Ligand beta-Alanine

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Basic Ligand Information

Molecular Structure
Picture of beta-Alanine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H7NO2
beta-Alanine
UCMIRNVEIXFBKS-UHFFFAOYSA-N
Synonyms:
3-Aminopropanoate, 3-aminopropanoic acid, 3-aminopropionate, 3-aminopropionic acid, beta-Ala, beta-Aminoalanine, beta-aminopropionic acid, beta-homoGly, beta alanine


Show all pahtways known for Show all BRENDA pathways known for beta-Alanine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
beta-alanine + pyruvate + NADH + H+ = beta-alanopine + NAD+ + H2O
-
show the reaction diagram
beta-alanine + pyruvate + NADH = beta-alanopine + NAD+ + H2O
-
show the reaction diagram
beta-alanine + pyruvate = 3-oxopropionate + alanine
-
show the reaction diagram
ATP + (R)-4-phosphopantoate + beta-alanine = AMP + diphosphate + (R)-4'-phosphopantothenate
-
show the reaction diagram
ATP + gamma-L-glutamyl-L-cysteine + beta-alanine = ADP + phosphate + gamma-L-glutamyl-L-cysteinyl-beta-alanine
-
show the reaction diagram
ATP + (R)-4-phosphopantoate + beta-alanine = AMP + diphosphate + (R)-4'-phosphopantothenate
-
show the reaction diagram
ATP + (R)-pantoate + beta-alanine = ADP + phosphate + (R)-pantothenate
-

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

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
3-aminopropanal + NAD+ + H2O = 3-aminopropanoate + NADH + 2 H+
-
-
show the reaction diagram
3-aminopropionaldehyde + NAD+ + H2O = 3-aminopropionate + NADH + H+
-
-
show the reaction diagram
beta-alanopine + NAD+ + H2O = beta-alanine + pyruvate + NADH + H+
-
-
show the reaction diagram
L-alanine + 3-oxopropanoate = pyruvate + beta-alanine
-
show the reaction diagram
L-aspartate = beta-alanine + CO2
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Substrate in Enzyme-catalyzed Reactions (101 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
beta-alanine + 2-oxoglutarate + O2 = D-isoserine + succinate + CO2
-
show the reaction diagram
beta-alanine + pyruvate + NADH + H+ = ?
-
show the reaction diagram
beta-alanine + pyruvate + NADH + H+ = beta-alanopine + NAD+ + H2O
-
show the reaction diagram
beta-Ala + pyruvate + NADH = ?
-
show the reaction diagram
arginine + 3-aminopropionic acid = 3-guanidinopropionic acid + ornithine
-
show the reaction diagram
choloyl-CoA + beta-alanine = CoA + beta-alanylcholate
-
show the reaction diagram
Z-Gln-Gly + beta-alanine = ?
-
show the reaction diagram
beta-alanine + pyruvate = 3-oxopropionate + alanine
-
show the reaction diagram
beta-alanine + 2-oxoglutarate = malonic semialdehyde + L-glutamate
-
show the reaction diagram
beta-alanine + 2-oxoglutarate = malonic semialdehyde + L-glutamate
-
show the reaction diagram
beta-alanine + pyruvate = malonic semialdehyde + L-alanine
-
show the reaction diagram
beta-alanine + 4,5-dioxopentanoate = 5-aminolevulinate + malonic semialdehyde
-
show the reaction diagram
beta-alanine + 2-oxoglutarate = 3-oxopropanoate + L-glutamate
-
show the reaction diagram
beta-alanine + 2-oxoglutaric acid = ?
-
show the reaction diagram
beta-alanine + pyruvate = 4-hydroxybutyrate + L-alanine
-
show the reaction diagram
ATP + (R)-4-phosphopantoate + beta-alanine = AMP + diphosphate + (R)-4'-phosphopantothenate
-
show the reaction diagram
ATP + (R)-4-phosphopantoate + beta-alanine = AMP + diphosphate + (R)-4'-phosphopantothenate
-
show the reaction diagram
ATP + (R)-pantoate + beta-alanine = ADP + phosphate + (R)-pantothenate
-
show the reaction diagram
ATP + UDP-N-acetylmuramate + beta-Ala = ADP + phosphate + UDP-N-acetylmuramoyl-beta-Ala
-
show the reaction diagram
ATP + 5-phosphoribosylamine + beta-Ala = ?
-

Product in Enzyme-catalyzed Reactions (82 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
3-aminopropanal + NAD+ + H2O = 3-aminopropanoate + NADH
-
-
show the reaction diagram
beta-alanopine + NAD+ + H2O = beta-alanine + pyruvate + NADH + H+
-
-
show the reaction diagram
beta-Ala benzyl ester + H2O = beta-Ala + benzoic acid
-
-
show the reaction diagram
beta-Ala-L-His + H2O = beta-Ala + L-His
-
-
show the reaction diagram
L-Asp-beta-Ala + H2O = L-Asp + beta-Ala
-
-
show the reaction diagram
benzyloxycarbonyl-Phe-beta-Ala + H2O = benzyloxycarbonyl-Phe + beta-Ala
-
-
show the reaction diagram
beta-alaninamide + H2O = beta-alanine + NH3
-
-
show the reaction diagram
N-biotinyl-beta-alanine + H2O = biotin + beta-alanine
-
-
show the reaction diagram
N-acetyl-beta-alanine + H2O = beta-alanine + acetate
-
-
show the reaction diagram
beta-alanyl-CoA + H2O = beta alanine + CoA
-
-
show the reaction diagram
N-acetyl-beta-alanine + H2O = acetate + beta-alanine
-
-
show the reaction diagram
3-guanidinopropionate + H2O = 3-aminopropanoate + urea
-
-
show the reaction diagram
beta-aminopropionitrile + H2O = beta-aminopropionic acid + NH3
-
-
show the reaction diagram
3-aminopropionitrile + H2O = 3-aminopropanoic acid + NH3
-
-
show the reaction diagram
3-aminopropionitrile + 2 H2O = beta-alanine + NH3
-
-
show the reaction diagram
L-aspartate = beta-alanine + CO2
-
-
show the reaction diagram
L-aspartate = 3-aminopropionic acid + CO2
-
show the reaction diagram
L-Asp = beta-Ala + CO2
-
-
show the reaction diagram
L-gamma-glutamyl-beta-alanine = beta-alanine + 5-oxo-L-proline
-
-
show the reaction diagram
5-L-glutamyl-beta-alanine = 5-oxoproline + beta-alanine
-
-
show the reaction diagram
L-alanine = beta-alanine
-

Activator in Enzyme-catalyzed Reactions (2 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (28 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
slightly
-
weak
-
moderate inhibitor; moderate inhibitor
-
competitive inhibitor of pyruvate-dependent GABA-T activity
-
inhibitor/substrate ratio = 3, 20% inhibition
-
with (S)-alanine + glyoxylate as substrate
-
8% inhibition
-
noncompetitive inhibition with respect to delta-aminovalerate, competitive inhibition to 2-oxoglutarate
-
43–65% inhibition at 1 mM
-
30% inhibition at 2 mM
-
weak
-
causes dissociation to inactive dimers, competitive inhibition
product inhibition, the presence of product leads to dissociation of hexamers to inactive trimers
product inhibition
partial inhibition, 8 mM: 89% of activity compared to H2O
-
competitive inhibition, 10 mM
-
liver enzyme
-
weak
-
weak
-

3D Structure of Enzyme-Ligand-Complex (PDB) (105 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (10 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
25°C
1.4
-
25°C, pH 7.8
3.4
-
25°C, pH 7.8, mutant enzyme K160C
0.01
-
25°C, pH 7.8, mutant enzyme Q164A
0.02
-
25°C, pH 7.8, wild-type enzyme
1.01
-
25°C, pH 8.0, mutant enzyme E132A
0.59
-
25°C, pH 8.0, wild-type enzyme
0.16
-
co-substrate: (R)-pantoate, pH 8.0, 30°C
1.5
-

KM Value (50 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
pH 7.5, 25°C
196
-
pH 7.1, 30°C
14.3
-
beta-transamidinase
57.5
-
alpha-transamidinase
57.4
-
-
175
-
pH 10.0, 35°C, cosubstrate pyruvate
1.1
-
pH 8.0, 35°C, cosubstrate pyruvate
14
-
-
1.05
-
pH 8.0, 30°C
7.6
-
pH 8.0, 37°C
4.4
-
pH 8.0, 30°C
7.6
-
pH 8.8, 37°C, cosubstrate 2-oxoglutarate
3.9
-
pH 8.8, 37°C
-
0.81
-
pH 8.0, 37°C
17
-
-
17
-
25°C, pH 8.0, at 20 mM pantoate
0.44
-
25°C, pH 8.0, at 0.5 mM pantoate
0.98
-
25°C, pH 7.8, wild-type enzyme
0.27
-
25°C, pH 7.8, mutant enzyme Q164A
0.3
-
25°C, pH 7.8, mutant enzyme K160C
0.09
-
25°C, pH 7.8
0.8
-
25°C
0.31
-
-
0.15
-
pH 7.5, 37°C
spinal cord
1.05
-
cerebellum
1.49
-
olfactory bulb
1.01
-
-
1.8
-
mutant P488A
8
-
mutant L487A/P488A
24.8
-
mutant L487A
3.8
-
wild-type enzyme
3.39
-
pH 6.5, 85°C
0.34
-
pH 8.0, 30°C

Ki Value (7 results)

COMMENTARY
EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
LITERATURE
pH 7.8, 35°C, competitive inhibition with respect to 2-oxoglutarate
5
-
pH 7.8, 35°C, noncompetitive inhibition with respect to delta-aminovalerate
16
-
forward reaction with 4-aminobutanoate and pyruvate, pH 9.0, 30°C
0.55
-
-
1.1
-
pH 6.5, 37°C
0.0135
-

References & Links

Links to other databases for beta-Alanine

ChEBI
PubChem
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PubChem