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2.6.1.18: beta-alanine-pyruvate transaminase

This is an abbreviated version!
For detailed information about beta-alanine-pyruvate transaminase, go to the full flat file.

Word Map on EC 2.6.1.18

Reaction

L-alanine
+
3-oxopropanoate
=
pyruvate
+
beta-Alanine

Synonyms

3FCR_4M mutant, alanine:glyoxylate aminotransferase/beta-alanine:pyruvate aminotransferase, aminotransferase, beta-alanine-pyruvate, AptA, At3g08860, ATA117 11Rd mutant, beta-A:P TAm, beta-alanine-alpha-alanine transaminase, beta-alanine-pyruvate aminotransferase, beta-alanine-pyruvate aminotransferase 3, beta-alanine:pyruvate aminotransferase, beta-alanine:pyruvate transaminase, FG99_15380, More, omega-amino acid:pyruvate transaminase, omega-TA, omega-transaminase, omega-VpTA, PAO2, S-selective omega-TA, Sthe_0848

ECTree

     2 Transferases
         2.6 Transferring nitrogenous groups
             2.6.1 Transaminases
                2.6.1.18 beta-alanine-pyruvate transaminase

Substrates Products

Substrates Products on EC 2.6.1.18 - beta-alanine-pyruvate transaminase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(R,S)-1,2-dimethylpropylamine + pyruvate
3-methyl-2-oxobutane + alanine
show the reaction diagram
(R,S)-1,5-dimethylhexylamine + pyruvate
6-methyl-2-oxoheptane + alanine
show the reaction diagram
(R,S)-2-aminoheptane + pyruvate
2-oxoheptane + alanine
show the reaction diagram
9.1% of activity with L-beta-amino-n-butyric acid
-
-
?
(R,S)-sec-butylamine + pyruvate
? + alanine
show the reaction diagram
7.3% of activity with L-beta-amino-n-butyric acid
-
-
?
(S)-1-phenylethylamine + 3-oxopropanoate
acetophenone + beta-alanine
show the reaction diagram
-
-
-
-
r
(S)-alpha-methylbenzylamine + pyruvate
acetophenone + alanine
show the reaction diagram
(S)-alpha-methylbenzylamine + pyruvate
acetophenone + L-alanine
show the reaction diagram
1,10-decanediamine + propionaldehyde
10-aminodecanaldehyde + 1-aminopropane
show the reaction diagram
1,6-hexamethylenediamine + propionaldehyde
? + 1-aminopropane
show the reaction diagram
1-hydroxy-3-methylbutan-2-one + L-alanine
(2R)-2-amino-3-methylbutan-1-ol + pyruvate
show the reaction diagram
-
-
aqueous medium, 99% conversion, 99% ee
-
?
1-hydroxy-3-methylbutan-2-one + L-alanine
(2S)-2-amino-3-methylbutan-1-ol + pyruvate
show the reaction diagram
1-phenylethanamine + 2-oxobutyrate
acetophenone + D-homoalanine
show the reaction diagram
-
enantioselectivity of the omega-TA from Aspergillus terreus is opposite to that from Ochrobactrum anthropi, D-homoalanine of more than 99% enantiomeric excess is formed in this coupled reaction
-
-
?
1-phenylethanamine + 2-oxobutyrate
acetophenone + L-homoalanine
show the reaction diagram
-
-
-
-
?
1-phenylethanamine + propanal
?
show the reaction diagram
-
94% relative activity toward propanal compared to pyruvate. Propanal is an inefficient amino acceptor for the kinetic resolution: Enantiomeric excess of (R)-alpha-methylbenzylamine reaches more than 99% with pyruvate at 3 h, whereas enantiomeric excess is only 57% with propanal even after the reaction for 24 h
-
-
?
1-phenylethanamine + pyruvate
acetophenone + alanine
show the reaction diagram
1-phenylethylamine + pyruvate
acetophenone + L-alanine
show the reaction diagram
-
-
-
-
r
12-aminododecanoate + propionaldehyde
12-oxododecanoate + 1-aminopropane
show the reaction diagram
2-butanone + L-alanine
2-aminobutane + pyruvate
show the reaction diagram
-
-
-
-
?
2-oxobutyrate + benzylamine
L-homoalanine + benzaldehyde
show the reaction diagram
-
enzyme inhibition by benzaldehyde is the major hurdle in carrying out the omega-TA reaction efficiently. To overcome the product inhibition, a biphasic reaction system in which an organic solvent is employed to extract the inhibitory benzaldehyde from an aqueous system is used
-
-
?
2-oxoglutarate + (S)-beta-phenylalanine
L-glutamate + 3-oxo-phenylpropanoate
show the reaction diagram
-
-
-
-
r
2-oxoglutarate + rac-beta-phenylalanine
L-glutamate + 3-oxo-phenylpropanoate
show the reaction diagram
-
-
-
-
r
3-amino-3-(3,4-dimethoxyphenyl)propanoate + pyruvate
3-oxo-3-(3,4-dimethoxyphenyl)propanoate + L-alanine
show the reaction diagram
3-amino-3-(4-fluorophenyl)propanoate + pyruvate
3-oxo-3-(4-fluorophenyl)propanoate + L-alanine
show the reaction diagram
3-amino-5-methylhexanoate + 2-oxohexanoate
3-oxo-5-methylhexanoate + 2-aminohexanoate
show the reaction diagram
3-amino-5-methylhexanoate + ethyl 2-oxopropanoate
3-oxo-5-methylhexanoate + ethyl 2-aminopropanoate
show the reaction diagram
3-amino-5-methylhexanoate + pyruvate
3-oxo-5-methylhexanoate + L-alanine
show the reaction diagram
about 85% of the amine donor activity of 4-amino-4-(4-methylphenyl)butanoic acid
-
-
?
3-fluoropyruvate + (1S)-1-phenyl-ethanamine
(R)-3-fluoroalanine + acetophenone
show the reaction diagram
-
to overcome the product inhibition by acetophenone, a biphasic reaction is used
-
-
?
4-amino-4-(4-methylphenyl)butanoic acid + pyruvate
4-oxo-4-(4-methylphenyl)butanoate + L-alanine
show the reaction diagram
-
-
-
?
4-aminobutanoate + butanaldehyde
4-oxobutanoate + 1-aminobutane
show the reaction diagram
4-phenyl-2-butanone + isopropylamine
3-amino-1-phenylbutane + acetone
show the reaction diagram
-
-
-
-
ir
5-aminopentanoate + glyceraldehyde
5-oxopentanoate + 1-amino-2,3-dihydroxypropane
show the reaction diagram
-
5-aminopentanoate, 52.7% of the activity with amine donor 8-aminooctanoate, glyceraldehyde , 34.1% of the activity with amine acceptor butanaldehyde
-
-
?
6-aminohexanoate + glyceraldehyde
6-oxohexanoate + 1-amino-2,3-dihydroxypropane
show the reaction diagram
-
62.5% of the activity with amine donor 8-aminooctanoate
-
-
?
6-aminohexanol + propionaldehyde
6-oxohexanol + 1-aminopropane
show the reaction diagram
-
70% of the activity with amine donor 8-aminooctanoate
-
-
?
7-aminoheptanoate + glyceraldehyde
7-oxoheptanoate + 1-amino-2,3-dihydroxypropane
show the reaction diagram
-
68.9% of the activity with amine donor 8-aminooctanoate
-
-
?
8-aminooctanoate + glyceraldehyde
8-oxooctanoate + 1-amino-2,3-dihydroxypropane
show the reaction diagram
-
-
-
-
?
beta-alanine + 2-oxobutanoate
malonic semialdehyde + 2-aminobutanoate
show the reaction diagram
beta-alanine + 2-oxohexanoate
malonic semialdehyde + L-norleucine
show the reaction diagram
-
at 6% of the activity with pyruvate
-
?
beta-alanine + 2-oxoisohexanoate
malonic semialdehyde + L-isoleucine
show the reaction diagram
-
at 4% of the activity with pyruvate
-
?
beta-alanine + 2-oxoisopentanoate
malonic semialdehyde + L-valine
show the reaction diagram
beta-alanine + 2-oxopentanoate
malonic semialdehyde + L-norvaline
show the reaction diagram
beta-alanine + acetoacetate
malonic semialdehyde + 3-aminobutanoate
show the reaction diagram
-
at 4% of the activity with pyruvate
-
?
beta-alanine + glyoxylic acid
malonic semialdehyde + glycine
show the reaction diagram
-
at 17% of the activity with pyruvate
-
?
beta-alanine + oxaloacetic acid
malonic semialdehyde + L-aspartate
show the reaction diagram
beta-alanine + propionaldehyde
malonic semialdehyde + 1-aminopropane
show the reaction diagram
-
beta-alanine, 54% of the activity with amine donor 8-aminooctanoate, propionaldehyde, 68.3% of the activity with amine acceptor butanaldehyde
-
-
?
beta-alanine + pyruvate
malonic semialdehyde + L-alanine
show the reaction diagram
butyraldehyde + (S)-alpha-methylbenzylamine
? + acetophenone
show the reaction diagram
118% of activity with pyruvate
-
-
?
cadaverine + propionaldehyde
? + 1-aminopropane
show the reaction diagram
-
86.2% of the activity with amine donor 8-aminooctanoate
-
-
?
DL-aminoisobutanoate + propionaldehyde
oxoisobutanoate + 1-aminopropane
show the reaction diagram
-
62.2% of the activity with amine donor 8-aminooctanoate
-
-
?
ethyl benzoylacetate + o-xylylenediamine
beta-phenylalanine ethyl ester + ?
show the reaction diagram
-
-
-
-
?
glyoxylate + (S)-alpha-methylbenzylamine
glycine + acetophenone
show the reaction diagram
13% of activity with pyruvate
-
-
?
isopropylamine + 3-oxopropanoate
acetone + beta-alanine
show the reaction diagram
-
-
-
-
r
L-alanine + 3-oxopropanoate
pyruvate + beta-alanine
show the reaction diagram
L-beta-amino-n-butyric acid + pyruvate
3-oxo-n-butyric acid + alanine
show the reaction diagram
L-beta-amino-n-butyric acid + pyruvate
3-oxobutyrate + alanine
show the reaction diagram
high activity, highly stereoselective enzyme
-
-
?
L-beta-homoleucine + pyruvate
5-methyl-3-oxohexanoate + alanine
show the reaction diagram
2.6% of activity with L-beta-amino-n-butyric acid
-
-
?
L-beta-leucine + pyruvate
4-methyl-3-oxopentanoate + alanine
show the reaction diagram
4.3% of activity with L-beta-amino-n-butyric acid
-
-
?
L-erythrulose + pyruvate
2-amino-1,3,4-butanetriol + ?
show the reaction diagram
propion aldehyde + (S)-alpha-methylbenzylamine
? + acetophenone
show the reaction diagram
105% of activity with pyruvate
-
-
?
pyruvate + (R,S)-1-benzylpyrrolidin-3-amine
L-alanine + (3R)-1-benzylpyrrolidin-3-amine + 1-benzylpyrrolidin-3-one
show the reaction diagram
pyruvate + (R,S)-phenyl 3-aminopyrrolidine-1-carboxylate
L-alanine + phenyl (3R)-3-aminopyrrolidine-1-carboxylate + phenyl 3-oxopyrrolidine-1-carboxylate
show the reaction diagram
pyruvate + (R,S)-piperidin-3-amine
L-alanine + (3R)-piperidin-3-amine + piperidin-3-one
show the reaction diagram
pyruvate + (R,S)-pyrrolidin-3-amine
L-alanine + (3R)-pyrrolidin-3-amine + pyrrolidin-3-one
show the reaction diagram
pyruvate + (R,S)-tert-butyl 3-aminopiperidine-1-carboxylate
L-alanine + tert-butyl (3R)-3-aminopiperidine-1-carboxylate + tert-butyl 3-oxopiperidine-1-carboxylate
show the reaction diagram
pyruvate + (R,S)-tert-butyl 3-aminopyrrolidine-1-carboxylate
L-alanine + tert-butyl (3R)-3-aminopyrrolidine-1-carboxylate + tert-butyl 3-oxopyrrolidine-1-carboxylate
show the reaction diagram
pyruvate + 2-aminoethylphosphonic acid
L-alanine + 2-oxoethylphosphonic acid
show the reaction diagram
-
at 28% of the activity with beta-alanine
-
?
pyruvate + 2-aminoisobutanoate
L-alanine + 2-oxo-3-methylpropanoate
show the reaction diagram
-
at 4% of the activity with beta-alanine
-
?
pyruvate + 4-aminobutanoate
L-alanine + succinic semialdehyde
show the reaction diagram
pyruvate + 5-aminopentanoate
L-alanine + 5-oxopentanoate
show the reaction diagram
-
at 17% of the activity with beta-alanine
-
?
pyruvate + 6-aminohexanoate
L-alanine + 6-oxohexanoate
show the reaction diagram
pyruvate + beta-alanine
L-alanine + 3-oxopropanoate
show the reaction diagram
-
-
-
-
r
pyruvate + beta-phenylalanine
L-alanine + 3-oxo-phenylpropanoate
show the reaction diagram
-
-
-
-
r
pyruvate + DL-3-aminoisobutanoate
L-alanine + 3-oxoisobutanoate
show the reaction diagram
-
at 160% of the activity with beta-alanine
-
?
pyruvate + glycine
L-alanine + glyoxylate
show the reaction diagram
-
at 15% of the activity with beta-alanine
-
?
pyruvate + L-2,4-diaminobutanoate
L-alanine + ?
show the reaction diagram
-
at 4% of the activity with beta-alanine
-
-
?
pyruvate + L-lysine
L-alanine + ?
show the reaction diagram
-
at 7% of the activity with beta-alanine
-
-
?
pyruvate + L-ornithine
L-alanine + ?
show the reaction diagram
-
at 1% of the activity with beta-alanine
-
-
?
pyruvate + propylamine
L-alanine + propanal
show the reaction diagram
-
at 37% of the activity with beta-alanine
-
?
pyruvate + taurine
L-alanine + 2-oxoethanesulfonic acid
show the reaction diagram
-
at 8% of the activity with beta-alanine
-
?
pyruvic aldehyde + (S)-alpha-methylbenzylamine
? + acetophenone
show the reaction diagram
5% of activity with pyruvate
-
-
?
rac-beta-phenylalanine + pyruvate
3-oxo-3-phenylpropanoate + L-alanine
show the reaction diagram
-
-
-
?
additional information
?
-