Information on EC 6.3.2.B15 - 3-[[[(2R,3R)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanine-L-valine ligase

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The expected taxonomic range for this enzyme is: Pantoea agglomerans

EC NUMBER
COMMENTARY hide
6.3.2.B15
preliminary BRENDA-supplied EC number
RECOMMENDED NAME
GeneOntology No.
3-[[[(2R,3R)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanine-L-valine ligase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
ATP + (2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate + L-isoleucine = ADP + phosphate + N-[(2S)-3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-2-methylpropanoyl]-L-isoleucine
show the reaction diagram
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ATP + (2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate + L-leucine = ADP + phosphate + N-[(2S)-3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-2-methylpropanoyl]-L-leucine
show the reaction diagram
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ATP + (2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate + L-valine = ADP + phosphate + N-[(2S)-3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-2-methylpropanoyl]-L-valine
show the reaction diagram
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ATP + 3-[[[(2R,3R)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanine + L-valine = ADP + phosphate + 3-[[[(2R,3R)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanyl-L-valine
show the reaction diagram
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SYSTEMATIC NAME
IUBMB Comments
3-[[[(2R,3R)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanine:L-valine ligase (ADP-forming)
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
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the enzyme is involved in biosynthesis of fumaramoyl- and epoxysuccinamoyl-dipeptides
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
ATP + (2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate + L-isoleucine
ADP + phosphate + N-[(2S)-3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-2-methylpropanoyl]-L-isoleucine
show the reaction diagram
ATP + (2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate + L-leucine
ADP + phosphate + N-[(2S)-3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-2-methylpropanoyl]-L-leucine
show the reaction diagram
ATP + (2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate + L-valine
ADP + phosphate + N-[(2S)-3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-2-methylpropanoyl]-L-valine
show the reaction diagram
ATP + 3-[[[(2R,3R)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanine + L-valine
ADP + phosphate + 3-[[[(2R,3R)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanyl-L-valine
show the reaction diagram
ATP + Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate + L-valine
ADP + phosphate + Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionyl-L-valine
show the reaction diagram
ATP + Nbeta-(S,S)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate + L-valine
ADP + phosphate + Nbeta-(S,S)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionyl-L-valine
show the reaction diagram
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kcat/Km for the (S,S)-stereoisomer is 2.5% compared to the kcat/Km-value for the (R,R)-stereoisomer. Nbeta-(S,S)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate i.e. 3-[[[(2S,3S)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanine
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?
additional information
?
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no activity with Nbeta-fumaroyl-(2S)-2,3-diaminopropionate
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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
ATP + (2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate + L-isoleucine
ADP + phosphate + N-[(2S)-3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-2-methylpropanoyl]-L-isoleucine
show the reaction diagram
E2JA31
the enzyme is involved in biosynthesis of fumaramoyl- and epoxysuccinamoyl-dipeptides
-
-
?
ATP + (2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate + L-leucine
ADP + phosphate + N-[(2S)-3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-2-methylpropanoyl]-L-leucine
show the reaction diagram
E2JA31
the enzyme is involved in biosynthesis of fumaramoyl- and epoxysuccinamoyl-dipeptides
-
-
?
ATP + (2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate + L-valine
ADP + phosphate + N-[(2S)-3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-2-methylpropanoyl]-L-valine
show the reaction diagram
E2JA31
the enzyme is involved in biosynthesis of fumaramoyl- and epoxysuccinamoyl-dipeptides
-
-
?
ATP + 3-[[[(2R,3R)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanine + L-valine
ADP + phosphate + 3-[[[(2R,3R)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanyl-L-valine
show the reaction diagram
E2JA31
the enzyme is involved in biosynthesis of fumaramoyl- and epoxysuccinamoyl-dipeptides
-
-
?
ATP + Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate + L-valine
ADP + phosphate + Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionyl-L-valine
show the reaction diagram
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the enzyme is involved ion the biosynthesis of the natural antibiotic Nbeta-epoxysuccinamoyldiaminopropionyl-valine
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.072
(2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate
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pH 8.0, 22C
0.83
L-isoleucine
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pH 8.0, 22C
7.82
L-leucine
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pH 8.0, 22C
0.26
L-valine
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pH 8.0, 22C
0.053
Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate
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pH 8.0, 22C
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.35
(2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate
Pantoea agglomerans
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pH 8.0, 22C
0.16
L-isoleucine
Pantoea agglomerans
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pH 8.0, 22C
0.19
L-leucine
Pantoea agglomerans
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pH 8.0, 22C
0.135
L-valine
Pantoea agglomerans
-
pH 8.0, 22C
3
Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate
Pantoea agglomerans
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pH 8.0, 22C
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
4.9
(2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate
Pantoea agglomerans
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pH 8.0, 22C
197802
0.19
L-isoleucine
Pantoea agglomerans
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pH 8.0, 22C
311
0.024
L-leucine
Pantoea agglomerans
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pH 8.0, 22C
127
0.52
L-valine
Pantoea agglomerans
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pH 8.0, 22C
246
56.6
Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate
Pantoea agglomerans
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pH 8.0, 22C
197803
1.4
Nbeta-(S,S)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate
Pantoea agglomerans
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pH 8.0, 22C
197871
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
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