Information on EC 3.8.1.9 - (R)-2-haloacid dehalogenase

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

EC NUMBER
COMMENTARY hide
3.8.1.9
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RECOMMENDED NAME
GeneOntology No.
(R)-2-haloacid dehalogenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(R)-2-haloacid + H2O = (S)-2-hydroxyacid + halide
show the reaction diagram
SYSTEMATIC NAME
IUBMB Comments
(R)-2-haloacid halidohydrolase
Acts on acids of short chain lengths, C2 to C4, with inversion of configuration at C-2. [See also EC 3.8.1.2 (S)-2-haloacid dehalogenase, EC 3.8.1.10 2-haloacid dehalogenase (configuration-inverting) and EC 3.8.1.11 2-haloacid dehalogenase (configuration-retaining)]
CAS REGISTRY NUMBER
COMMENTARY hide
119345-29-8
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
SwissProt
Manually annotated by BRENDA team
from the intertidal coast of the Chinese Yellow Sea near Dalian City
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-
Manually annotated by BRENDA team
strain AJ1/23
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Manually annotated by BRENDA team
strain AJ1/23
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-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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three-dimensional enzyme structure modeling and analysis, molecular dynamics simulations, comparison with Pseudomonas putida enzyme structures from strain AJ1 and PP3, overview. Residues Arg107, Arg134 and Tyr135 interact with D-2-chloropropionate, and Glu20 activated the water molecule for hydrolytic dehalogenation
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(R)-2-chloropropionic acid + H2O
(S)-2-hydroxypropionic acid + chloride
show the reaction diagram
(R)-2-haloacid + H2O
(S)-2-hydroxyacid + halide
show the reaction diagram
2,2-dichloropropionate + H2O
?
show the reaction diagram
3-chloropropionate + H2O
?
show the reaction diagram
-
-
-
?
3-chloropropionate + H2O
hydroxypropionate + chloride
show the reaction diagram
-
-
-
-
?
D-2-bromopropionate + H2O
L-2-hydroxypropionate + bromide
show the reaction diagram
-
-
-
-
?
D-2-chloropropionate + H2O
?
show the reaction diagram
-
-
-
?
D-2-chloropropionate + H2O
L-2-hydroxypropionate + chloride
show the reaction diagram
-
-
-
-
?
dibromoacetate + H2O
?
show the reaction diagram
-
-
-
?
dichloroacetate + H2O
?
show the reaction diagram
-
-
-
?
DL-2,3-dichloropropionate + H2O
?
show the reaction diagram
DL-2-bromopropionate + H2O
lactate + HBr
show the reaction diagram
DL-2-chloropropionate + H2O
lactate + HCl
show the reaction diagram
L-2-bromopropionate + H2O
?
show the reaction diagram
-
-
-
?
L-2-chloropropionate + H2O
?
show the reaction diagram
-
-
-
?
monobromoacetate + H2O
2-hydroxyacetate + bromide
show the reaction diagram
-
-
-
?
monobromoacetate + H2O
glycolate + HBr
show the reaction diagram
monobromoacetate + H2O
hydroxyacetate + bromide
show the reaction diagram
-
-
-
-
?
monochloroacetate + H2O
2-hydroxyacetate + chloride
show the reaction diagram
-
-
-
?
monochloroacetate + H2O
glycolate + HCl
show the reaction diagram
monochloroacetate + H2O
hydroxyacetate + chloride
show the reaction diagram
-
-
-
-
?
tribromoacetate + H2O
?
show the reaction diagram
-
-
-
?
trichloroacetate + H2O
?
show the reaction diagram
-
-
-
?
additional information
?
-
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
(R)-2-chloropropionic acid + H2O
(S)-2-hydroxypropionic acid + chloride
show the reaction diagram
-
-
-
-
?
(R)-2-haloacid + H2O
(S)-2-hydroxyacid + halide
show the reaction diagram
DL-2,3-dichloropropionate + H2O
?
show the reaction diagram
Q8KLS9
-
-
-
?
monobromoacetate + H2O
2-hydroxyacetate + bromide
show the reaction diagram
Q8KLS9
-
-
-
?
monochloroacetate + H2O
2-hydroxyacetate + chloride
show the reaction diagram
Q8KLS9
-
-
-
?
additional information
?
-
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
thiol reagents
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not
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.9
D-2-chloropropionate
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1.99
DL-2-bromopropionate
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pH 7.5, D-2-haloacid dehalogenase subtype
27.5
Monochloroacetate
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pH 7.5, D-2-haloacid dehalogenase subtype
additional information
additional information
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kinetic studies
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.12
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substrate (R)-2-chloropropionic acid, pH 7.3, 30°C
additional information
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-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.3
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assay at
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5
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chromatofocusing
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
additional information
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the growth of DEH 138 strain culture is not affected by salinity of 0-15%. Growth on 1,2-dichloroethane, 3-chloro-1,2-propanediol, 2,2-dichloropropionic acid, and 2,4,6-trichlorophenol medium
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
29383
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2 * 29000, SDS-PAGE, 2 * 29383, calculated from amino acid sequence
33601
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4 * 33601
53000
gel filtration
60000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
tetramer
additional information
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40
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strain AJ1/23, D-2-haloacid dehalogenase subtype, activity loss above 40°C, rapid protein denaturation and precipitation at 56°C
50
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12 min, about 90% loss of activity
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant wild-type and mutant enzymes from Escherichia coli
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
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gene dehD, sequence comparisons, recombinant expression of wild-type and mutant enzymes in Escherichia coli
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phylogenetic analysis
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
R134A
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site-directed mutagenesis, the DehD mutant variant demonstrates increased propensity for binding haloalkanoic acid and is non-stereospecific towards halogenated substrates
Y135A
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site-directed mutagenesis, the DehD mutant variant demonstrates increased propensity for binding haloalkanoic acid and is non-stereospecific towards halogenated substrates
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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D-specific dehalogenase DehD from Rhizobium sp. strain RC1 can be exploited as a potential target enzyme for industrial, pharmaceutical and other biotechnological applications