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
-
2.6.1.18
-
vibrio
-
fluvialis
-
ketone
-
synthesis
-
transamination
-
acetophenone
-
enantiomeric
-
alpha-methylbenzylamine
-
enantiomerically
-
thuringiensis
-
uracil
-
s-specific
-
transaminases
-
2-butanone
-
r-amine
-
biotechnology
- 2.6.1.18
-
vibrio
- fluvialis
- ketone
- synthesis
-
transamination
- acetophenone
-
enantiomeric
- alpha-methylbenzylamine
-
enantiomerically
- thuringiensis
- uracil
-
s-specific
- transaminases
- 2-butanone
-
r-amine
- biotechnology
Reaction
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
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Substrates Products
Substrates Products on EC 2.6.1.18 - beta-alanine-pyruvate transaminase
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REACTION DIAGRAM
(R,S)-2-aminoheptane + pyruvate
2-oxoheptane + alanine
9.1% of activity with L-beta-amino-n-butyric acid
-
-
?
(R,S)-sec-butylamine + pyruvate
? + alanine
7.3% of activity with L-beta-amino-n-butyric acid
-
-
?
(S)-1-phenylethylamine + 3-oxopropanoate
acetophenone + beta-alanine
-
-
-
-
r
1-hydroxy-3-methylbutan-2-one + L-alanine
(2R)-2-amino-3-methylbutan-1-ol + pyruvate
-
-
aqueous medium, 99% conversion, 99% ee
-
?
1-phenylethanamine + 2-oxobutyrate
acetophenone + D-homoalanine
-
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 + propanal
?
-
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
-
-
?
2-oxobutyrate + benzylamine
L-homoalanine + benzaldehyde
-
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
-
-
-
-
r
2-oxoglutarate + rac-beta-phenylalanine
L-glutamate + 3-oxo-phenylpropanoate
-
-
-
-
r
3-amino-3-(3,4-dimethoxyphenyl)propanoate + pyruvate
3-oxo-3-(3,4-dimethoxyphenyl)propanoate + L-alanine
3-amino-3-(4-fluorophenyl)propanoate + pyruvate
3-oxo-3-(4-fluorophenyl)propanoate + L-alanine
3-amino-5-methylhexanoate + ethyl 2-oxopropanoate
3-oxo-5-methylhexanoate + ethyl 2-aminopropanoate
3-amino-5-methylhexanoate + pyruvate
3-oxo-5-methylhexanoate + L-alanine
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
-
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
-
-
-
?
4-phenyl-2-butanone + isopropylamine
3-amino-1-phenylbutane + acetone
-
-
-
-
ir
5-aminopentanoate + glyceraldehyde
5-oxopentanoate + 1-amino-2,3-dihydroxypropane
-
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
-
62.5% of the activity with amine donor 8-aminooctanoate
-
-
?
6-aminohexanol + propionaldehyde
6-oxohexanol + 1-aminopropane
-
70% of the activity with amine donor 8-aminooctanoate
-
-
?
7-aminoheptanoate + glyceraldehyde
7-oxoheptanoate + 1-amino-2,3-dihydroxypropane
-
68.9% of the activity with amine donor 8-aminooctanoate
-
-
?
8-aminooctanoate + glyceraldehyde
8-oxooctanoate + 1-amino-2,3-dihydroxypropane
-
-
-
-
?
beta-alanine + 2-oxohexanoate
malonic semialdehyde + L-norleucine
-
at 6% of the activity with pyruvate
-
?
beta-alanine + 2-oxoisohexanoate
malonic semialdehyde + L-isoleucine
-
at 4% of the activity with pyruvate
-
?
beta-alanine + acetoacetate
malonic semialdehyde + 3-aminobutanoate
-
at 4% of the activity with pyruvate
-
?
beta-alanine + glyoxylic acid
malonic semialdehyde + glycine
-
at 17% of the activity with pyruvate
-
?
beta-alanine + propionaldehyde
malonic semialdehyde + 1-aminopropane
-
beta-alanine, 54% of the activity with amine donor 8-aminooctanoate, propionaldehyde, 68.3% of the activity with amine acceptor butanaldehyde
-
-
?
butyraldehyde + (S)-alpha-methylbenzylamine
? + acetophenone
118% of activity with pyruvate
-
-
?
cadaverine + propionaldehyde
? + 1-aminopropane
-
86.2% of the activity with amine donor 8-aminooctanoate
-
-
?
DL-aminoisobutanoate + propionaldehyde
oxoisobutanoate + 1-aminopropane
-
62.2% of the activity with amine donor 8-aminooctanoate
-
-
?
ethyl benzoylacetate + o-xylylenediamine
beta-phenylalanine ethyl ester + ?
-
-
-
-
?
glyoxylate + (S)-alpha-methylbenzylamine
glycine + acetophenone
13% of activity with pyruvate
-
-
?
L-beta-amino-n-butyric acid + pyruvate
3-oxobutyrate + alanine
high activity, highly stereoselective enzyme
-
-
?
L-beta-homoleucine + pyruvate
5-methyl-3-oxohexanoate + alanine
2.6% of activity with L-beta-amino-n-butyric acid
-
-
?
L-beta-leucine + pyruvate
4-methyl-3-oxopentanoate + alanine
4.3% of activity with L-beta-amino-n-butyric acid
-
-
?
propion aldehyde + (S)-alpha-methylbenzylamine
? + acetophenone
105% of activity with pyruvate
-
-
?
pyruvate + (R,S)-1-benzylpyrrolidin-3-amine
L-alanine + (3R)-1-benzylpyrrolidin-3-amine + 1-benzylpyrrolidin-3-one
pyruvate + (R,S)-phenyl 3-aminopyrrolidine-1-carboxylate
L-alanine + phenyl (3R)-3-aminopyrrolidine-1-carboxylate + phenyl 3-oxopyrrolidine-1-carboxylate
pyruvate + (R,S)-pyrrolidin-3-amine
L-alanine + (3R)-pyrrolidin-3-amine + pyrrolidin-3-one
pyruvate + (R,S)-tert-butyl 3-aminopiperidine-1-carboxylate
L-alanine + tert-butyl (3R)-3-aminopiperidine-1-carboxylate + tert-butyl 3-oxopiperidine-1-carboxylate
pyruvate + (R,S)-tert-butyl 3-aminopyrrolidine-1-carboxylate
L-alanine + tert-butyl (3R)-3-aminopyrrolidine-1-carboxylate + tert-butyl 3-oxopyrrolidine-1-carboxylate
pyruvate + 2-aminoethylphosphonic acid
L-alanine + 2-oxoethylphosphonic acid
-
at 28% of the activity with beta-alanine
-
?
pyruvate + 2-aminoisobutanoate
L-alanine + 2-oxo-3-methylpropanoate
-
at 4% of the activity with beta-alanine
-
?
pyruvate + 5-aminopentanoate
L-alanine + 5-oxopentanoate
-
at 17% of the activity with beta-alanine
-
?
pyruvate + beta-phenylalanine
L-alanine + 3-oxo-phenylpropanoate
-
-
-
-
r
pyruvate + DL-3-aminoisobutanoate
L-alanine + 3-oxoisobutanoate
-
at 160% of the activity with beta-alanine
-
?
pyruvate + glycine
L-alanine + glyoxylate
-
at 15% of the activity with beta-alanine
-
?
pyruvate + L-2,4-diaminobutanoate
L-alanine + ?
-
at 4% of the activity with beta-alanine
-
-
?
pyruvate + L-lysine
L-alanine + ?
-
at 7% of the activity with beta-alanine
-
-
?
pyruvate + L-ornithine
L-alanine + ?
-
at 1% of the activity with beta-alanine
-
-
?
pyruvate + propylamine
L-alanine + propanal
-
at 37% of the activity with beta-alanine
-
?
pyruvate + taurine
L-alanine + 2-oxoethanesulfonic acid
-
at 8% of the activity with beta-alanine
-
?
pyruvic aldehyde + (S)-alpha-methylbenzylamine
? + acetophenone
5% of activity with pyruvate
-
-
?
rac-beta-phenylalanine + pyruvate
3-oxo-3-phenylpropanoate + L-alanine
-
-
-
?
3-methyl-2-oxobutane + alanine
7.5% of activity with L-beta-amino-n-butyric acid
-
-
?
(R,S)-1,2-dimethylpropylamine + pyruvate
3-methyl-2-oxobutane + alanine
7.5% of activity with L-beta-amino-n-butyric acid
-
-
?
6-methyl-2-oxoheptane + alanine
8.3% of activity with L-beta-amino-n-butyric acid
-
-
?
(R,S)-1,5-dimethylhexylamine + pyruvate
6-methyl-2-oxoheptane + alanine
8.3% of activity with L-beta-amino-n-butyric acid
-
-
?
acetophenone + alanine
14% of activity with L-beta-amino-n-butyric acid
-
-
?
(S)-alpha-methylbenzylamine + pyruvate
acetophenone + alanine
-
-
-
-
?
acetophenone + L-alanine
-
-
-
-
?
(S)-alpha-methylbenzylamine + pyruvate
acetophenone + L-alanine
-
-
-
-
?
10-aminodecanaldehyde + 1-aminopropane
-
97.2% of the activity with amine donor 8-aminooctanoate
-
-
?
1,10-decanediamine + propionaldehyde
10-aminodecanaldehyde + 1-aminopropane
-
97.2% of the activity with amine donor 8-aminooctanoate
-
-
?
? + 1-aminopropane
-
55.5% of the activity with amine donor 8-aminooctanoate
-
-
?
1,6-hexamethylenediamine + propionaldehyde
? + 1-aminopropane
-
55.5% of the activity with amine donor 8-aminooctanoate
-
-
?
(2S)-2-amino-3-methylbutan-1-ol + pyruvate
-
-
aqueous medium, 99% conversion, 99% ee
-
?
1-hydroxy-3-methylbutan-2-one + L-alanine
(2S)-2-amino-3-methylbutan-1-ol + pyruvate
-
-
aqueous medium, 99% conversion, 99% ee
-
?
acetophenone + alanine
-
relative activity toward pyruvate: 100%
-
-
?
1-phenylethanamine + pyruvate
acetophenone + alanine
-
relative activity toward pyruvate: 100%
-
-
?
12-oxododecanoate + 1-aminopropane
-
-
-
-
?
12-aminododecanoate + propionaldehyde
12-oxododecanoate + 1-aminopropane
-
-
-
-
?
3-oxo-3-(3,4-dimethoxyphenyl)propanoate + L-alanine
about 95% of the amine donor activity of 4-amino-4-(4-methylphenyl)butanoic acid
-
-
?
3-amino-3-(3,4-dimethoxyphenyl)propanoate + pyruvate
3-oxo-3-(3,4-dimethoxyphenyl)propanoate + L-alanine
about 95% of the amine donor activity of 4-amino-4-(4-methylphenyl)butanoic acid
-
-
?
3-oxo-3-(4-fluorophenyl)propanoate + L-alanine
about 80% of the amine donor activity of 4-amino-4-(4-methylphenyl)butanoic acid
-
-
?
3-amino-3-(4-fluorophenyl)propanoate + pyruvate
3-oxo-3-(4-fluorophenyl)propanoate + L-alanine
about 80% of the amine donor activity of 4-amino-4-(4-methylphenyl)butanoic acid
-
-
?
3-oxo-5-methylhexanoate + 2-aminohexanoate
-
about 65% of the amine acceptor activity of pyruvate
-
?
3-amino-5-methylhexanoate + 2-oxohexanoate
3-oxo-5-methylhexanoate + 2-aminohexanoate
-
about 65% of the amine acceptor activity of pyruvate
-
?
3-oxo-5-methylhexanoate + ethyl 2-aminopropanoate
-
about 70% of the amine acceptor activity of pyruvate
-
?
3-amino-5-methylhexanoate + ethyl 2-oxopropanoate
3-oxo-5-methylhexanoate + ethyl 2-aminopropanoate
-
about 70% of the amine acceptor activity of pyruvate
-
?
4-oxobutanoate + 1-aminobutane
-
4-aminobutanoate, 91% of the activity with amine donor 8-aminooctanoate
-
-
?
4-aminobutanoate + butanaldehyde
4-oxobutanoate + 1-aminobutane
-
4-aminobutanoate, 91% of the activity with amine donor 8-aminooctanoate
-
-
?
malonic semialdehyde + 2-aminobutanoate
-
2-oxo-n-butyric acid
-
?
beta-alanine + 2-oxobutanoate
malonic semialdehyde + 2-aminobutanoate
-
at 64% of the activity with pyruvate
-
?
beta-alanine + 2-oxobutanoate
malonic semialdehyde + 2-aminobutanoate
-
2-oxo-n-butyric acid
-
?
beta-alanine + 2-oxobutanoate
malonic semialdehyde + 2-aminobutanoate
-
at 9% of the activity with pyruvate
-
?
malonic semialdehyde + L-valine
-
at 13% of the activity with pyruvate
-
?
beta-alanine + 2-oxoisopentanoate
malonic semialdehyde + L-valine
-
at 13% of the activity with pyruvate
-
?
malonic semialdehyde + L-norvaline
-
at 27% of the activity with pyruvate
-
?
beta-alanine + 2-oxopentanoate
malonic semialdehyde + L-norvaline
-
at 27% of the activity with pyruvate
-
?
malonic semialdehyde + L-aspartate
-
at 115% of the activity with pyruvate
-
?
beta-alanine + oxaloacetic acid
malonic semialdehyde + L-aspartate
-
at 115% of the activity with pyruvate
-
?
malonic semialdehyde + L-alanine
10% of activity with L-beta-amino-n-butyric acid
-
-
?
beta-alanine + pyruvate
malonic semialdehyde + L-alanine
10% of activity with L-beta-amino-n-butyric acid
-
-
?
beta-alanine + pyruvate
malonic semialdehyde + L-alanine
-
i.e. 3-aminopropanoate + 2-oxopropanoate
-
?
beta-alanine + pyruvate
malonic semialdehyde + L-alanine
-
i.e. 3-aminopropanoate + 2-oxopropanoate
-
?
beta-alanine + pyruvate
malonic semialdehyde + L-alanine
-
enzyme may be involved in pyrimidine base catabolism
-
-
?
beta-alanine + pyruvate
malonic semialdehyde + L-alanine
-
i.e. 3-aminopropanoate + 2-oxopropanoate
-
?
beta-alanine + pyruvate
malonic semialdehyde + L-alanine
-
-
-
-
?
beta-alanine + pyruvate
malonic semialdehyde + L-alanine
-
i.e. 3-aminopropanoate + 2-oxopropanoate
-
r
3-oxo-n-butyric acid + alanine
-
-
-
?
L-beta-amino-n-butyric acid + pyruvate
3-oxo-n-butyric acid + alanine
-
-
-
?
L-alanine + (3R)-1-benzylpyrrolidin-3-amine + 1-benzylpyrrolidin-3-one
-
50% conversion, 81% enantiomeric excess
-
-
?
pyruvate + (R,S)-1-benzylpyrrolidin-3-amine
L-alanine + (3R)-1-benzylpyrrolidin-3-amine + 1-benzylpyrrolidin-3-one
-
49% conversion, 77% enantiomeric excess
-
-
?
L-alanine + phenyl (3R)-3-aminopyrrolidine-1-carboxylate + phenyl 3-oxopyrrolidine-1-carboxylate
-
51% conversion, 99% enantiomeric excess
-
-
?
pyruvate + (R,S)-phenyl 3-aminopyrrolidine-1-carboxylate
L-alanine + phenyl (3R)-3-aminopyrrolidine-1-carboxylate + phenyl 3-oxopyrrolidine-1-carboxylate
-
50% conversion, 99% enantiomeric excess
-
-
?
L-alanine + (3R)-piperidin-3-amine + piperidin-3-one
-
55% conversion, 97% enantiomeric excess
-
-
?
pyruvate + (R,S)-piperidin-3-amine
L-alanine + (3R)-piperidin-3-amine + piperidin-3-one
-
55% conversion, 96% enantiomeric excess
-
-
?
L-alanine + (3R)-pyrrolidin-3-amine + pyrrolidin-3-one
-
52% conversion, 89% enantiomeric excess
-
-
?
pyruvate + (R,S)-pyrrolidin-3-amine
L-alanine + (3R)-pyrrolidin-3-amine + pyrrolidin-3-one
-
55% conversion, 86% enantiomeric excess
-
-
?
L-alanine + tert-butyl (3R)-3-aminopiperidine-1-carboxylate + tert-butyl 3-oxopiperidine-1-carboxylate
-
54% conversion, 72% enantiomeric excess
-
-
?
pyruvate + (R,S)-tert-butyl 3-aminopiperidine-1-carboxylate
L-alanine + tert-butyl (3R)-3-aminopiperidine-1-carboxylate + tert-butyl 3-oxopiperidine-1-carboxylate
-
54% conversion, 76% enantiomeric excess
-
-
?
L-alanine + tert-butyl (3R)-3-aminopyrrolidine-1-carboxylate + tert-butyl 3-oxopyrrolidine-1-carboxylate
-
50% conversion, 98% enantiomeric excess
-
-
?
pyruvate + (R,S)-tert-butyl 3-aminopyrrolidine-1-carboxylate
L-alanine + tert-butyl (3R)-3-aminopyrrolidine-1-carboxylate + tert-butyl 3-oxopyrrolidine-1-carboxylate
-
50% conversion, 90% enantiomeric excess
-
-
?
L-alanine + succinic semialdehyde
-
at 43% of the activity with beta-alanine
-
?
pyruvate + 4-aminobutanoate
L-alanine + succinic semialdehyde
-
at 118% of the activity with beta-alanine
-
?
L-alanine + 6-oxohexanoate
-
at 9% of the activity with beta-alanine
-
?
pyruvate + 6-aminohexanoate
L-alanine + 6-oxohexanoate
-
at 134% of the activity with beta-alanine
-
?
?
-
substrate specificity, (R,S)-alpha-ethylbenzylamine, L-beta-homoisoleucin, L-3-amino-3-phenylpropanoic acid, (R,S)-1,2-dimethylbutylamine, oxalacetate, alpha-ketoglutarate, and ethylacetoacetate are no substrates
-
-
?
additional information
?
-
-
substrate specificity, (R,S)-alpha-ethylbenzylamine, L-beta-homoisoleucin, L-3-amino-3-phenylpropanoic acid, (R,S)-1,2-dimethylbutylamine, oxalacetate, alpha-ketoglutarate, and ethylacetoacetate are no substrates
-
-
?
additional information
?
-
substrate specificity, (R,S)-alpha-ethylbenzylamine, L-beta-homoisoleucin, L-3-amino-3-phenylpropanoic acid, (R,S)-1,2-dimethylbutylamine, oxalacetate, alpha-ketoglutarate, and ethylacetoacetate are no substrates
-
-
?
additional information
?
-
-
D-methylbenzylamine is not accepted as an amine donor
-
-
?
additional information
?
-
-
D-methylbenzylamine is not accepted as an amine donor
-
-
?
additional information
?
-
-
enzyme is active with a broad substrate range which includes alpha-, beta- and omega-amino acids, as well as alpha,omega-diamines and a number of other industrially relevant compounds
-
-
?
additional information
?
-
-
enzyme is active with a broad substrate range which includes alpha-, beta- and omega-amino acids, as well as alpha,omega-diamines and a number of other industrially relevant compounds
-
-
?
additional information
?
-
enzyme has activity towards abroad range of substrates including amines, beta- and gamma-amino acids
-
-
?
additional information
?
-
enzyme has activity towards abroad range of substrates including amines, beta- and gamma-amino acids
-
-
?
additional information
?
-
-
development of beta-phenylalanine ester synthesis method from stable beta-keto ester substrate using engineered omega-transaminase. The omega-transaminase mutants 3FCR_4M and ATA117 11Rd show great potential for further engineering experiments aiming at the synthesis of chiral (S)- and (R)-phenylalanine esters. This alternative approach results in the conversion of 32% and 13% for the (S)- and (R)-enantiomer, respectively. Furthermore, the (S)-phenylalanine ethyl ester is isolated by performing a semi-preparative synthesis
-
-
-