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BRENDA support

Ligand 4-hydroxybutyric acid

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Basic Ligand Information

Molecular Structure
Picture of 4-hydroxybutyric acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H8O3
4-hydroxybutyric acid
SJZRECIVHVDYJC-UHFFFAOYSA-N
Synonyms:
4-hydroxy-butyric acid, 4-hydroxybutanoate, 4-hydroxybutanoic acid, 4-hydroxybutyrate, 4-hydroxybuyrate, gamma-hydroxybutyrate, gamma-hydroxybutyric acid, gamma-hyroxybutyrate, hydroxy-n-butyrate


Show all pahtways known for Show all BRENDA pathways known for 4-hydroxybutyric acid

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
gamma-hydroxybutyrate + NADP+ = succinic semialdehyde + NADPH
show the reaction diagram
-
ATP + 4-hydroxybutanoate + CoA = AMP + diphosphate + 4-hydroxybutanoyl-CoA
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
succinic semialdehyde + NADPH + H+ = 4-hydroxybutyrate + NADP+
show the reaction diagram
-
succinic semialdehyde + NADPH + H+ = 4-hydroxybutyrate + NADP+
show the reaction diagram
-
succinic semialdehyde + NADPH + H+ = 4-hydroxybutyrate + NADP+
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-hydroxybutyrate + NADP+ = 4-ketobutyrate + NADPH
show the reaction diagram
-
4-hydroxybutanoate + NAD+ = acetoacetate + NADH
show the reaction diagram
-
acetyl-CoA + gamma-hydroxybutyric acid = ?
show the reaction diagram
-
4-hydroxybutyrate + acetoacetyl-CoA = 4-hydroxybutanoyl-CoA + acetoacetate
show the reaction diagram
-
ATP + 4-hydroxybutanoate + CoA = AMP + diphosphate + 4-hydroxybutanoyl-CoA
show the reaction diagram
-
ATP + 4-hydroxybutanoate + CoA = ADP + phosphate + 4-hydroxybutanoyl-CoA
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
succinic semialdehyde + NADPH + H+ = 4-hydroxybutyrate + NADP+
show the reaction diagram
-
succinic semialdehyde + NADH + H+ = 4-hydroxybutyrate + NAD+
show the reaction diagram
-
succinic semialdehyde + NADPH + H+ = 4-hydroxybutyrate + NADP+
show the reaction diagram
-
beta-alanine + pyruvate = 4-hydroxybutyrate + L-alanine
show the reaction diagram
-
gamma-butyrolactone + H2O = 4-hydroxybutanoic acid
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
slight activation
-

Inhibitor in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
mixed type inhibition with NADPH; mixed type inhibition with succinic semialdehyde
-
92 mM, pH 8, very slight inhibition
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (5 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
50
-
-

KM Value (25 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
19
-
-
33
-
pH 7.5, 25°C
140
-
-
0.37
-
pH not specified in the publication, temperature not specified in the publication

Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
35
-
standard conditions, inhibition by substrate analog

References & Links

Links to other databases for 4-hydroxybutyric acid

ChEBI
PubChem
ChEBI
PubChem