Ligand beta-hydroxybutyrate

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

Basic Ligand Information

Molecular Structure
Picture of beta-hydroxybutyrate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H8O3
beta-hydroxybutyrate
WHBMMWSBFZVSSR-UHFFFAOYSA-N
Synonyms:
3-hydroxybutanoate, 3-hydroxybutyrate, 3-hydroxybutyric acid, beta-hydroxybutyric acid, D,L-3-hydroxybutyrate, DL-3-hydroxy-n-butyrate, DL-3-hydroxybutanoate, DL-3-hydroxybutyrate, DL-beta-hydroxy-butyrate, DL-beta-hydroxybutyrate

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
3-hydroxybutyrate + 2-oxoglutarate = succinic semialdehyde + D-2-hydroxyglutarate
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3-chlorobutyrate + H2O = 3-hydroxybutyrate + chloride
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
DL-3-hydroxybutanoate + NADH + H+ = acetoacetate + NAD+
show the reaction diagram
-
D,L-3-hydroxybutyrate + NAD+ = ?
show the reaction diagram
-
3-hydroxybutyrate + 2-oxoglutarate = succinic semialdehyde + D-2-hydroxyglutarate
show the reaction diagram
-
ATP + 3-hydroxybutyrate + CoA = AMP + diphosphate + 3-hydroxybutyryl-CoA
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetyl-CoA + DL-beta-hydroxy-gamma-aminobutyrate = beta-hydroxybutyrate + CoASH
show the reaction diagram
-
-
poly(3-hydroxybutyrate-co-3-hydroxyvalerate) + H2O = 3-hydroxybutyric acid + ?
show the reaction diagram
-
-
3-(3-hydroxybutanoyloxy)butanoate + H2O = 3-hydroxybutanoate
show the reaction diagram
-
-
beta-butyrolactone + H2O = 3-hydroxybutanoate
show the reaction diagram
-
-
poly(3-hydroxybutyrate-co-3-hydroxyvalerate) + H2O = 3-hydroxybutyric acid + ?
show the reaction diagram
-
-
beta-hydroxybutyrylcholine + H2O = 3-hydroxybutanoate + choline
show the reaction diagram
-
-
DL-3-hydroxybutyryl-CoA + H2O = CoA + DL-3-hydroxybutyrate
show the reaction diagram
-
3-hydroxybutyrylglycyl-glycyl-glycine + H2O = 3-hydroxybutyrate + glycyl-glycine
show the reaction diagram
-
-
3-chlorobutyrate + H2O = 3-hydroxybutyrate + chloride
show the reaction diagram
-
-
2-hydroxyisobutyrate = 3-hydroxybutyrate
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
induces the enzyme when contained in the growth medium
-
hydrolase increases 50-70% by 100 mM DL-beta-hydroxy-butyrate
-
stimulates the mitochondrial-matrix enzyme activity
-
stimulates the mitochondrial-matrix enzyme activity
-

Inhibitor in Enzyme-catalyzed Reactions (21 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
D-carnitine dehydrogenase, competitive inhibition
-
substrate inhibition at concentrations above 20 mM, 50% inhibition at 200 mM, cyanylated enzyme is 3fold more active at high substrate concentration
-
at 16.7 mM acts as weak inhibitor
-
less than 10% inhibition
-
cyclic trimers, reversible inhibition
-
moderately inhibits the microsomal enzyme activity
-
moderately inhibits the microsomal enzyme activity
-
20 mM, 30% inhibition
-
slight
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (1 result)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.733
-
-

KM Value (2 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
4.5
-
at pH 7.4 and 30°C
44
-
pH 7.5, 25°C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.8
-
standard conditions, inhibition by substrate analog

References & Links

Links to other databases for beta-hydroxybutyrate

ChEBI
PubChem
-
PubChem