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Enzyme Nomenclature
Information on EC 1.3.1.103 - 2-haloacrylate reductase
for references in articles please use BRENDA:EC1.3.1.103
Word Map on EC 1.3.1.103
- 1.3.1.103
- 2-chloroacrylate
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one-step
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nadph-dependent
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chiral
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organohalogen
- synthesis
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dehalogenase
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bioavailability
- analysis
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biotechnol
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cofactor-dependent
- pntab
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transhydrogenase
- fluoroacetate
- burkholderia
- lycopene
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high-value
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herbicides
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dl-2-haloacid
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costly
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halogen
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equivalents
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The expected taxonomic range for this enzyme is: Burkholderia
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EC NUMBER 
COMMENTARY 
1.3.1.103
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RECOMMENDED NAME
GeneOntology No.
2-haloacrylate reductase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
(S)-2-chloropropanoate + NADP+ = 2-chloroacrylate + NADPH + H+
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
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SYSTEMATIC NAME
IUBMB Comments
(S)-2-chloropropanoate:NADP+ oxidoreductase
The enzyme acts in the degradation pathway of unsaturated organohalogen compounds by the bacterium Burkholderia sp. WS.
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2-bromoacrylate + NADPH + H+
(S)-2-bromopropanoate + NADP+
no activity with NADH
-
-
?
2-bromoacrylate + NADPH + H+
(S)-2-bromopropanoate + NADP+
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no activity with NADH
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-
?
2-bromoacrylate + NADPH + H+
(S)-2-bromopropanoate + NADP+
no activity with NADH
-
-
?
2-bromoacrylate + NADPH + H+
(S)-2-bromopropanoate + NADP+
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no activity with NADH
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-
?
2-chloroacrylate + NADPH + H+
(S)-2-chloropropanoate + NADP+
no activity with NADH
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-
?
2-chloroacrylate + NADPH + H+
(S)-2-chloropropanoate + NADP+
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no activity with NADH
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-
?
2-chloroacrylate + NADPH + H+
(S)-2-chloropropanoate + NADP+
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the enzyme is involved in the degradation of unsaturated organohalogen compounds
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-
?
2-chloroacrylate + NADPH + H+
(S)-2-chloropropanoate + NADP+
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-
-
?
2-chloroacrylate + NADPH + H+
(S)-2-chloropropanoate + NADP+
no activity with NADH
-
-
?
2-chloroacrylate + NADPH + H+
(S)-2-chloropropanoate + NADP+
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no activity with NADH
-
-
?
2-chloroacrylate + NADPH + H+
(S)-2-chloropropanoate + NADP+
-
the enzyme is involved in the degradation of unsaturated organohalogen compounds
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-
?
2-chloroacrylate + NADPH + H+
(S)-2-chloropropanoate + NADP+
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no activity with NADH
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?
additional information
?
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no activity with 1,4-benzoquinone, 1,4-naphthoquinone, acrylate and methacrylate
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additional information
?
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no activity with 1,4-benzoquinone, 1,4-naphthoquinone, acrylate and methacrylate
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2-bromoacrylate + NADPH + H+
(S)-2-bromopropanoate + NADP+
Q59I44
no activity with NADH
-
-
?
2-bromoacrylate + NADPH + H+
(S)-2-bromopropanoate + NADP+
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no activity with NADH
-
-
?
2-bromoacrylate + NADPH + H+
(S)-2-bromopropanoate + NADP+
Q59I44
no activity with NADH
-
-
?
2-bromoacrylate + NADPH + H+
(S)-2-bromopropanoate + NADP+
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no activity with NADH
-
-
?
2-chloroacrylate + NADPH + H+
(S)-2-chloropropanoate + NADP+
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the enzyme is involved in the degradation of unsaturated organohalogen compounds
-
-
?
2-chloroacrylate + NADPH + H+
(S)-2-chloropropanoate + NADP+
Q59I44
-
-
-
?
2-chloroacrylate + NADPH + H+
(S)-2-chloropropanoate + NADP+
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the enzyme is involved in the degradation of unsaturated organohalogen compounds
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-
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
monomer
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pH STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
analysis
synthesis
analysis
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monitoring the production of (S)-2-chloropropionate from 2-chloroacrylate as a model system for monitoring NADPH availability. The presence of transhydrogenase UdhA increases product yield and NADPH availability while the presence of transhydrogenase PntAB has the opposite effect. A maximum product yield of 1.4 mol product/mol glucose is achieved aerobically in a Pnt-deletion strain with UdhA overexpression, a 150% improvement over the wild-type strain
analysis
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monitoring the production of (S)-2-chloropropionate from 2-chloroacrylate as a model system for monitoring NADPH availability. A phosphofructokinase pfkA pfkB double-deletion strain shows the highest yield of 2-chloropropionic acid product. The flux distribution of fructose-6-phosphate between glycolysis and the pentose phosphate pathway determines the amount of NAPDH available for reductive biosynthesis
synthesis
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the enzyme is useful in the production of L-2-chloropropionate, a building block in the synthesis of aryloxyphenoxypropionate herbicides
synthesis
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the enzyme is useful for the production of (S)-2-chloropropionate, which is used for the industrial production of aryloxyphenoxypropionic acid herbicides
synthesis
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construction of a system for asymmetric reduction of 2-chloroacrylate to produce (S)-2-chloropropionate with recombinant Escherichia coli cells producing 2-haloacrylate reductase from Burkholderia sp. WS and an NADPH regeneration system. The system provided 37.4 g/l (S)-2-chloropropionate in more than 99.9%e.e. (S)-2-Chloropropionate is a synthetic intermediate for phenoxypropionic acid herbicides
synthesis
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construction of a system for asymmetric reduction of 2-chloroacrylate to produce (S)-2-chloropropionate with recombinant Escherichia coli cells producing 2-haloacrylate reductase from Burkholderia sp. WS and an NADPH regeneration system. The system provided 37.4 g/l (S)-2-chloropropionate in more than 99.9%e.e. (S)-2-Chloropropionate is a synthetic intermediate for phenoxypropionic acid herbicides; the enzyme is useful for the production of (S)-2-chloropropionate, which is used for the industrial production of aryloxyphenoxypropionic acid herbicides; the enzyme is useful in the production of L-2-chloropropionate, a building block in the synthesis of aryloxyphenoxypropionate herbicides
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LINKS TO OTHER DATABASES (specific for EC-Number 1.3.1.103)
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