzyl alcohol

25

-

assay at

30

40

55

for crotonyl alcohol oxidation

65

for crotonaldehyde reduction

20 - 50

-

20°C: about 60% of maximal activity, 50°C: about 70% of maximal activity

25 - 50

-

activity range

5.04

-

sequence calculation

6.7

-

sequence calculation

-

-

Aquipseudomonas alcaligenes

-

288328, 389586, 389587, 389593

-

-

389588

-

Cupriavidus necator

recombinant strain H16(pBBR1-JO2ehyABcalAcalB)

-

-

-

wheatgrass

-

-

-

-

-

gene lp_3054

-

Lactiplantibacillus plantarum WCFS1 NCIMB 8826

gene lp_3054

-

-

-

Paecilomyces variotii CBS115145

-

-

Rhodoblastus acidophilus

enzyme also capable of oxidizing aliphatic primary alcohols with NAD+

389591

-

Rhodococcus erythropolis PR4

rye

-

-

-

-

-

-

M5AJW4

UniProt

-

-

-

SwissProt

Triticale turgidocereale

-

389592

-

Triticum monococcum subsp. aegilopoides

wheat

-

-

-

-

UniProt

-

-

-

additional information

cytosol

-

5829

Highest Expressing Human Cell Lines

Filter by:

Cell Line Links

Gene Links

evolution

M5AJW4

the enzyme belongs to the medium-chain zinc-dependent alcohol dehydrogenases

malfunction

-

disruption mutant shows similar growth compared to wild-type

metabolism

-

the enzyme is involved in the metabolism of benzoic acid, proteomic analysis, overview

699815

physiological function

M5AJW4

the enzyme is a medium-chain zinc-dependent alcohol dehydrogenase

122000

-

gel filtration, 3,5-xylenol grown cells, activity 2

145000

-

gel filtration, 3,5-xylenol grown cells, activity 1

150000

M5AJW4

recombinant enzyme, gel filtration

151000

M5AJW4

gel filtration

155000

-

gel filtration

389586

160000

-

gel filtration

27000

Rhodoblastus acidophilus

-

gel filtration

36411

-

37598

M5AJW4

4 * 37598, MALDI-TOF

38519

P39849

2 * 38519, sequence of cDNA

389594

39500

-

SDS-PAGE

39700

-

4 * 39700, SDS-PAGE, cross-linking experiments in vitro using dimethylsuberimidate

389586

40000

42000

-

2 * 42000, SDS-PAGE

43000

72600

-

gel filtration

75000

-

gel filtration, p-cresol grown cells

82000

-

gel filtration

288328

90000

-

gel filtration

?

dimer

homotetramer

M5AJW4

4* 39000, recombinant and native enzyme, SDS-PAGE, 4* 37845, sequence calculation

monomer

-

tetramer

H47Q

-

increased Km for benzyl alcohol and benzaldehyde, decreased Km for NAD+ and NADH

389595

H47Q/V61H

-

unchanged Km for benzyl alcohol, decreased Km for NAD+ and benzaldehyde

389595

5 - 9.5

M5AJW4

75 h, more than 80% of initial activity

15

-

enzyme reaches 52% of its maximum activity at 15°C

30 - 50

-

the purified recombinant enzyme remains quite stable

37

-

after 21 h no loss of activity

50

M5AJW4

pH 7.0, stable up to

55

the enzyme shows moderate thermostability with a half-life of 6.2 h at 55°C

56

-

after 10 min complete loss of activity

70

2-mercaptoethanol stabilizes

-

benzyl alcohol stabilizes slightly

-

dithiothreitol stabilizes

-

389581, 389589

MgCl2 stabilizes slightly

-

DMSO

the enzyme retains 87.5% of the initial activity after 24 h of incubation with 20% (v/v) dimethyl sulfoxide

-20°C, concentrated, mixed with ethanediol

-

288328

-70°C, enzyme dialyzed against buffer containing 40% glycerol

-

-

enzyme also capable of oxidizing aliphatic primary alcohols with NAD+

Rhodoblastus acidophilus

-

389591

enzyme encoded by plasmid TOL

-

288328, 389581

ion-exchange chromatography, hydrophobic interaction chromatography, ultrafiltration, affinity chromatography

-

partially, subcellular fractionation

-

recombinant enzyme about 40fold from Escherichia coli strain BL21(DE3) by ammonium sulfate fractionation, dialysis, hydrophobic interaction chromatography, again dialysis, and anion exchange chromatography

M5AJW4

recombinant lp_3054 from Escherichia coli strain JM109

-

two distinct NAD+-dependent m-hydroxybenzyl alcohol dehydrogenases from cells grown on 3,5-xylenol, differing in relative rates with the various substrates, another NAD+-dependent alcohol dehydrogenase, not identical with the former ones from p-cresol-grown cells

-

-

DNA and amino acid sequence determination and analysis, sequence comparisons, functional recombinant enzyme overexpression in Escherichia coli strain BL21(DE3), optimization of conditions and method for soluble CADH expression, expression of active CADH under optimized conditions is approximately 4fold higher than in the absence of heat shock, solution of inclusion body formation by heat-shock treatment of recombinant Escherichia coli carrying the Streptomyces CADH gene

M5AJW4

expressed in Escherichia coli as a His-tagged fusion protein

-

expressed in Escherichia coli BL21(DE3) cells

expression in Escherichia coli

expression in Escherichia coli XL1-Blue

-

gene adhA, DNA and amino acid sequence determination and analysis, phylogenetic tree, functional expression in Escherichia coli

gene adhB, DNA and amino acid sequence determination and analysis, phylogenetic tree, functional expression in Escherichia coli

gene adhC, DNA and amino acid sequence determination and analysis, phylogenetic tree, functional expression in Escherichia coli

gene lp_3054, DNA and amino acid sequence determination and analysis, overexpression in Escherichia coli strain JM109

-

biotechnology

-

biotechnological production of vanillin

degradation

synthesis

Cupriavidus necator

-

biotechnological production of vanillin