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BRENDA support

Ligand 2-naphthaldehyde

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Basic Ligand Information

Molecular Structure
Picture of 2-naphthaldehyde (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C11H8O
2-naphthaldehyde
PJKVFARRVXDXAD-UHFFFAOYSA-N
Synonyms:
2-formylnaphthalene, 2-naphthaldehyde (beta), 2-naphthalenecarboxaldehyde, 2-naphthaleneformaldehyde, 2-naphthoaldehyde, alpha-naphthaldehyde, beta-naphthaldehyde, naphthalene-2-carbaldehyde

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 (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-hydroxymethylnaphthalene + NAD+ = 2-formylnaphthalene + NADH
show the reaction diagram
-
2-naphthylmethanol + O2 = 2-naphthaldehyde + H2O2
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-naphthaldehyde + NADH + H+ = 2-naphthyl alcohol + NAD+
show the reaction diagram
-
2-naphthaldehyde + NAD+ + H2O = 2-naphthoate + NADH + 2 H+
show the reaction diagram
-
2-naphthaldehyde + H2O + O2 = 2-naphthoic acid + H2O2
show the reaction diagram
-
2-naphthaldehyde + H2O + oxidized benzyl viologen = 2-naphthoate + reduced benzyl viologen + H+
show the reaction diagram
-
2-naphthaldehyde + pyruvate = (1R)-1-hydroxy-1-(naphthalen-2-yl)propan-2-one + CO2
show the reaction diagram
-
Naphthalene-2-carbaldehyde + acetaldehyde = 2-Hydroxy-1-naphthalen-2-yl-propan-1-one
show the reaction diagram
-
2-naphthaldehyde + pyruvate = (3E)-4-naphthalen-2-yl-2-oxobut-3-enoate + H2O
show the reaction diagram
-
HCN + 2-naphthaldehyde = (2S)-2-hydroxynaphthalen-2-yl-acetonitrile + (2R)-2-hydroxynaphthalen-2-yl-acetonitrile
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-hydroxymethylnaphthalene + NAD+ = 2-formylnaphthalene + NADH
show the reaction diagram
-
2-methylnaphthalene + H2O2 = 2-naphthoic acid + monohydroxylated 2-methylnaphthalene + 2-naphthaldehyde + 2-naphthalene-methanol + monohydroxylated 2-naphthaldehyde + monohydroxylated 2-naphthoic acid + monohydroxylated 2-naphthalenemethanol + dihydroxylated 2-naphthalenemethanol + H2O
show the reaction diagram
-

Inhibitor in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition
-
substrate inhibition
-
substrate inhibition
-
0.2 mM, 34.6% inhibition
-
reversible
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (5 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
4
-
enzyme ALDH-2
96
-
pH 8.0, temperature not specified in the publication
1160
-
pH 5.5

KM Value (8 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0007
-
pH 7.5, 25°C
0.0035
-
pH 8.0, temperature not specified in the publication
1.1
-
pH 5.5

Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.008
-
apparent Ki-value, pH 9.6, temperature not specified in the publication
0.136
-
pH 8.0, temperature not specified in the publication
0.089
-
pH 7, 37°C

References & Links

Links to other databases for 2-naphthaldehyde

ChEBI
PubChem
ChEBI
PubChem