Information on EC 2.6.1.37 - 2-aminoethylphosphonate-pyruvate transaminase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.6.1.37
-
RECOMMENDED NAME
GeneOntology No.
2-aminoethylphosphonate-pyruvate transaminase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(2-aminoethyl)phosphonate + pyruvate = 2-phosphonoacetaldehyde + L-alanine
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
amino group transfer
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-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
2-aminoethylphosphonate degradation I
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2-aminoethylphosphonate degradation II
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Metabolic pathways
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Microbial metabolism in diverse environments
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Phosphonate and phosphinate metabolism
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SYSTEMATIC NAME
IUBMB Comments
(2-aminoethyl)phosphonate:pyruvate aminotransferase
A pyridoxal-phosphate protein. 2-Aminoethylarsonate can replace 2-aminoethylphosphonate as a substrate.
CAS REGISTRY NUMBER
COMMENTARY hide
37277-91-1
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
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Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2-aminoethyl)phosphonate + pyruvate
2-phosphonoacetaldehyde + L-alanine
show the reaction diagram
2-aminoethylarsonic acid + pyruvate
alanine + 2-arsonoacetaldehyde
show the reaction diagram
-
-
-
?
2-phosphonoacetaldehyde + D-alanine
(2-aminoethyl)phosphonate + pyruvate
show the reaction diagram
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L-alanine is preferred but not absolutely required
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?
alpha-ketoglutarate + L-alanine
L-glutamate + pyruvate
show the reaction diagram
-
0.25% of the kcat observed with 2-phosphonoacetaldehyde
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?
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(2-aminoethyl)phosphonate + pyruvate
2-phosphonoacetaldehyde + L-alanine
show the reaction diagram
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-
-
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
pyridoxal 5'-phosphate
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a pyridoxal phosphate protein, 4 mol of pyridoxal phosphate per mol of enzyme
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
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
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
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
2.8 - 11
D-alanine
1.4 - 140
L-alanine
0.15 - 6.1
pyruvate
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.02 - 7.4
(2-aminoethyl)phosphonate
0.02 - 9.3
2-phosphonoacetaldehyde
0.04
D-alanine
Salmonella enterica
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pH 8.5, 25°C, synthesis of (2-aminoethyl)phosphonate
9.3
L-alanine
Salmonella enterica
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pH 8.5, 25°C, synthesis of (2-aminoethyl)phosphonate
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3.85
Aminomethylphosphonate
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1
ethylphosphonate
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1.55
methylphosphonate
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2.8
Propylphosphonate
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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
8.4
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assay at
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25
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assay at
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30 - 65
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approx. 70% of maximal activity at 30°C, approx. 35% of maximal activity at 65°C
PDB
SCOP
CATH
ORGANISM
UNIPROT
Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
42000
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2 * 42000, SDS-PAGE
65000
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gel filtration
100000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
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2 * 42000, SDS-PAGE
tetramer
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4 * 16500, SDS-PAGE
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
70
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inactivation
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, several months, no loss of activity
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
D168A
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no activity
K194L
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no activity
K194R
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no activity
R340A
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partial activity
R340K
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partial activity
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