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Ligand L-2-aminobutanoate

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Basic Ligand Information

Molecular Structure
Picture of L-2-aminobutanoate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H9NO2
L-2-aminobutanoate
QWCKQJZIFLGMSD-VKHMYHEASA-N
Synonyms:
(2S)-2-aminobutanoic acid, (S)-2-aminobutanoate, (S)-2-aminobutyrate, (S)-2-aminobutyric acid, 2-L-aminobutyric acid, L-2-amino-n-butyric acid, L-2-aminobutanoic acid, L-2-aminobutyrate, L-2-aminobutyric acid, L-alpha-aminobutyrate, L-amino-n-butyric acid, L-aminobutanoate, L-aminobutyrate, L-aminobutyric acid, L-homoalanine
Pathway Source
Pathways
KEGG
Cysteine and methionine metabolism
MetaCyc
ophthalmate biosynthesis

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (56 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-2-amino-n-butyric acid + H2O + NAD+ = 2-oxobutanoate + NADH + NH3
show the reaction diagram
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L-2-aminobutyrate + H2O + NAD+ = 2-oxobutyrate + NADH + NH3
show the reaction diagram
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L-aminobutyric acid + H2O + O2 = 2-oxobutyrate + NH3 + H2O2
show the reaction diagram
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(S)-2-aminobutyric acid + pyruvate + NADH = N-[1-(R)-(carboxy)ethyl]-(S)-2-aminobutyric acid + NAD+
show the reaction diagram
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L-aminobutyric acid + glycine = ?
show the reaction diagram
5-L-glutamyl-4-nitroanilide + (S)-2-aminobutyrate = 4-nitroaniline + N-[(1S)-1-carboxypropyl]-L-glutamine
show the reaction diagram
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pyruvate + L-2-aminobutanoate = L-alanine + 2-oxobutanoate
show the reaction diagram
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2-oxosuccinamic acid + L-2-aminobutanoic acid = L-asparagine + 2-oxobutanoate
show the reaction diagram
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L-2-aminobutanoate + phenylpyruvate = L-phenylalanine + 2-oxobutanoate
show the reaction diagram
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(S)-2-aminobutyrate + pyruvate = ?
show the reaction diagram
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(S)-2-aminobutyrate + pyruvate = 2-oxobutanoate + L-alanine
show the reaction diagram
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L-2-aminobutyrate + glyoxylate = 2-oxobutanoate + glycine
show the reaction diagram
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L-2-Aminobutanoate = n-Propylamine + CO2
show the reaction diagram
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2-Oxobutanoate + L-2-aminobutanoate = ?
show the reaction diagram
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(S)-2-aminobutyric acid = (R)-2-aminobutyric acid
show the reaction diagram
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L-2-aminobutyrate = L-3-aminobutyrate
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (28 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-oxobutyrate + NH3 + NADH + H+ = L-2-aminobutyrate + H2O + NAD+
show the reaction diagram
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2-oxobutanoate + NH3 + NADH + H+ = L-2-aminobutanoate + H2O + NAD+
show the reaction diagram
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2-oxobutanoate + NH3 + NADH + H+ = L-2-aminobutanoate + H2O + NAD+
show the reaction diagram
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L-alpha-methyl-5-glutamyl-L-alpha-aminobutyrate + acceptor = L-alpha-methyl-5-glutamyl acceptor + L-2-aminobutyrate
show the reaction diagram
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pyridoxamine + 2-oxobutyrate = pyridoxal + (S)-2-aminobutyrate
show the reaction diagram
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L-alpha-aminobutyryl-Gly + H2O = L-alpha-aminobutyrate + Gly
show the reaction diagram
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N-benzoyl-L-aminobutyric acid + H2O = benzoate + L-aminobutyric acid
show the reaction diagram
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N-benzoyl-L-aminobutyric acid + H2O = benzoic acid + L-aminobutyric acid
show the reaction diagram
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L-methionine = methanethiol + (2S)-2-aminobutanoic acid
show the reaction diagram
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(R)-2-aminobutyric acid = (S)-2-aminobutyric acid
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (2 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (18 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
5 mM, 21% inhibition
-
weak, asparagine/pyruvate reaction
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beta-alanine as substrate
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competitive inhibitor
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caseinolytic activity
-
-
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substrate inhibition of mutant R179A, when only one other substrate is saturating
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3D Structure of Enzyme-Ligand-Complex (PDB) (855 results)

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EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (7 results)

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EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
9.6
-
pH 8.5, 82°C
104
-
pH 10.0, 21°C
104
-
-
25
-
half transamination reaction, pH 8.0, 90°C
23
-
wild-type and mutant enzyme, pH 8.0, 37°C

KM Value (71 results)

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EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
5
-
-
20
-
pyruvate and NADH as cosubstrates
28.8
-
cosubstrate 2-oxosuccinamate
30
-
with phenylpyruvate, pH 8.0, 30°C
2.4
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half transamination reaction, pH 8.0, 90°C

Ki Value (5 results)

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EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
4.7
-
pH 8.5, 82°C
0.58
-
-
0.4
-
pH 7.8, 37°C
28
-
pH 8.0, 25°C, aspartokinase III
8.3
-
pH 8.0, 30°C

References & Links

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Links to other databases for L-2-aminobutanoate

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ChEBI
PubChem
ChEBI
PubChem