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Information on EC 2.6.1.37 - 2-aminoethylphosphonate-pyruvate transaminase for references in articles please use BRENDA:EC2.6.1.37
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EC Tree
IUBMB Comments A pyridoxal-phosphate protein. 2-Aminoethylarsonate can replace 2-aminoethylphosphonate as a substrate.
The enzyme appears in viruses and cellular organisms
Synonyms
(2-aminoethyl)phosphonate aminotransferase, (2-aminoethyl)phosphonate transaminase, (2-aminoethyl)phosphonic acid aminotransferase, 2-aminoethylphosphonate aminotransferase, 2-aminoethylphosphonate-pyruvate aminotransferase, aminotransferase, (2-aminoethyl)phosphonate,
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(2-aminoethyl)phosphonate aminotransferase
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(2-aminoethyl)phosphonate transaminase
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(2-aminoethyl)phosphonic acid aminotransferase
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2-aminoethylphosphonate aminotransferase
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2-aminoethylphosphonate-pyruvate aminotransferase
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aminotransferase, (2-aminoethyl)phosphonate
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(2-aminoethyl)phosphonate + pyruvate = 2-phosphonoacetaldehyde + L-alanine
(2-aminoethyl)phosphonate + pyruvate = 2-phosphonoacetaldehyde + L-alanine
ping-pong bi-bi mechanism
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(2-aminoethyl)phosphonate + pyruvate = 2-phosphonoacetaldehyde + L-alanine
stereochemistry, 2-aminoethylphosphonate-pyruvate transaminase catalyses the abstraction of the pro-S hydrogen atom at the prochiral C2 carbon of 2-aminoethylphosphonate
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(2-aminoethyl)phosphonate + pyruvate = 2-phosphonoacetaldehyde + L-alanine
bi-bi ping-pong mechanism
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(2-aminoethyl)phosphonate + pyruvate = 2-phosphonoacetaldehyde + L-alanine
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amino group transfer
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(2-aminoethyl)phosphonate:pyruvate aminotransferase
A pyridoxal-phosphate protein. 2-Aminoethylarsonate can replace 2-aminoethylphosphonate as a substrate.
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(2-aminoethyl)phosphonate + pyruvate
2-phosphonoacetaldehyde + L-alanine
2-aminoethylarsonic acid + pyruvate
alanine + 2-arsonoacetaldehyde
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2-phosphonoacetaldehyde + D-alanine
(2-aminoethyl)phosphonate + pyruvate
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L-alanine is preferred but not absolutely required
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alpha-ketoglutarate + L-alanine
L-glutamate + pyruvate
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0.25% of the kcat observed with 2-phosphonoacetaldehyde
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(2-aminoethyl)phosphonate + pyruvate
2-phosphonoacetaldehyde + L-alanine
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(2-aminoethyl)phosphonate + pyruvate
2-phosphonoacetaldehyde + L-alanine
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(2-aminoethyl)phosphonate + pyruvate
2-phosphonoacetaldehyde + L-alanine
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(2-aminoethyl)phosphonate + pyruvate
2-phosphonoacetaldehyde + L-alanine
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highly specific for pyruvate and (2-aminoethyl)phosphonate, no activity with D-penicillamine, N-ethylmaleimide, iodoacetamide, 3-aminopropylphosphonate and taurine
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(2-aminoethyl)phosphonate + pyruvate
2-phosphonoacetaldehyde + L-alanine
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trivial name ciliatine
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(2-aminoethyl)phosphonate + pyruvate
2-phosphonoacetaldehyde + L-alanine
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highly specific for (2-aminoethyl)phosphonate, no activity with oxaloacetate as NH3 donor
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r
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(2-aminoethyl)phosphonate + pyruvate
2-phosphonoacetaldehyde + L-alanine
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pyridoxal 5'-phosphate
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a pyridoxal phosphate protein, 4 mol of pyridoxal phosphate per mol of enzyme
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4-aminobutyrate
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inhibitor/substrate ratio = 3, 8% inhibition
acetate
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inhibitor/substrate ratio = 3, 20% inhibition
Aminomethylphosphonate
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inhibitor/substrate ratio = 3, 50% inhibition
Aminomethylsulfonate
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inhibitor/substrate ratio = 3, 20% inhibition
Aminooxyacetate
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1 mM, 100% inhibition
beta-Alanine
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inhibitor/substrate ratio = 3, 20% inhibition
D-cycloserine
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1 mM, 40% inhibition
DL-1-Aminobutylphosphonate
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inhibitor/substrate ratio = 3, 22% inhibition
DL-1-Aminoethylphosphonate
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weak inhibition
DL-1-Aminopentylphosphonate
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inhibitor/substrate ratio = 3, 22% inhibition
DL-1-Aminopropylphosphonate
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weak inhibition
ethylphosphonate
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inhibitor/substrate ratio = 3, 94% inhibition
ethylsulfonate
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inhibitor/substrate ratio = 3, 12% inhibition
HgCl2
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1 mM, 100% inhibition
hydroxylamine
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1 mM, 50% inhibition
L-cysteine
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10 mM, 35% inhibition
methylphosphonate
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inhibitor/substrate ratio = 3, 90% inhibition
phenylhydrazine
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1 mM, 20% inhibition
Propylphosphonate
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inhibitor/substrate ratio = 3, 65% inhibition
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1.11
(2-aminoethyl)phosphonate
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pH 8.5, 25°C, synthesis of 2-phosphonoacetaldehyde
4
2-Aminoethylarsonic acid
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pH 8.5, 30°C
3.85 - 26
2-aminoethylphosphonate
0.009 - 2.9
2-phosphonoacetaldehyde
3.85
2-aminoethylphosphonate
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pH 8.5, 30°C
26
2-aminoethylphosphonate
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pH 8.5, 25°C, R340A mutant enzyme
0.009
2-phosphonoacetaldehyde
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pH 8.5, 25°C, synthesis of (2-aminoethyl)phosphonate
0.19
2-phosphonoacetaldehyde
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pH 8.5, 25°C, R340A mutant enzyme
2.9
2-phosphonoacetaldehyde
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pH 8.5, 25°C, R340K mutant enzyme
2.8
D-alanine
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pH 8.5, 25°C, R340K mutant enzyme
3.7
D-alanine
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pH 8.5, 25°C, R340A mutant enzyme
11
D-alanine
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pH 8.5, 25°C
1.4
L-alanine
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pH 8.5, 25°C, synthesis of (2-aminoethyl)phosphonate
20
L-alanine
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pH 8.5, 25°C, R340K mutant enzyme
140
L-alanine
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pH 8.5, 25°C, R340A mutant enzyme
0.15
pyruvate
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pH 8.5, 25°C, synthesis of 2-phosphonoacetaldehyde
0.5
pyruvate
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pH 8.5, 25°C, R340K mutant enzyme
3.5
pyruvate
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pH 8.5, 30°C
6.1
pyruvate
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pH 8.5, 25°C, R340A mutant enzyme
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0.02 - 7.4
(2-aminoethyl)phosphonate
0.02 - 9.3
2-phosphonoacetaldehyde
0.04
D-alanine
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pH 8.5, 25°C, synthesis of (2-aminoethyl)phosphonate
9.3
L-alanine
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pH 8.5, 25°C, synthesis of (2-aminoethyl)phosphonate
0.02
(2-aminoethyl)phosphonate
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pH 8.5, 25°C, synthesis of 2-phosphonoacetaldehyde, R340K and R340A mutant enzymes
7.4
(2-aminoethyl)phosphonate
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pH 8.5, 25°C, synthesis of 2-phosphonoacetaldehyde
0.02
2-phosphonoacetaldehyde
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pH 8.5, 25°C, synthesis of (2-aminoethyl)phosphonate, R340A mutant enzyme
0.6
2-phosphonoacetaldehyde
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pH 8.5, 25°C, synthesis of (2-aminoethyl)phosphonate, R340K mutant enzyme
9.3
2-phosphonoacetaldehyde
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pH 8.5, 25°C, synthesis of (2-aminoethyl)phosphonate
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3.85
Aminomethylphosphonate
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1.55
methylphosphonate
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2.8
Propylphosphonate
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6.5 - 9.5
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synthesis of 2-phosphonoacetaldehyde
7.5 - 8.5
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synthesis of (2-aminoethyl)phosphonate
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7.3 - 10.8
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approx. 20% of maximal activity at pH 7.3, approx. 60% of maximal activity at pH 10.8, no activity above pH 11.5
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30 - 65
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approx. 70% of maximal activity at 30°C, approx. 35% of maximal activity at 65°C
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brenda
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brenda
encoded by phnW gene
SwissProt
brenda
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brenda
serovar Thyphimurium
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brenda
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Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
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42000
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2 * 42000, SDS-PAGE
16500
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4 * 16500, SDS-PAGE
16500
4 * 16500, SDS-PAGE
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dimer
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2 * 42000, SDS-PAGE
tetramer
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4 * 16500, SDS-PAGE
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crystals of Se-Met containing 2-aminoethylphosphonate-pyruvate transaminase, hanging drop vapor diffusion at 4°C, enzyme solution containing 0.45 mM protein, 8 mM phosphate buffer, pH 7.5, 0.8 mM dithiothreitol and 20 mM phosphonacetaldehyde is equilibrated against a reservoir solution containing 200 mM ammonium acetate, 100 mM sodium citrate, pH 5.0, and 10-13% monomethyl polyethylene glycol 5000, yellow crystals appear within 2 weeks
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-20°C, several months, no loss of activity
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enzyme containing Se-Met
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poly(ethyleneimine), heat treatment, ammonium sulfate, DEAE-cellulose, hydroxyapatite, Ultrogel AcA
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recombinant enzyme, amonium sulfate, DEAE-cellulose
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expression in Escherichia coli
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La Nauze, J.M.; Rosenberg, H.
The identification of 2-phosphonoacetaldehyde as an intermediate in the degradation of 2-aminoethylphosphonate by Bacillus cereus
Biochim. Biophys. Acta
165
438-447
1968
Bacillus cereus
brenda
Dumora, C.; Lacoste, A.M.; Cassaigne, A.
Purification and properties of 2-aminoethylphosphonate:pyruvate aminotransferase from Pseudomonas aeruginosa
Eur. J. Biochem.
133
119-125
1983
Pseudomonas aeruginosa
brenda
Lacoste, A.M.; Dumora, C.; Balas, L.; Hammerschmidt, F.; Vercauteren, J.
Stereochemistry of the reaction catalysed by 2-aminoethylphosphonate aminotransferase. A 1H-NMR study
Eur. J. Biochem.
215
841-844
1993
Pseudomonas aeruginosa
brenda
Lacoste, A.M.; Dumora, C.; Ali, B.R.S.; Neuzil, E.; Dixon, H.B.F.
Utilization of 2-aminoethylarsonic acid in Pseudomonas aeruginosa
J. Gen. Microbiol.
138
1283-1287
1992
Pseudomonas aeruginosa
brenda
Kim, A.D.; Baker, A.S.; Dunaway-Mariano, D.; Metcalf, W.W.; Wanner, B.L.; Martin, B.M.
The 2-aminoethylphosphonate-specific transaminase of the 2-aminoethylphosphonate degradation pathway
J. Bacteriol.
184
4134-4140
2002
Pseudomonas aeruginosa (Q51573), Salmonella enterica
brenda
Chen, C.C.; Zhang, H.; Kim, A.D.; Howard, A.; Sheldrick, G.M.; Mariano-Dunaway, D.; Herzberg, O.
Degradation pathway of the phosphonate ciliatine: crystal structure of 2-aminoethylphosphonate transaminase
Biochemistry
41
13162-13169
2002
Salmonella enterica
brenda
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2.6.1.37 2-aminoethylphosphonate-pyruvate transaminase
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