Information on EC 2.6.1.21 - D-amino-acid transaminase

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY
2.6.1.21
-
RECOMMENDED NAME
GeneOntology No.
D-amino-acid transaminase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
D-alanine + 2-oxoglutarate = pyruvate + D-glutamate
show the reaction diagram
ping pong mechanism
-
D-alanine + 2-oxoglutarate = pyruvate + D-glutamate
show the reaction diagram
proposed reaction mechanism
-
D-alanine + 2-oxoglutarate = pyruvate + D-glutamate
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
amino group transfer
-
-
-
-
PATHWAY
KEGG Link
MetaCyc Link
Arginine and proline metabolism
-
D-Alanine metabolism
-
D-Arginine and D-ornithine metabolism
-
Lysine degradation
-
Metabolic pathways
-
Phenylalanine metabolism
-
SYSTEMATIC NAME
IUBMB Comments
D-alanine:2-oxoglutarate aminotransferase
A pyridoxal-phosphate protein. The enzyme from thermophilic Bacillus species acts on many D-amino acids with D-alanine and D-2-aminobutyrate as the best amino donors. It can similarly use any of several 2-oxo acids as amino acceptor, with 2-oxoglutarate and 2-oxobutyrate among the best. The enzyme from some other sources has a broader specificity [6].
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
aminotransferase, D-alanine
-
-
-
-
D-alanine aminotransferase
-
-
-
-
D-alanine transaminase
-
-
-
-
D-alanine:2-oxoglutarate aminotransferase
-
-
-
-
D-aspartate transaminase
-
-
-
-
D-aspartic aminotransferase
-
-
-
-
GibZea
-
-
CAS REGISTRY NUMBER
COMMENTARY
37277-85-3
-
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-(4-nitrophenyl)ethanone + D-alanine
(1R)-1-(4-nitrophenyl)ethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 1%
-
-
?
1-(4-nitrophenyl)ethanone + D-alanine
(1R)-1-(4-nitrophenyl)ethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 17%, enantiomeric excess: 99%
-
-
?
1-(4-nitrophenyl)ethanone + D-alanine
(1R)-1-(4-nitrophenyl)ethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 3%, enantiomeric excess: 99%
-
-
?
1-(4-nitrophenyl)ethanone + D-alanine
(1R)-1-(4-nitrophenyl)ethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 6%, enantiomeric excess: 99%
-
-
?
1-(4-nitrophenyl)ethanone + D-alanine
(1R)-1-(4-nitrophenyl)ethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 68%, enantiomeric excess: 99%
-
-
?
1-(4-nitrophenyl)ethanone + D-alanine
(1R)-1-(4-nitrophenyl)ethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 74%, enantiomeric excess: 99%
-
-
?
1-(4-nitrophenyl)ethanone + D-alanine
(1R)-1-(4-nitrophenyl)ethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 8%, enantiomeric excess: 99%
-
-
?
1-cyclohexylethanone + D-alanine
(1R)-1-cyclohexylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 1%
-
-
?
1-cyclohexylethanone + D-alanine
(1R)-1-cyclohexylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 16%, enantiomeric excess: 99%
-
-
?
1-cyclohexylethanone + D-alanine
(1R)-1-cyclohexylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 30%, enantiomeric excess: 99%
-
-
?
1-cyclohexylethanone + D-alanine
(1R)-1-cyclohexylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 53%, enantiomeric excess: 99%
-
-
?
1-cyclohexylethanone + D-alanine
(1R)-1-cyclohexylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 56%, enantiomeric excess: 99%
-
-
?
1-cyclohexylethanone + D-alanine
(1R)-1-cyclohexylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 59%, enantiomeric excess: 99%
-
-
?
1-cyclohexylethanone + D-alanine
(1R)-1-cyclohexylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 93%, enantiomeric excess: 99%
-
-
?
1-phenylethanone + D-alanine
(1R)-1-phenylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 1%
-
-
?
1-phenylethanone + D-alanine
(1R)-1-phenylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 3%, enantiomeric excess: 99%
-
-
?
1-phenylethanone + D-alanine
(1R)-1-phenylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 39%, enantiomeric excess: 99%
-
-
?
1-phenylethanone + D-alanine
(1R)-1-phenylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 4%, enantiomeric excess: 99%
-
-
?
1-phenylethanone + D-alanine
(1R)-1-phenylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 42%, enantiomeric excess: 99%
-
-
?
1-phenylethanone + D-alanine
(1R)-1-phenylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 87%, enantiomeric excess: 99%
-
-
?
1-phenylethanone + D-alanine
(1R)-1-phenylethanamine + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 99%, enantiomeric excess: 99%
-
-
?
4-(3-hydroxy-4-methoxyphenyl)butan-2-one + D-alanine
5-[(3R)-3-aminobutyl]-2-methoxyphenol + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 1%
-
-
?
4-(3-hydroxy-4-methoxyphenyl)butan-2-one + D-alanine
5-[(3R)-3-aminobutyl]-2-methoxyphenol + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 6%, enantiomeric excess: 99%
-
-
?
4-(3-hydroxy-4-methoxyphenyl)butan-2-one + D-alanine
5-[(3R)-3-aminobutyl]-2-methoxyphenol + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 77%, enantiomeric excess: 99%
-
-
?
4-(3-hydroxy-4-methoxyphenyl)butan-2-one + D-alanine
5-[(3R)-3-aminobutyl]-2-methoxyphenol + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 85%, enantiomeric excess: 99%
-
-
?
4-(3-hydroxy-4-methoxyphenyl)butan-2-one + D-alanine
5-[(3R)-3-aminobutyl]-2-methoxyphenol + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 94%, enantiomeric excess: 99%
-
-
?
4-(3-hydroxy-4-methoxyphenyl)butan-2-one + D-alanine
5-[(3R)-3-aminobutyl]-2-methoxyphenol + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 98%, enantiomeric excess: 99%
-
-
?
4-(3-hydroxy-4-methoxyphenyl)butan-2-one + D-alanine
5-[(3R)-3-aminobutyl]-2-methoxyphenol + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 99%, enantiomeric excess: 99%
-
-
?
4-(4-hydroxyphenyl)butan-2-one + D-alanine
4-[(3R)-3-aminobutyl]phenol + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 1%
-
-
?
4-(4-hydroxyphenyl)butan-2-one + D-alanine
4-[(3R)-3-aminobutyl]phenol + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 5%, enantiomeric excess: 99%
-
-
?
4-(4-hydroxyphenyl)butan-2-one + D-alanine
4-[(3R)-3-aminobutyl]phenol + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 71%, enantiomeric excess: 99%
-
-
?
4-(4-hydroxyphenyl)butan-2-one + D-alanine
4-[(3R)-3-aminobutyl]phenol + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 83%, enantiomeric excess: 99%
-
-
?
4-(4-hydroxyphenyl)butan-2-one + D-alanine
4-[(3R)-3-aminobutyl]phenol + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 99%, enantiomeric excess: 99%
-
-
?
4-(4-methoxyphenyl)butan-2-one + D-alanine
(2R)-2-amino-4-(4-methoxyphenyl)butane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 1%
-
-
?
4-(4-methoxyphenyl)butan-2-one + D-alanine
(2R)-2-amino-4-(4-methoxyphenyl)butane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 20%, enantiomeric excess: 99%
-
-
?
4-(4-methoxyphenyl)butan-2-one + D-alanine
(2R)-2-amino-4-(4-methoxyphenyl)butane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 7%, enantiomeric excess: 99%
-
-
?
4-(4-methoxyphenyl)butan-2-one + D-alanine
(2R)-2-amino-4-(4-methoxyphenyl)butane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 72%, enantiomeric excess: 99%
-
-
?
4-(4-methoxyphenyl)butan-2-one + D-alanine
(2R)-2-amino-4-(4-methoxyphenyl)butane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 92%, enantiomeric excess: 99%
-
-
?
4-(4-methoxyphenyl)butan-2-one + D-alanine
(2R)-2-amino-4-(4-methoxyphenyl)butane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 99%, enantiomeric excess: 99%
-
-
?
4-methylpentan-2-one + D-alanine
(2R)-2-amino-4-methylpentane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 32%, enantiomeric excess: 99%
-
-
?
4-methylpentan-2-one + D-alanine
(2R)-2-amino-4-methylpentane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 64%, enantiomeric excess: 99%
-
-
?
4-methylpentan-2-one + D-alanine
(2R)-2-amino-4-methylpentane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 68%, enantiomeric excess: 99%
-
-
?
4-methylpentan-2-one + D-alanine
(2R)-2-amino-4-methylpentane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 79%, enantiomeric excess: 99%
-
-
?
4-methylpentan-2-one + D-alanine
(2R)-2-amino-4-methylpentane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 9%, enantiomeric excess: 99%
-
-
?
4-methylpentan-2-one + D-alanine
(2R)-2-amino-4-methylpentane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 99%, enantiomeric excess: 99%
-
-
?
4-phenylbutan-2-one + D-alanine
(2R)-2-amino-4-phenylbutane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 1%
-
-
?
4-phenylbutan-2-one + D-alanine
(2R)-2-amino-4-phenylbutane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 32%, enantiomeric excess: 99%
-
-
?
4-phenylbutan-2-one + D-alanine
(2R)-2-amino-4-phenylbutane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 89%, enantiomeric excess: 99%
-
-
?
4-phenylbutan-2-one + D-alanine
(2R)-2-amino-4-phenylbutane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 9%, enantiomeric excess: 99%
-
-
?
4-phenylbutan-2-one + D-alanine
(2R)-2-amino-4-phenylbutane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 92%, enantiomeric excess: 99%
-
-
?
4-phenylbutan-2-one + D-alanine
(2R)-2-amino-4-phenylbutane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 99%, enantiomeric excess: 99%
-
-
?
beta-chloro-D-alanine
pyruvate + ammonia + Cl-
show the reaction diagram
-
loss in enzyme activity during beta-elimination
-
?
D-2-aminobutanoate + pyruvate
2-oxobutanoate + D-alanine
show the reaction diagram
-
-
-
r
D-2-aminobutanoate + pyruvate
2-oxobutanoate + D-alanine
show the reaction diagram
-
-
-
?
D-2-aminobutanoate + pyruvate
2-oxobutanoate + D-alanine
show the reaction diagram
-
-
-
?
D-alanine + 2-oxobutanoate
pyruvate + 2-aminobutanoate
show the reaction diagram
-
-
-
r
D-alanine + 2-oxoglutarate
pyruvate + D-glutamate
show the reaction diagram
-
-
-
r
D-alanine + 2-oxoglutarate
pyruvate + D-glutamate
show the reaction diagram
-
-
-
r
D-alanine + 2-oxoglutarate
pyruvate + D-glutamate
show the reaction diagram
-
-
-
r
D-alanine + 2-oxoglutarate
pyruvate + D-glutamate
show the reaction diagram
-
-
-
r
D-alanine + 2-oxoglutarate
pyruvate + D-glutamate
show the reaction diagram
-
very low activity with: D-histidine, D-phenylalanine, D-arginine and D-lysine, amino acceptors 2-oxoglutarate and pyruvate
-
-
D-alanine + 2-oxoglutarate
pyruvate + D-glutamate
show the reaction diagram
-
D-alanine formation is favoured
-
r
D-alanine + 2-oxoglutarate
pyruvate + D-glutamate
show the reaction diagram
-
function of the enzyme is probably the provision of D-amino acids for cell-wall synthesis
-
-
-
D-alanine + 2-oxoglutarate
pyruvate + D-glutamate
show the reaction diagram
-
-
-
r
D-alanine + 2-oxoisovalerate
pyruvate + D-valine
show the reaction diagram
-
-
-
?
D-alanine + pyruvate
pyruvate + D-alanine
show the reaction diagram
-
-
-
?
D-aminobutanoate + 2-oxoglutarate
oxobutanoate + D-glutamate
show the reaction diagram
-
-
-
?
D-aminobutanoate + 2-oxoglutarate
oxobutanoate + D-glutamate
show the reaction diagram
-
-
-
?
D-aminobutanoate + 2-oxoglutarate
oxobutanoate + D-glutamate
show the reaction diagram
-
97% of the activity with D-alanine
-
?
D-arginine + 2-oxoglutarate
? + D-glutamate
show the reaction diagram
-
6% of the activity with D-alanine
-
?
D-asparagine + 2-oxoglutarate
2-oxosuccinamate + D-glutamate
show the reaction diagram
-
-
-
?
D-asparagine + 2-oxoglutarate
2-oxosuccinamate + D-glutamate
show the reaction diagram
-
31% of the activity with D-alanine
-
?
D-asparagine + 2-oxoglutarate
2-oxosuccinamate + D-glutamate
show the reaction diagram
-
38% of activity with D-alanine
-
?
D-asparagine + pyruvate
2-oxosuccinamate + D-alanine
show the reaction diagram
-
-
-
?
D-asparagine + pyruvate
2-oxosuccinamate + D-alanine
show the reaction diagram
-
-
-
?
D-asparagine + pyruvate
2-oxosuccinamate + D-alanine
show the reaction diagram
-
-
-
?
D-aspartate + 2-oxoglutarate
2-oxosuccinate + D-glutamate
show the reaction diagram
-
-
-
?
D-aspartate + 2-oxoglutarate
2-oxosuccinate + D-glutamate
show the reaction diagram
-
30% of the activity with D-alanine
-
?
D-aspartate + pyruvate
2-oxosuccinate + D-alanine
show the reaction diagram
-
-
-
?
D-aspartate + pyruvate
2-oxosuccinate + D-alanine
show the reaction diagram
-
-
-
?
D-aspartate + pyruvate
2-oxosuccinate + D-alanine
show the reaction diagram
-
-
-
?
D-ethionine + 2-oxoglutarate
4-ethylsulfanyl-2-oxobutanoate + D-glutamate
show the reaction diagram
-
76% of the activity with D-alanine
-
?
D-glutamate + 2-oxobutanoate
2-oxoglutarate + 2-aminobutanoate
show the reaction diagram
-
-
-
?
D-glutamate + 2-oxobutanoate
2-oxoglutarate + 2-aminobutanoate
show the reaction diagram
-
-
-
?
D-glutamate + 2-oxoglutarate
2-oxoglutarate + D-glutamate
show the reaction diagram
-
-
-
?
D-glutamate + 2-oxoglutarate
2-oxoglutarate + D-glutamate
show the reaction diagram
-
-
-
?
D-glutamate + 2-oxoglutarate
2-oxoglutarate + D-glutamate
show the reaction diagram
-
-
-
?
D-glutamate + pyruvate
2-oxoglutarate + D-alanine
show the reaction diagram
-
-
-
r
D-glutamate + pyruvate
2-oxoglutarate + D-alanine
show the reaction diagram
-
-
-
r
D-glutamate + pyruvate
2-oxoglutarate + D-alanine
show the reaction diagram
-
-
-
r
D-glutamate + pyruvate
2-oxoglutarate + D-alanine
show the reaction diagram
-
-
-
r
D-glutamine + 2-oxoglutarate
4-carbamoyl-2-oxobutanoate + D-glutamate
show the reaction diagram
-
25% of activity with d-alanine
-
?
D-glutamine + 2-oxoglutarate
4-carbamoyl-2-oxobutanoate + D-glutamate
show the reaction diagram
-
52% of the activity with D-alanine
-
?
D-glutamine + pyruvate
4-carbamoyl-2-oxobutanoate + D-alanine
show the reaction diagram
-
-
-
?
D-histidine + 2-oxoglutarate
3-(1H-imidazol-4-yl)-2-oxopropanoate + L-glutamate
show the reaction diagram
-
6% of the activity with D-alanine
-
?
D-leucine + 2-oxoglutarate
4-methyl-2-oxopentanoate + D-glutamate
show the reaction diagram
-
8% of the activity with D-alanine
-
?
D-lysine + pyruvate
? + D-alanine
show the reaction diagram
-
weak activity
-
?
D-lysine + pyruvate
? + D-alanine
show the reaction diagram
-
weak activity
-
?
D-methionine + 2-oxoglutarate
4-methylsulfanyl-2-oxobutanoate + D-glutamate
show the reaction diagram
-
weak activity
-
?
D-methionine + 2-oxoglutarate
4-methylsulfanyl-2-oxobutanoate + D-glutamate
show the reaction diagram
-
weak activity
-
?
D-methionine + 2-oxoglutarate
4-methylsulfanyl-2-oxobutanoate + D-glutamate
show the reaction diagram
-
61% of the activity with D-alanine
-
?
D-methionine + 2-oxoglutarate
4-methylsulfanyl-2-oxobutanoate + D-glutamate
show the reaction diagram
-
30% of activity with d-alanine
-
?
D-methionine + pyruvate
4-methylsulfanyl-2-oxobutanoate + L-alanine
show the reaction diagram
-
-
-
?
D-methionine + pyruvate
4-methylsulfanyl-2-oxobutanoate + L-alanine
show the reaction diagram
-
-
-
?
D-methionine + pyruvate
4-methylsulfanyl-2-oxobutanoate + L-alanine
show the reaction diagram
-
-
-
?
D-methionine + pyruvate
4-methylsulfanyl-2-oxobutanoate + L-alanine
show the reaction diagram
-
-
-
?
D-norleucine + 2-oxoglutarate
2-oxopentanoate + D-glutamate
show the reaction diagram
-
7% of activity with D-alanine
-
?
D-norleucine + 2-oxoglutarate
2-oxopentanoate + D-glutamate
show the reaction diagram
-
46% of the activity with D-alanine
-
?
D-norleucine + pyruvate
2-oxopentanoate + D-alanine
show the reaction diagram
-
-
-
?
D-norvaline + 2-oxoglutarate
2-oxopentanoate + D-glutamate
show the reaction diagram
-
-
-
?
D-norvaline + 2-oxoglutarate
2-oxopentanoate + D-glutamate
show the reaction diagram
-
83% of the activity with D-alanine
-
?
D-norvaline + pyruvate
2-oxopentanoate + D-alanine
show the reaction diagram
-
-
-
?
D-norvaline + pyruvate
2-oxopentanoate + D-alanine
show the reaction diagram
-
-
-
?
D-ornithine + 2-oxoglutarate
? + D-glutamate
show the reaction diagram
-
weak activity
-
?
D-ornithine + 2-oxoglutarate
? + D-glutamate
show the reaction diagram
-
65 of activity with D-alanine
-
?
D-ornithine + 2-oxoglutarate
? + D-glutamate
show the reaction diagram
-
16% of activity with D-alanine
-
?
D-ornithine + pyruvate
? + L-alanine
show the reaction diagram
-
-
-
?
D-ornithine + pyruvate
? + L-alanine
show the reaction diagram
-
-
-
?
D-ornithine + pyruvate
? + L-alanine
show the reaction diagram
-
-
-
?
D-phenylalanine + 2-oxoglutarate
phenylpyruvate + D-glutamate
show the reaction diagram
-
-
-
?
D-phenylalanine + 2-oxoglutarate
phenylpyruvate + D-glutamate
show the reaction diagram
-
32% of the activity with D-alanine
-
?
D-phenylalanine + pyruvate
phenylpyruvate + D-alanine
show the reaction diagram
-
-
-
?
D-phenylalanine + pyruvate
phenylpyruvate + D-alanine
show the reaction diagram
-
weak activity
-
?
D-serine + 2-oxoglutarate
3-hydroxy-2-oxopropanoate + D-glutamate
show the reaction diagram
-
weak activity
-
?
D-serine + 2-oxoglutarate
3-hydroxy-2-oxopropanoate + D-glutamate
show the reaction diagram
-
8% of activity with d-alanine
-
?
D-serine + pyruvate
3-hydroxy-2-oxopropanoate + D-alanine
show the reaction diagram
-
-
-
?
D-theanine + 2-oxoglutarate
? + D-glutamate
show the reaction diagram
-
40% of the activity with D-alanine
-
?
D-tryptophan + 2-oxoglutarate
3-indole-2-oxopropanoate + D-glutamate
show the reaction diagram
-
-
-
?
D-tryptophan + 2-oxoglutarate
3-indole-2-oxopropanoate + D-glutamate
show the reaction diagram
-
4% of the activity with D-alanine
-
?
D-tryptophan + pyruvate
3-indole-2-oxopropanoate + D-alanine
show the reaction diagram
-
-
-
?
D-tryptophan + pyruvate
3-indole-2-oxopropanoate + D-alanine
show the reaction diagram
-
weak activity
-
?
D-valine + 2-oxoglutarate
2-oxoisovalerate + D-glutamate
show the reaction diagram
-
5% of activity with D-alanine
-
?
D-valine + pyruvate
2-oxoisovalerate + D-alanine
show the reaction diagram
-
-
-
?
heptan-2-one + D-alanine
(2R)-2-aminoheptane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 15%, enantiomeric excess: 99%
-
-
?
heptan-2-one + D-alanine
(2R)-2-aminoheptane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 43%, enantiomeric excess: 99%
-
-
?
heptan-2-one + D-alanine
(2R)-2-aminoheptane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 69%, enantiomeric excess: 99%
-
-
?
heptan-2-one + D-alanine
(2R)-2-aminoheptane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 99%, enantiomeric excess: 99%
-
-
?
heptn-2-one + D-alanine
(2R)-2-aminoheptane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 99%, enantiomeric excess: 99%
-
-
?
hexan-2-one + D-alanine
(2R)-2-aminohexane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 1%
-
-
?
hexan-2-one + D-alanine
(2R)-2-aminohexane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 14%, enantiomeric excess: 99%
-
-
?
hexan-2-one + D-alanine
(2R)-2-aminohexane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 88%, enantiomeric excess: 99%
-
-
?
hexan-2-one + D-alanine
(2R)-2-aminohexane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 99%, enantiomeric excess: 99%
-
-
?
nonan-2-one + D-alanine
(2R)-2-aminononane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 12%, enantiomeric excess: 99%
-
-
?
nonan-2-one + D-alanine
(2R)-2-aminononane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 23%, enantiomeric excess: 99%
-
-
?
nonan-2-one + D-alanine
(2R)-2-aminononane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 65%, enantiomeric excess: 99%
-
-
?
nonan-2-one + D-alanine
(2R)-2-aminononane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 77%, enantiomeric excess: 99%
-
-
?
nonan-2-one + D-alanine
(2R)-2-aminononane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 99%, enantiomeric excess: 99%
-
-
?
pentan-2-one + D-alanine
(2R)-2-aminopentane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 1%
-
-
?
pentan-2-one + D-alanine
(2R)-2-aminopentane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 30%, enantiomeric excess: 99%
-
-
?
pentan-2-one + D-alanine
(2R)-2-aminopentane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 47%, enantiomeric excess: 99%
-
-
?
pentan-2-one + D-alanine
(2R)-2-aminopentane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 66%, enantiomeric excess: 99%
-
-
?
pentan-2-one + D-alanine
(2R)-2-aminopentane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 92%, enantiomeric excess: 99%
-
-
?
pentan-2-one + D-alanine
(2R)-2-aminopentane + pyruvate
show the reaction diagram
-
asymmetric synthesis, conversion: 99%, enantiomeric excess: 99%
-
-
?
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
D-alanine + 2-oxoglutarate
pyruvate + D-glutamate
show the reaction diagram
-
function of the enzyme is probably the provision of D-amino acids for cell-wall synthesis
-
-
-
COFACTOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
pyridoxal 5'-phosphate
-
holoenzyme contains 1 mol of vitamin B6 per molecule of enzyme, 25-50% of maximal activity in the absence of pyridoxal 5-phosphate
pyridoxal 5'-phosphate
-
addition of pyridoxal phosphate to the final preparation slightly stimulates
pyridoxal 5'-phosphate
-
a pyridoxal phosphate protein
pyridoxal 5'-phosphate
-
2 mol of pyridoxal 5'-phosphate per mol of enzyme; a pyridoxal phosphate protein
pyridoxal 5'-phosphate
-
wild-type, L201A and L201W mutant enzyme: 0.89, 0.78 and 0.56 mol per mol of subunit, respectively
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
2-Amino-3-butenoate
-
D-alanine in a 10fold excess over vinylglycin affords a 70% protection against inactivation; i.e. vinylglycine, little if any inactivation in absence of 2-oxoglutarate as cosubstrate, in presence of 2-oxoglutarate pseudo-first order kinetics inactivation, inactivation mechanism
2-Amino-3-butenoate
-
i.e. vinylglycine, little if any inactivation in absence of 2-oxoglutarate as cosubstrate, in presence of 2-oxoglutarate pseudo-first order kinetics inactivation, inactivation mechanism
3-Methyl-2-benzothiazolone hydrazone hydrochloride
-
-
aminooxyacetic acid
-
0.0001 mM, 50% inhibition
Aminoxyacetate
-
0.01 mM, 90% inhibition
beta-Chloro-D-alanine
-
catalyzes alpha,beta elimination to yield pyruvate, chloride and ammonia, loss of activity during beta-elimination in presence of D-alanine and 2-oxoglutarate, a potent competitive inhibitor vs. D-alanine
beta-Chloro-D-alanine
-
0.025, 56% inhibition
CaCl2
-
45 mM, 50% inhibition
cysteine
-
inhibition of D- and L-transamination of D-alanine to 2-oxoglutarate
D-2-Aminobutanoate
-
inhibition of D- and L-transamination of D-alanine to 2-oxoglutarate, weak
D-asparagine
-
inhibition of D- and L-transamination of D-alanine to alpha-ketoglutarate, weak
D-Aspartate
-
inhibition of D- and L-transamination of D-alanine to 2-oxoglutarate, weak
D-cycloserine
-
-
D-Cysteine
-
0.1 mM, 60% inhibition
D-glutamate
-
competitive to D-alanine, noncompetitive to 2-oxoglutarate
D-methionine
-
inhibition of D- and L-transamination of D-alanine to 2-oxoglutarate, weak
D-oxamycin
-
0.000025 mM, 50% inhibition
D-penicillamine
-
1 mM, 73% inhibition
D-serine
-
inhibition of D- and L-transamination of D-alanine to 2-oxoglutarate
DL-alpha-Methylserine
-
inhibition of D- and L-transamination of D-alanine to alpha-ketoglutarate, weak
HgCl2
-
0.1 mM, complete inhibition
hydroxylamine
-
0.1 mM, 91% inhibition
hydroxylamine
-
1 mM, 74% inhibition
hydroxylamine
-
0.01 mM, 61% inhibition
KCl
-
80 mM, 50% inhibition
L-cysteine
-
2 mM, 49% inhibition
L-oxamycin
-
0.001 mM, 50% inhibition
L-Penicillamine
-
1 mM, 28% inhibition
L-serine
-
10 mM, 22% inhibition
N-ethylmaleimide
-
1 mM, 50% inhibition
Na2SO4
-
40 mM, 50% inhibition
NaCl
-
75 mM, 50% inhibition
NH4Cl
-
80 mM, 50% inhibition
Oxamycin
-
D-isomer by a factor of 40 more inhibitory than L-isomer
p-chloromercuribenzoate
-
4 mM, 36% inhibition, D-alanine and pyridoxal 5'-phosphate protect to some extent
phenylhydrazine
-
1 mM; 30% inhibition
phenylhydrazine
-
2 mM, 85% inhibition
succinate
-
12 mM, 18% inhibition at pH 7.1, no inhibition at pH 8.3
Tris-Cl
-
100 mM, 50% inhibition
-
Maleate
-
12 mM, 30% inhibition at pH 7.1, no inhibition at pH 8.3
-
additional information
-
not inhibited by malic acid, KCN, iodoacetic acid, p-chloromercuribenzoate and HgCl2
-
additional information
-
L201A and L201W mutant enzymes lose their activity by incubation with D-alanine with biphasic kinetics
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
pyridoxamine phosphate
-
-
additional information
-
not activated by pyridoxamine
-
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
14
-
2-oxobutanoate
-
cosubstrate D-alanine
0.06
-
2-oxoglutarate
-
pH 7.9, 30C
0.63
-
2-oxoglutarate
-
pH 8.0, 37C, wild-type enzyme
0.67
-
2-oxoglutarate
-
pH 8.0, 37C, L201W mutant enzyme
1.4
-
2-oxoglutarate
-
pH 8.5, 50C, E32Q mutant enzyme
1.8
-
2-oxoglutarate
-
pH 8.5, 50C, E32A mutant enzyme
2
-
2-oxoglutarate
-
pH 8.5, 50C
2.1
-
2-oxoglutarate
-
pH 8.5, 50C, E32D mutant enzyme
2.4
-
2-oxoglutarate
-
pH 8.5, 50C, Y33A mutant enzyme
2.5
-
2-oxoglutarate
-
pH 8.5, 50C, wild-type enzyme
3.4
-
2-oxoglutarate
-
cosubstrate D-alanine
3.4
-
2-oxoglutarate
-
pH 8.0, 37C, cosubstrate D-alanine
4.8
-
2-oxoglutarate
-
pH 8.0, 37C, L201A mutant enzyme
4.9
-
2-oxoglutarate
-
pH 8.3, 37C
10.1
-
2-oxoglutarate
-
pH 8.5, 50C, Y31A mutant enzyme
35.6
-
2-oxoglutarate
-
pH 8.5, 50C, K35A mutant enzyme
15.5
-
2-oxoisovalerate
-
pH 8.5, 50C, V33A mutant enzyme
28
-
2-oxoisovalerate
-
pH 8.5, 50C, wild-type enzyme
32.2
-
2-oxoisovalerate
-
pH 8.5, 50C, K35A mutant enzyme
1.2
-
D-alanine
-
pH 8.0, 37C, L201W mutant enzyme
1.2
-
D-alanine
-
pH 8.5, 50C, E32D mtant enzyme
1.3
-
D-alanine
-
pH 8.0, 37C, cosubstrate 2-oxobutanoate
1.5
-
D-alanine
-
pH 8.0, 37C, L201A mutant enzyme
1.8
-
D-alanine
-
pH 8.5, 50C
2.1
-
D-alanine
-
pH 8.5, 50C, wild-type and E32Q mutant enzyme
2.4
-
D-alanine
-
pH 7.9, 30C
2.7
-
D-alanine
-
pH 8.3, 37C
4.2
-
D-alanine
-
pH 8.0, 37C, cosubstrate 2-oxoglutarate
20
-
D-alanine
-
pH 8.0, 37C, wild-type enzyme
TURNOVER NUMBER [1/s]
TURNOVER NUMBER MAXIMUM[1/s]
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
260
-
2-oxoglutarate
-
pH 8.5, 50C
0.12
-
D-alanine
-
pH 8.0, 37C, L201W mutant enzyme
0.5
-
D-alanine
-
pH 8.5, 50C, Y31A mutant enzyme
1.3
-
D-alanine
-
pH 8.5, 50C, E32A mutant enzyme
5.7
-
D-alanine
-
pH 8.0, 37C, L201A mutant enzyme
13.4
-
D-alanine
-
pH 8.5, 50C, E32Q mutant enzyme
84.3
-
D-alanine
-
pH 8.5, 50C, K35A mutant enzyme
85.6
-
D-alanine
-
pH 8.5, 50C, E32D mutant enzyme
131
-
D-alanine
-
pH 8.5, 50C, wild-type enzyme
145
-
D-alanine
-
pH 8.5, 50C, V33A mutant enzyme
280
-
D-alanine
-
pH 8.0, 37C, wild-type enzyme
340
-
D-alanine
-
pH 8.5, 50C
Ki VALUE [mM]
Ki VALUE [mM] Maximum
INHIBITOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.00225
-
beta-Chloro-D-alanine
-
pH 8.0, 37C
0.01
-
beta-Chloro-D-alanine
-
-
1.1e-05
-
D-cycloserine
-
pH 8.0, 37C
0.057
-
D-penicillamine
-
pH 8.0, 37C
0.8
-
L-Penicillamine
-
pH 8.0, 37C
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
0.088
-
-
-
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
8.2
8.8
-
with D-alanine and 2-oxoglutarate
9
-
-
80% activity at pH 9
pH RANGE
pH RANGE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
7.5
8.5
-
optimal activity
8.5
9
-
optimal activity
8.5
9
-
loses 30 to 70% activity at pH 8.5 and pH 9, respectively
8.5
9
-
optimal activity
TEMPERATURE OPTIMUM
TEMPERATURE OPTIMUM MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
37
-
-
assay at
SOURCE TISSUE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
SOURCE
PDB
SCOP
CATH
ORGANISM
Bacillus sp. (strain YM-1)
Bacillus sp. (strain YM-1)
Bacillus sp. (strain YM-1)
Bacillus sp. (strain YM-1)
Bacillus sp. (strain YM-1)
Bacillus sp. (strain YM-1)
Bacillus sp. (strain YM-1)
Bacillus sp. (strain YM-1)
Bacillus sp. (strain YM-1)
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
53000
-
-
sedimentation equilibrium centrifugation
58000
-
-
sedimentation equilibrium centrifugation
60000
-
-
gel filtration
60000
-
-
gel filtration
65000
-
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
dimer
-
2 * 30000, SDS-PAGE
dimer
-
2 * 32500
Crystallization/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
crystallized from solutions containing 0.05 mM pyridoxal 5'-phosphate, 1-2% dioxane, 5 mM sodium azide, 18-22% poly(ethylene glycol) 4000, and 25 mM 2-(N-morpholino)ethanesulfonic acid, pH 5.5-6.5 by the hanging drop method, 1.94 A resolution
-
pyridoxal 5'-phosphate and pyridoxamine 5'-phosphate form of L201A mutant enzyme, crystallization from solutions containing 100 mM Tris-HCl, pH 8.5-9.9, 29-33% polyethylenglycol 3350, 300-700 mM sodium acetate, and 5 mM sodium azide by the hanging drop method, crystal structures at 2.0 A resolution
-
pyridoxal 5'-phosphate form: hanging drop method, 25% polyethylene glycol 4000, 200 mM ammonium sulfate, 100 mM sodium acetate, pH 4.6 and 1 mM 2-oxoglutarate, single yellow crystals after 2 weeks, enzyme complexed with N-(5'-phosphopyridoxyl)-D-alanine: hanging drop method, 26-28% polyethylene glycol 4000, 300 mM sodium acetate, 100 mM Tris-chloride, pH 8.5, crystal structure at 2.4 and 1.9 A resolution, respectively
P19938
TEMPERATURE STABILITY
TEMPERATURE STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
50
-
-
no loss of activity after 55 min
50
-
-
no loss of activity after 1.5 h
STORAGE STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
-10C, 20 mM potassium phosphate, pH 7.0, 2 months, no loss of activity
-
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
recombinant wild-type and mutant enzymes, Resource Q, phenyl-superose
-
wild-type, L201A and L201W mutant enzyme, DEAE-toyopearl
-
protamine sulfate, ammonium sulfate, DEAE-Sephadex, hydroxylapatite
-
DEAE-cellulose, Sephadex G-200, partial purification
-
ammonium sulfate, DEAE-Sephadex, partial purification
-
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
expression of wild-type, L201A and L201W mutant enzymes in Escherichia coli
-
ENGINEERING
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
E32A
-
1% of wild-type activity
E32D
-
65% of wild-type activity
E32Q
-
10% of wild-type activity
K33A
-
64% of wild-type activity
L201A
-
2% of wild-type kcat
L201A
-
-
P119G/R120G/P121G
-
higher activity than wild-type with both pyruvate and 2-oxoglutarate as amino acceptors and a variety of D-amino acids except for D-alanine and D-aspartate, reduced thermostability
V33A
-
110% of wild-type activity
Y31A
-
0.4% of wild-type activity
L201A
-
2% of wild-type kcat
-
L201W
-
0.043% of wild-type kcat
-
L201W
-
0.043% of wild-type kcat
additional information
-
replacement of the loop core P119-R120-P121 with glycine chains of different lengths: 1, 3, or 5 glycines, mutant forms are much more active than the wild type enzyme in the overall reactions with various amino acids and pyruvate