Ligand Vanillyl alcohol

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Basic Ligand Information

Molecular Structure
Picture of Vanillyl alcohol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H10O3
Vanillyl alcohol
ZENOXNGFMSCLLL-UHFFFAOYSA-N
Synonyms:
3-methoxy-4-hydroxybenzyl alcohol, 4-(hydroxymethyl)-2-methoxyphenol, 4-Hydroxy-3-methoxy-benzenemethanol, 4-hydroxy-3-methoxy-benzyl alcohol, 4-Hydroxy-3-methoxybenzyl alcohol, 4-hydroxy-3-methoxyphenyl methanol, vanillic alcohol, vanillin alcohol, vannilyl alcohol

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
vanillyl alcohol + NAD+ = vanillyl aldehyde + NADH + H+
show the reaction diagram
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vanillyl alcohol + O2 = vanillin + H2O2
show the reaction diagram
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4-hydroxy-3-methoxybenzyl alcohol + O2 = 4-hydroxy-3-methoxybenzaldehyde + H2O2
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
vanillyl alcohol + NAD+ = vanillin + NADH
show the reaction diagram
-
4-hydroxy-3-methoxybenzyl alcohol + NADP+ = 4-hydroxy-3-methoxybenzaldehyde + NADPH
show the reaction diagram
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vanillyl alcohol + NAD+ = vanillin + NADH + H+
show the reaction diagram
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4-hydroxy-3-methoxybenzyl alcohol + O2 = 4-hydroxy-3-methoxybenzaldehyde + H2O2
show the reaction diagram
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4-hydroxy-3-methoxybenzyl alcohol + O2 = 4-hydroxy-3-methoxybenzaldehyde + H2O2
show the reaction diagram
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vannilyl alcohol + acceptor = vannilyl aldehyde + reduced acceptor
show the reaction diagram
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vanillyl alcohol + H2O2 = vanillaldehyde + H2O
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
vanillin + NADPH = 4-hydroxy-3-methoxybenzyl alcohol + NADP+
show the reaction diagram
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vanillin + NADH + H+ = vanillin alcohol + NAD+
show the reaction diagram
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vanillic acid + NADPH + ATP = vanillin + vanillyl alcohol + NADP+ + AMP + phosphate
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
IC50: 0.0244 mM
-
0.2 mM, 62% inhibition; 0.2 mM, 62% inhibition
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (30 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.148
-
-
4.33
-
pH 6.1, 30C
352
-
pH 4.5, 55C

KM Value (30 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
25
-
pH 6.1, 30C
0.025
-
-
12.96
-
pH 6.6, 37C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
8.94
-
pH 6.6, 37C

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0244
-
IC50: 0.0244 mM

References & Links

Links to other databases for Vanillyl alcohol

ChEBI
PubChem
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PubChem