Ligand Salicylaldehyde

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Basic Ligand Information

Molecular Structure
Picture of Salicylaldehyde (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H6O2
Salicylaldehyde
QGXBDMJGAMFCBF-LUJOEAJASA-N
Synonyms:
2-Hydroxybenzaldehyde, o-hydroxybenzaldehyde, Salicyl aldehyde, salicylaldehye

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

In Vivo Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-hydroxybenzyl alcohol + O2 = 2-hydroxybenzaldehyde + H2O2
show the reaction diagram
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-

Substrate in Enzyme-catalyzed Reactions (38 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
salicylaldehye + NADPH + H+ = salicylalcohol + NADP+
show the reaction diagram
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salicyl aldehyde + NADH + H+ = salicyl alcohol + NAD+
show the reaction diagram
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salicylaldehyde + NADH + O2 = catechol + formate + NAD+
show the reaction diagram
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2-hydroxybenzaldehyde + NAD+ + H2O = 2-hydroxybenzoate + NADH + H+
show the reaction diagram
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salicylaldehyde + NAD+ + H2O = salicylate + NADH + 2 H+
show the reaction diagram
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salicylaldehyde + NADP+ + H2O = salicylic acid + NADPH
show the reaction diagram
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salicylaldehyde + O2 + H2O = salicylic acid + H2O2
show the reaction diagram
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salicylaldehyde + H2O + oxidized benzyl viologen = salicylic acid + H+ + reduced benzyl viologen
show the reaction diagram
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2-hydroxybenzaldehyde + pyruvate = (R)-1-hydroxy-1-(2-hydroxyphenyl)propan-2-one + CO2
show the reaction diagram
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UDPglucose + salicyl aldehyde = UDP + 2-(beta-D-glucopyranosyloxy)benzaldehyde
show the reaction diagram
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cyanide + 2-hydroxybenzaldehyde = (2S)-(2-hydroxyphenyl)(hydroxy)ethanenitrile
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-hydroxybenzyl alcohol + NAD+ = 2-hydroxybenzaldehyde + NADH
show the reaction diagram
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2-hydroxybenzyl alcohol + O2 = 2-hydroxybenzaldehyde + H2O2
show the reaction diagram
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salicylic acid + NADPH + ATP = salicyl aldehyde + NADP+ + AMP + H2O
show the reaction diagram
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salicylaldoxime + H2O + 2-hydroxypyrimidine = salicylaldehyde + NH3 + ?
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive
-
substrate inhibition
-
0.2 mM, 23.1% inhibition
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inactivation, substrate protects
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (14 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.1
-
electron acceptor: oxygen
13
-
pH 8.4, 85°C, benzyl viologen as electron acceptor
13
-
with benzyl viologen as cosubstrate, at 85°C

KM Value (26 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
6.9
-
pH 6.5, 30°C
0.087
-
-
0.065
-
pH 8.4, 85°C, benzyl viologen as electron acceptor
0.065
-
with benzyl viologen as cosubstrate, at 85°C
3.58
-
at pH 7.0, 30°C

Ki Value (6 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.808
-
apparent Ki-value, pH 9.6, temperature not specified in the publication

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
2.85
-
-

References & Links

Links to other databases for Salicylaldehyde

ChEBI
PubChem
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PubChem