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Ligand vanillin

Basic Ligand Information

Molecular Structure

Related pathways

Pathway Source

Pathways

KEGG

Aminobenzoate degradation, Biosynthesis of alkaloids derived from shikimate pathway, Biosynthesis of phenylpropanoids, Biosynthesis of secondary metabolites, Biosynthesis of various alkaloids, Microbial metabolism in diverse environments more

MetaCyc

(-)-dehydrodiconiferyl alcohol degradation, capsaicin biosynthesis, ferulate degradation, pinoresinol degradation, vanillin and vanillate degradation I, vanillin and vanillate degradation II, vanillin biosynthesis I more

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Natural Substrate (5 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.2.1.29

vanillin + NAD+ = vanillinic acid + NADH + H+

743201

-

1.2.1.67

4-hydroxy-3-methoxybenzaldehyde + NAD+ + H2O = 4-hydroxy-3-methoxybenzoate + NADH + H+

207981, 207983, 207984, 207985, 207982

-

1.2.1.67

vanillin + NAD+ + H2O = vanillate + NADH + 2 H+

741714, 763298, 742045, 743803, 741700, 743835

-

1.2.1.67

2 entries

2.6.1.119

L-alanine + vanillin = pyruvate + vanillylamine

758072, 755885, 758086, 756287

-

2.8.2.1

3'-phosphoadenylyl sulfate + vanillin = adenosine 3',5'-bisphosphate + ?

702738

-

In Vivo Product in Enzyme-catalyzed Reactions (17 results)

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Show Natural Product (17 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.90

vanillyl alcohol + NAD+ = vanillyl aldehyde + NADH + H+

0

-

1.1.3.38

vanillyl alcohol + O2 = vanillin + H2O2

0

5fxp, 3D-view

1.1.3.7

4-hydroxy-3-methoxybenzyl alcohol + O2 = 4-hydroxy-3-methoxybenzaldehyde + H2O2

0

-

1.13.11.65

4-vinylguaiacol + O2 = vanillin

0

-

1.13.11.88

isoeugenol + O2 = vanillin + acetaldehyde

0

-

1.2.1.30

vanillate + NADPH + H+ + ATP = vanillin + NADP+ + AMP + diphosphate

0

-

2.1.1.68

S-adenosyl-L-methionine + 3,4-dihydroxybenzaldehyde = S-adenosyl-L-homocysteine + vanillin

0

-

2.6.1.119

pyruvate + vanillylamine = L-alanine + vanillin

0

-

3.2.1.21

glucovanillin + H2O = vanillin + beta-D-glucose

0

-

4.1.2.61

feruloyl-CoA = 4-hydroxy-3-methoxy-benzaldehyde + acetyl-CoA

0

-

4.1.2.61

4-feruloyl-CoA = 4-hydroxy-3-methoxybenzaldehyde + acetyl-CoA

653573

-

4.1.2.61

4-hydroxy-3-methoxyphenyl-beta-hydroxypropionyl-CoA = 4-hydroxy-3-methoxybenzaldehyde + acetyl-CoA

207982, 210668, 285198, 210669

-

4.1.2.61

feruloyl-CoA + H2O = 4-hydroxy-3-methoxybenzaldehyde + acetyl-CoA

0

-

4.1.2.61

feruloyl-CoA = 4-hydroxy-3-methoxybenzaldehyde + acetyl-CoA

0

-

4.1.2.61

3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoyl-CoA = vanillin + acetyl-CoA

0

-

4.1.2.61

3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propionyl-CoA = vanillin + acetyl-CoA

0

-

4.1.2.61

feruloyl-CoA + H2O = vanillin + acetyl-CoA

0

-

4.1.2.61

8 entries

Substrate in Enzyme-catalyzed Reactions (44 results)

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Show Substrate (44 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.2

vanillin + NADPH = 4-hydroxy-3-methoxybenzyl alcohol + NADP+

654493

-

1.1.1.90

vanillin + NADH + H+ = vanillin alcohol + NAD+

724027

-

1.1.1.91

4-hydroxy-3-methoxy-benzaldehyde + NADPH = 4-hydroxy-3-methoxy-benzyl alcohol + NADP+

724669

-

1.1.1.91

4-hydroxy-3-methoxybenzaldehyde + NADPH + H+ = 4-hydroxy-3-methoxybenzyl alcohol + NADP+

389606

-

1.1.1.91

vanillin + NADPH + H+ = vanillic alcohol + NADP+

735498

-

1.1.1.91

3 entries

1.1.99.20

vanillin aldehyde + acceptor + H2O = vanillic acid + reduced acceptor

389908

-

1.10.3.2

vanillin + O2 = ?

396396, 396399, 673816

-

1.10.3.2

vanillin + O2 = ? + H2O

687338

-

1.10.3.2

2 entries

1.14.18.1

vanillin + O2 + AH2 = 3,4-dihydroxy-5-methoxybenzaldehyde + H2O + A

686841

-

1.17.3.2

4-hydroxy-3-methoxybenzaldehyde + H2O + O2 = 4-hydroxy-3-methoxybenzoate + H2O2

654034

-

1.2.1.28

3-methoxy-4-hydroxybenzaldehyde + NAD+ + H2O = 3-methoxy-4-hydroxybenzoate + NADH + H+

390228

-

1.2.1.29

4-hydroxy-3-methoxybenzaldehyde + NAD+ + H2O = 4-hydroxy-3-methoxybenzoic acid + NADH + H+

711095

-

1.2.1.29

vanillin + NAD+ = vanillinic acid + NADH + H+

743201

-

1.2.1.3

4-hydroxy-3-methoxybenzaldehyde + NAD+ + H2O = 4-hydroxy-3-methoxybenzoate + NADH + H+

700321

-

1.2.1.3

4-hydroxy-3-methoxybenzaldehyde + NAD+ + H2O = 4-hydroxy-3-methoxybenzoic acid + NADH + H+

711095

-

1.2.1.3

vanillin + NAD+ + H2O = vanillic acid + NADH + H+

711095, 671512

-

1.2.1.64

4-hydroxy-3-methoxybenzaldehyde + NAD+ + H2O = 4-hydroxy-3-methoxybenzoate + NADH + 2 H+

723889

-

1.2.1.64

vanillin + NAD+ + H2O = vanillate + NADH

288311

-

1.2.1.67

4-hydroxy-3-methoxybenzaldehyde + NAD+ + H2O = 4-hydroxy-3-methoxybenzoate + NADH + H+

207981, 207983, 207984, 207985, 207982

-

1.2.1.67

vanillin + NAD+ + H2O = vanillate + NADH + 2 H+

741714, 763298, 742045, 743835, 743803, 741700, 762865, 725035, 724040, 724018

-

1.2.1.67

vanillin + NAD+ + H2O = vanillate + NADH + H+

691363

-

1.2.1.67

vanillin + NADP+ + H2O = vanillate + NADPH + 2 H+

725035

-

1.2.1.29

2 entries

1.2.1.3

3 entries

1.2.1.64

2 entries

1.2.1.67

4 entries

1.2.1.7

4-hydroxy-3-methoxybenzaldehyde + NAD+ + H2O = 4-hydroxy-3-methoxybenzoate + NADH + H+

697657

-

1.2.3.1

3-methoxy-4-hydroxybenzaldehyde + H2O + O2 = 3-methoxy-4-hydroxybenzoate + H2O2

654034

-

1.2.3.1

vanillin + H2O + O2 = vanillic acid + H2O2

673053, 696560, 677264, 762958, 763618, 741208, 763343, 763214, 654321, 700829, 699237, 726341

-

1.2.3.1

vanillin + O2 + H2O = vanillic acid + H2O2

644705

-

1.2.3.1

3 entries

1.2.3.8

3-methoxy-4-hydroxybenzaldehyde + H2O + O2 = 3-methoxy-4-hydroxybenzoate + ?

390446

-

1.2.3.9

vanillin + O2 + H2O = vanillic acid + H2O2

288398

-

1.2.99.6

4-Hydroxy-3-methoxy-benzaldehyde + carbamoyl methyl viologen = 4-Hydroxy-3-methoxy-benzoate + reduced carbamoyl methyl viologen

11939

-

2.1.1.25

S-adenosyl-L-methionine + 4-hydroxy-3-methoxybenzaldehyde = S-adenosyl-L-homocysteine + 3,4-dimethoxybenzaldehyde

741668

-

2.4.1.111

UDP-glucose + vanillin = UDP + vanillin-4-O-beta-D-glucopyranoside

488456, 488457

-

2.4.1.17

vanillin + UDP-glucuronate = UDP + vanillin O-glucuronide

488788

-

2.4.1.196

UDP-glucose + vanillin = ?

637797

-

2.4.1.218

UDP-glucose + vanillin = UDP + 4-beta-D-glucopyranosyloxy-3-methoxy-benzaldehyde

393095, 393094

-

2.4.1.218

UDP-glucose + vanillin = UDP + vanillin-O-beta-D-glucopyranoside

658631

-

2.4.1.218

2 entries

2.4.1.35

UDPglucose + vanillin = UDP + 4-beta-D-glucopyranosyloxy 3-methoxybenzaldehyde

489104, 489101

-

2.4.1.4

sucrose + vanillin = D-fructose + vanillin 4-alpha-D-glucopyranoside

756762

-

2.4.1.85

UDP-glucose + vanillin = UDP + vanillin beta-D-glucoside

660095

-

2.6.1.119

4-aminobutyrate + vanillin = vanillylamine + 4-oxobutyrate

758073

-

2.6.1.119

L-alanine + vanillin = pyruvate + vanillylamine

758072, 755885, 758086, 756287

-

2.6.1.119

2 entries

2.6.1.B16

(S)-(-)-1-phenyl-ethylamine + vanillin = vanillylamine + L-alanine

759320

-

2.8.2.1

3'-phosphoadenylyl sulfate + vanillin = adenosine 3',5'-bisphosphate + ?

702738

-

2.8.2.1

3'-phosphoadenylylsulfate + vanillin = adenosine 3',5'-bisphosphate + 3-methoxybenzaldehyde 4-sulfate

645648

-

2.8.2.1

2 entries

4.1.2.38

2 4-hydroxy-3-methoxybenzaldehyde = (2R)-2-hydroxy-1,2-bis(4-hydroxy-3-methoxyphenyl)ethan-1-one

762916

-

Product in Enzyme-catalyzed Reactions (52 results)

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Show Product (52 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.1

vanillyl alcohol + NAD+ = vanillin + NADH

0

-

1.1.1.2

4-hydroxy-3-methoxybenzyl alcohol + NADP+ = 4-hydroxy-3-methoxybenzaldehyde + NADPH

0

-

1.1.1.71

vanillyl alcohol + NAD+ = vanillin + NADH + H+

0

-

1.1.1.90

4-hydroxy-3-methoxybenzyl alcohol + NAD+ = 4-hydroxy-3-methoxybenzaldehyde + NADH

0

-

1.1.1.90

vanillyl alcohol + NAD+ = vanillyl aldehyde + NADH + H+

0

-

1.1.3.38

3-methoxy-4-hydroxybenzyl alcohol + O2 = 3-methoxy-4-hydroxybenzaldehyde + H2O2

0

5fxp, 3D-view

1.1.3.38

4-hydroxy-3-methoxybenzylamine + O2 + H2O = vanillin + H2O2 + NH3

0

5fxp, 3D-view

1.1.3.38

creosol + O2 = vanillin + ?

0

5fxp, 3D-view

1.1.3.38

creosol + O2 = vanillin + H2O

0

5fxp, 3D-view

1.1.3.38

vanillyl alcohol + O2 = vanillin + H2O2

10665, 10666, 10667, 10668, 10669, 0

5fxp, 3D-view

1.1.3.38

vanillyl alcohol + phenazine methosulfate = vanillin + reduced phenazine methosulfate

10666

5fxp, 3D-view

1.1.3.47

4-hydroxy-3-methoxybenzyl alcohol + O2 = 4-hydroxy-3-methoxybenzaldehyde + H2O2

0

-

1.1.3.47

vanillyl alcohol + O2 = vanillin + H2O2

0

-

1.1.3.7

4-hydroxy-3-methoxybenzyl alcohol + O2 = 4-hydroxy-3-methoxybenzaldehyde + H2O2

0

-

1.1.3.7

vanillyl alcohol + O2 = vanillyl aldehyde + H2O2

0

-

1.1.1.90

2 entries

1.1.3.38

6 entries

1.1.3.47

2 entries

1.1.3.7

2 entries

1.1.3.B5

vanillyl alcohol + O2 = vanillin + H2O2

0

-

1.11.1.14

1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol + H2O2 = vanillin + hydroxyacetaldehyde + guaiacol

0

-

1.11.1.14

guaiacyl glycerol-beta-guaiacyl ether + H2O2 = vanillin + guaiacol + 2-hydroxyacetaldehyde + H2O

0

-

1.11.1.14

2 entries

1.11.2.1

vanillyl alcohol + H2O2 = vanillaldehyde + H2O

0

-

1.13.11.43

1,2-bis(4'-hydroxy-3'-methoxyphenyl)ethylene + O2 = vanillin

0, 440284, 440285

-

1.13.11.65

4-vinylguaiacol + O2 = vanillin

0

-

1.13.11.88

2-methoxy-4-vinylphenol + O2 = vanillin + formaldehyde

0

-

1.13.11.88

4-vinylguaiacol + O2 = vanillin + formaldehyde

0

-

1.13.11.88

isoeugenol + O2 = vanillin + acetaldehyde

0

-

1.13.11.88

3 entries

1.17.9.1

2-methoxy-4-methylphenol + acceptor + H2O = 3-methoxy-4-hydroxybenzaldehyde + reduced acceptor

0

-

1.2.1.30

vanillic acid + NADPH + H+ + ATP = 4-hydroxy-3-methoxybenzaldehyde + NADP+ + AMP + diphosphate

288180, 288182

-

1.2.1.30

vanillate + NADPH + H+ + ATP = vanillin + NADP+ + AMP + diphosphate

0

-

1.2.1.30

vanillic acid + NADPH + H+ + ATP = vanillin + NADP+ + AMP + diphosphate

0

-

1.2.1.30

vanillic acid + NADPH + H+ + ATP = vanillin + vanillyl alcohol + NADP+ + AMP + diphosphate

0

-

1.2.1.30

4 entries

1.4.3.21

vanillylamine + H2O + O2 = vanillic aldehyde + NH3 + H2O2

0

-

2.1.1.336

2 S-adenosyl-L-methionine + 3,4-dihydroxybenzaldehyde = 2 S-adenosyl-L-homocysteine + vanillin + isovanillin

0

-

2.1.1.382

3,4-dimethoxybenzaldehyde + a [Co(I) methoxylated corrinoid protein dhaf4611] = a [methyl-Co(III) methoxylated corrinoid protein dhaf4611] + 4-hydroxy-3-methoxy-benzaldehyde + 2-hydroxy-3-methoxy-benzaldehyde

0

-

2.1.1.6

S-adenosyl-L-methionine + 3,4-dihydroxybenzaldehyde = S-adenosyl-L-homocysteine + 4-hydroxy-3-methoxybenzaldehyde + 3-hydroxy-4-methoxybenzaldehyde

0

-

2.1.1.68

S-adenosyl-L-methionine + protocatechuic aldehyde = S-adenosyl-L-homocysteine + 4-hydroxy-3-methoxybenzaldehyde

0

-

2.1.1.68

S-adenosyl-L-methionine + 3,4-dihydroxybenzaldehyde = S-adenosyl-L-homocysteine + vanillin

0

-

2.1.1.68

2 entries

2.6.1.119

pyruvate + vanillylamine = L-alanine + vanillin

0

-

3.2.1.21

glucovanillin + H2O = vanillin + beta-D-glucose

0

-

4.1.2.11

vanillin cyanohydrin = cyanide + vanillin

0, 4889

-

4.1.2.61

feruloyl-CoA = 4-hydroxy-3-methoxy-benzaldehyde + acetyl-CoA

0

-

4.1.2.61

p-coumaroyl-CoA = 4-hydroxy-3-methoxy-benzaldehyde + acetyl-CoA

0

-

4.1.2.61

3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propionyl-CoA = 4-hydroxy-3-methoxybenzaldehyde + acetyl-CoA

0

-

4.1.2.61

4-feruloyl-CoA = 4-hydroxy-3-methoxybenzaldehyde + acetyl-CoA

653573

-

4.1.2.61

4-hydroxy-3-methoxycinnamoyl-CoA + H2O = 4-hydroxy-3-methoxybenzaldehyde + acetyl-CoA

0

-

4.1.2.61

4-hydroxy-3-methoxyphenyl-beta-hydroxypropionyl-CoA = 4-hydroxy-3-methoxybenzaldehyde + acetyl-CoA

207982, 210668, 285198, 0, 210669

-

4.1.2.61

4-trans-feruloyl-CoA = 4-hydroxy-3-methoxybenzaldehyde + acetyl-CoA

653573

-

4.1.2.61

feruloyl-CoA + H2O = 4-hydroxy-3-methoxybenzaldehyde + acetyl-CoA

0

-

4.1.2.61

feruloyl-CoA = 4-hydroxy-3-methoxybenzaldehyde + acetyl-CoA

0

-

4.1.2.61

3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoyl-CoA = vanillin + acetyl-CoA

0

-

4.1.2.61

3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propionyl-CoA = vanillin + acetyl-CoA

0

-

4.1.2.61

4-hydroxy-3-methoxy-phenyl-beta-hydroxypropionyl-CoA + H2O = vanillin + acetylCoA + feruloylCoA

285198

-

4.1.2.61

feruloyl-CoA + H2O = vanillin + acetyl-CoA

0

-

4.1.2.61

13 entries

4.1.2.B12

ferulate + H2O = vanillin + acetate

0

-

Activator in Enzyme-catalyzed Reactions (4 results)

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Show Activating Compound (4 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.13.11.5

2 mM

670853

-

1.13.11.8

heteroallosteric activation of LigAB by vanillin at an allosteric binding site in LigAB, regulatory feed-forward activation mechanism, kinetics, overview. Vanillin is the pre-pre-substrate of LigAB. Enhancement by vanillin is specific to protocatechuate. Glu86b is directly involved in a hydrogen bond network through the carboxylate with Ndelta of His127b, believed to be the catalytic base that performs the initial substrate deprotonation. The His127b methylene also contributes a small fraction to the identified allosteric binding pocket

741768

-

1.13.11.8

like the wild-type enzyme, F103T and F103V alpha-subunit point mutants also exhibit allosteric activation for the dioxygenation of protocatechuate and gallate, respectively

743708

-

1.13.11.8

2 entries

3.2.1.21

118% activity at 2.5 mM with cellobioside as substrate

749779

-

Inhibitor in Enzyme-catalyzed Reactions (18 results)

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Show Inhibitors (18 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.1

mixed type of inhibition

699982

-

1.1.1.431

mixed inhibition

760720

-

1.1.1.431

mixed inhibition type

740007

-

1.1.1.431

2 entries

1.1.1.91

-

724669

-

1.13.11.1

-

394993

-

1.13.11.57

11.3% inhibition at 5 mM

765692

-

1.13.11.88

there is an incremental decrease in enzyme activity with the increasing vanillin concentration

764421

-

1.14.18.1

-

744488

-

1.8.1.B1

-

765654

-

2.5.1.18

-

722794

-

2.5.1.18

less than 10% inhibition at 0.1 mM

760044

-

2.5.1.18

2 entries

2.7.11.21

decreases Plk1 expression

706088

-

3.1.1.8

8.5% inhibition at 1 mM

695287

-

3.2.1.21

94% residual activity at 2.5 mM with 4-nitrophenyl beta-D-glucopyranoside as substrate

749779

-

3.2.1.4

-

708350

-

3.3.2.10

19.25% inhibition

753858

-

4.1.1.9

-

4845

-

5.4.99.5

-

748301

-

3D Structure of Enzyme-Ligand-Complex (PDB) (41 results)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (41 entries)

EC NUMBER

ENZYME 3D STRUCTURE

1.1.3.38

5fxp, 3D-view

2.7.11.1

6hop, 3D-view

2.7.11.1

6hou, 3D-view

2.7.11.1

6hop, 3D-view

2.7.11.1

6hou, 3D-view

2.7.11.1

6hop, 3D-view

2.7.11.1

6hou, 3D-view

2.7.11.1

6hop, 3D-view

2.7.11.1

6hou, 3D-view

2.7.11.1

6hop, 3D-view

2.7.11.1

6hou, 3D-view

2.7.11.1

6hop, 3D-view

2.7.11.1

6hou, 3D-view

2.7.11.1

6hop, 3D-view

2.7.11.1

6hou, 3D-view

2.7.11.1

6hop, 3D-view

2.7.11.1

6hou, 3D-view

2.7.11.1

6hop, 3D-view

2.7.11.1

6hou, 3D-view

2.7.11.1

6hop, 3D-view

2.7.11.1

6hou, 3D-view

4.2.1.101

2vss, 3D-view

4.2.1.101

2vsu, 3D-view

4.2.1.101

2vss, 3D-view

4.2.1.101

2vsu, 3D-view

4.2.1.101

2vss, 3D-view

4.2.1.101

2vsu, 3D-view

4.2.1.101

2vss, 3D-view

4.2.1.101

2vsu, 3D-view

4.2.1.101

2vss, 3D-view

4.2.1.101

2vsu, 3D-view

4.2.1.101

2vss, 3D-view

4.2.1.101

2vsu, 3D-view

4.2.1.101

2vss, 3D-view

4.2.1.101

2vsu, 3D-view

4.2.1.101

2vss, 3D-view

4.2.1.101

2vsu, 3D-view

4.2.1.101

2vss, 3D-view

4.2.1.101

2vsu, 3D-view

4.2.1.101

2vss, 3D-view

4.2.1.101

2vsu, 3D-view

2.7.11.1

20 entries

4.2.1.101

20 entries

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (15 results)

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Show Turnover Number (15 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.1.1.91

3.33

-

pH 6.1, 30°C

724669

1.2.1.67

0.79

-

recombinant enzyme, pH 7.0, 30°C

743835

1.2.1.67

3.03

-

recombinant enzyme, pH 7.0, 30°C

743835

1.2.1.67

9.46

-

at pH 9.5 and 45°C

762865

1.2.1.67

3 entries

1.2.1.7

18

-

apparent Kcat

697657

1.2.3.1

0.26

-

pH 8, 37°C

762958

1.2.3.1

0.26

-

wild-type, pH 8.0, 37°C

763618

1.2.3.1

1.34

-

pH 8, 37°C

762958, 763618

1.2.3.1

2.66

-

pH 8, 37°C

762958, 763618

1.2.3.1

7.5

-

pH 8, 37°C

762958, 763618

2.4.1.218

0.08

-

pH 7.5, 50°C, recombinant mutant E368A

658631

2.4.1.218

0.12

-

pH 7.5, 50°C, recombinant mutant E368D

658631

2.4.1.218

1.3

-

pH 7.5, 50°C, recombinant mutant A204V

658631

2.4.1.218

1.84

-

pH 7.5, 50°C, recombinant mutant L86I

658631

2.4.1.218

2.59

-

pH 7.5, 50°C, recombinant wild-type enzyme

658631

1.2.3.1

5 entries

2.4.1.218

5 entries

K_M Value (29 results)

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Show KM Value (29 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.1.91

1.4

-

pH 6.1, 30°C

724669

1.10.3.2

3.9

-

-

396399

1.17.3.2

0.12

-

-

654034

1.2.1.3

0.155

-

recombinant ALDH3A1

700321

1.2.1.67

0.00034

-

recombinant enzyme, pH 7.0, 30°C

743835

1.2.1.67

0.00047

-

recombinant enzyme, pH 7.0, 30°C

743835

1.2.1.67

0.004

-

pH 7, temperature not specified in the publication

725035

1.2.1.67

0.007

-

pH 7, temperature not specified in the publication

725035

1.2.1.67

0.00847

-

at pH 9.5 and 45°C

762865

1.2.1.67

5 entries

1.2.1.7

0.044

-

apparent KM

697657

1.2.3.1

0.0023

-

pH 8, 37°C

762958, 763618

1.2.3.1

0.0046

-

pH 8, 37°C

762958, 763618

1.2.3.1

0.0054

-

pH 8, 37°C

762958

1.2.3.1

0.0054

-

wild-type, pH 8.0, 37°C

763618

1.2.3.1

0.014

-

pH 7.4, 37°C

696560

1.2.3.1

0.0158

-

pH 7.4, 37°C, enzyme isolated from animals fed with a selenium-deficient diet

696560

1.2.3.1

0.029

-

37°C, pH 7.0

654034

1.2.3.1

0.104

-

pH 8, 37°C

762958, 763618

1.2.3.1

1.5

-

37°C, pH 7.0

644705

1.2.3.1

6

-

pH 7.0, 30°C

677264

1.2.99.6

3

-

4-methylbenzoate, with reduced carbamoyl methyl viologen as cosubstrate

11939

1.2.99.6

3

-

with carbamoyl methyl viologen as cosubstrate

11939

1.2.3.1

10 entries

1.2.99.6

2 entries

2.4.1.111

0.64

-

-

488456

2.4.1.218

0.398

-

pH 7.5, 50°C, recombinant mutant E368A

658631

2.4.1.218

0.411

-

pH 7.5, 50°C, recombinant mutant E368D

658631

2.4.1.218

0.44

-

-

393094

2.4.1.218

0.44

-

pH 7.5, 50°C, recombinant wild-type enzyme

658631

2.4.1.218

0.452

-

pH 7.5, 50°C, recombinant mutant L86I

658631

2.4.1.218

0.706

-

pH 7.5, 50°C, recombinant mutant A204V

658631

2.4.1.218

6 entries

K_i Value (5 results)

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Show KI Value (5 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.1.1

0.0079

-

at 37°C in 0.1 M Na-K phosphate buffer (pH 7.4)

699982

1.1.1.431

0.042

-

recombinant enzyme, pH 6.5, 50°C

760720

1.1.1.431

0.1

-

pH 7.0, 45°C

740007

1.1.1.431

2 entries

1.1.1.91

5.1

-

pH 6.1, 30°C

724669

2.5.1.18

0.16

-

pH 6.5, temperature not specified in the publication

722794

IC₅₀ Value (4 results)

top print hide

Show IC50 Value (4 entries)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

1.1.1.431

0.149

-

recombinant enzyme, pH 6.5, 50°C

760720

1.8.1.B1

0.127

-

25°C, pH not specified in the publication

765654

3.3.2.10

0.1

-

above, pH not specified in the publication, 37°C

753858

5.4.99.5

0.0248

-

pH and temperature not specified in the publication

748301

References & Links

Literature References (107)

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Show Reference (107 entries)

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393094

11937332

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393095

11505382

Utilizing genetically engineered bacteria to produce plant-specific glucosides

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396399

11563958

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653573

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4-Hydroxycinnamoyl-CoA hydratase/lyase, an enzyme of phenylpropanoid cleavage from Pseudomonas, causes formation of C(6)-C(1) acid and alcohol glucose conjugates when expressed in hairy roots of Datura stramonium L.

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654321

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Characterization and potential application of purified aldehyde oxidase from Pseudomonas stutzeri IFO12695

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654493

11742541

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658631

12542702

Probing suggested catalytic domains of glycosyltransferases by site-directed mutagenesis

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660095

12946413

The in vitro substrate regiospecificity of recombinant UGT85B1, the cyanohydrin glucosyltransferase from Sorghum bicolor

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Proteomics

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3919-3931

671512

15812642

Characterization of Sphingomonas aldehyde dehydrogenase catalyzing the conversion of various aromatic aldehydes to their carboxylic acids

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673053

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673816

15941663

Biochemical characterization and molecular evidence of a laccase from the birds nest fungus Cyathus bulleri

2005

Vasdev, K.; Dhawan, S.; Kapoor, R.K.; Kuhad, R.C.

Fungal Genet. Biol.

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684-693

677264

100112090

Purification and some properties of an aldehyde oxidase from Streptomyces rimosus ATCC10970

2006

Uchida, H.; Okamura, Y.; Yamanaka, H.; Fukuda, T.; Haneda, S.; Aisaka, K.; Fujii, Y.

World J. Microbiol. Biotechnol.

22

469-474

686841

100505855

Characterization of polyphenol oxidase from broccoli (Brassica oleracea var. botrytis italica) florets

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Gawlik-Dziki, U.; Szymanowska, U.; Baraniak, B.

Food Chem.

105

1047-1053

687338

17381747

Purification and characterization of the laccase secreted by the white rot fungus Perenniporia tephropora and its role in the decolourization of synthetic dyes

2007

Ben Younes, S.; Mechichi, T.; Sayadi, S.

J. Appl. Microbiol.

102

1033-1042

691363

17928721

Characterization of ligV essential for catabolism of vanillin by Sphingomonas paucimobilis SYK-6

2007

Masai, E.; Yamamoto, Y.; Inoue, T.; Takamura, K.; Hara, H.; Kasai, D.; Katayama, Y.; Fukuda, M.

Biosci. Biotechnol. Biochem.

71

2487-2492

695287

18810999

Activity of essential oils and individual components against acetyl- and butyrylcholinesterase

2008

Orhan, I.; Kartal, M.; Kan, Y.; Sener, B.

Z. Naturforsch. C

63

547-553

696560

19182374

Effects of selenium deficiency on aldehyde oxidase 1 in rats

2009

Itoh, K.; Adachi, M.; Sato, J.; Shouji, K.; Fukiya, K.; Fujii, K.; Tanaka, Y.

Biol. Pharm. Bull.

32

190-194

697657

-

Purification and characterisation of a 4-hydroxy benzaldehyde dehydrogenase cloned from Acinetobacter baylyi

2008

Gosling, A.; Zachariou, M.; Straffon, M.

Enzyme Microb. Technol.

43

417-422

699237

18608746

Inhibitory effects of flavonoids on aldehyde oxidase activity

2009

Pirouzpanah, S.; Hanaee, J.; Razavieh, S.V.; Rashidi, M.R.

J. Enzyme Inhib. Med. Chem.

24

14-21

699982

19013301

Phytophenols in whisky lower blood acetaldehyde level by depressing alcohol metabolism through inhibition of alcohol dehydrogenase 1 (class I) in mice

2008

Haseba, T.; Sugimoto, J.; Sato, S.; Abe, Y.; Ohno, Y.

Metab. Clin. Exp.

57

1753-1759

700321

19633610

Salivary aldehyde dehydrogenase: activity towards aromatic aldehydes and comparison with recombinant ALDH3A1

2009

Giebultowicz, J.; Wolinowska, R.; Sztybor, A.; Pietrzak, M.; Wroczy?ski, P.; Wierzchowski, J.

Molecules

14

2363-2372

700829

19297586

An aldehyde oxidase in developing seeds of Arabidopsis converts benzaldehyde to benzoic acid

2009

Ibdah, M.; Chen, Y.T.; Wilkerson, C.G.; Pichersky, E.

Plant Physiol.

150

416-423

702738

18256476

Cloning, expression, and characterization of cytosolic sulfotransferase isozymes from Drosophila melanogaster

2008

Hattori, K.; Motohashi, N.; Kobayashi, I.; Tohya, T.; Oikawa, M.; Tamura, H.O.

Biosci. Biotechnol. Biochem.

72

540-547

706088

20107874

Modulating polo-like kinase 1 as a means for cancer chemoprevention

2010

Schmit, T.L.; Ledesma, M.C.; Ahmad, N.

Pharm. Res.

27

989-998

708350

-

Inhibition of cellulases by phenols

2010

Ximenes, E.; Kim, Y.; Mosier, N.; Dien, B.; Ladisch, M.

Enzyme Microb. Technol.

46

170-176

711095

20175998

Cloning and heterologous expression of two aryl-aldehyde dehydrogenases from the white-rot basidiomycete Phanerochaete chrysosporium

2010

Nakamura, T.; Ichinose, H.; Wariishi, H.

Biochem. Biophys. Res. Commun.

394

470-475

722794

23007392

Characterization of a Phanerochaete chrysosporium glutathione transferase reveals a novel structural and functional class with ligandin properties

2012

Mathieu, Y.; Prosper, P.; Buee, M.; Dumarcay, S.; Favier, F.; Gelhaye, E.; Gerardin, P.; Harvengt, L.; Jacquot, J.P.; Lamant, T.; Meux, E.; Mathiot, S.; Didierjean, C.; Morel, M.

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39001-39011

723889

-

Characterization of p-hydroxybenzaldehyde dehydrogenase, the final enzyme of p-hydroxybenzoic acid biosynthesis in hairy roots of Daucus carota

2011

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Acta Physiol. Plant.

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2019-2024

724018

22057861

Vanillin catabolism in Rhodococcus jostii RHA1

2012

Chen, H.P.; Chow, M.; Liu, C.C.; Lau, A.; Liu, J.; Eltis, L.D.

Appl. Environ. Microbiol.

78

586-588

724027

23042182

Purification and characterization of an NAD+-dependent XylB-like aryl alcohol dehydrogenase identified in Acinetobacter baylyi ADP1

2012

Uthoff, S.; Steinbuechel, A.

Appl. Environ. Microbiol.

78

8743-8752

724040

23064333

Investigation of the Amycolatopsis sp. strain ATCC 39116 vanillin dehydrogenase and its impact on the biotechnical production of vanillin

2013

Fleige, C.; Hansen, G.; Kroll, J.; Steinbuechel, A.

Appl. Environ. Microbiol.

79

81-90

724669

22742413

Cloning, expression and characterization of an aryl-alcohol dehydrogenase from the white-rot fungus Phanerochaete chrysosporium strain BKM-F-1767

2012

Yang, D.D.; Francois, J.M.; de Billerbeck, G.M.

BMC Microbiol.

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126

725035

20002191

Purification and characterization of vanillin dehydrogenases from alkaliphile Micrococcus sp. TA1 and neutrophile Burkholderia cepacia TM1

2010

Mitsui, R.; Hirota, M.; Tsuno, T.; Tanaka, M.

FEMS Microbiol. Lett.

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41-47

726341

23826341

Identification and characterization of an antennae-specific aldehyde oxidase from the navel orangeworm

2013

Choo, Y.M.; Pelletier, J.; Atungulu, E.; Leal, W.S.

PLoS ONE

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e67794

735498

24509923

Characterization of an allylic/benzyl alcohol dehydrogenase from Yokenella sp. strain WZY002, an organism potentially useful for the synthesis of alpha,beta-unsaturated alcohols from allylic aldehydes and ketones

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