3.8.1.10: 2-haloacid dehalogenase (configuration-inverting)
This is an abbreviated version!
For detailed information about 2-haloacid dehalogenase (configuration-inverting), go to the full flat file.
Word Map on EC 3.8.1.10
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3.8.1.10
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lymphedema
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bioimpedance
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cancer-related
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dehalogenation
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l-2-haloalkanoic
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2-haloacids
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l-2-chloropropionate
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alpha-carbon
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monochloroacetate
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decongestive
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autotrophicus
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xanthobacter
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synthesis
- 3.8.1.10
- lymphedema
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bioimpedance
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cancer-related
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dehalogenation
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l-2-haloalkanoic
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2-haloacids
- l-2-chloropropionate
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alpha-carbon
- monochloroacetate
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decongestive
- autotrophicus
- xanthobacter
- synthesis
Reaction
Synonyms
2-HAD, 2-haloalkanoic acid dehalogenase, 2-haloalkanoid acid halidohydrolase, DL DEX 113, DL-2-haloacid dehalogenase, DL-2-haloacid dehalogenase (inversion of configuration), DL-2-haloacid halidohydrolase (inversion of configuration), DL-DEX, DL-DEX 113, DL-DEX Mb, DL-DEXi, L-2-haloacid dehalogenase, L-DEX, L-DEX YL, ps-2-HAD
ECTree
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Substrates Products
Substrates Products on EC 3.8.1.10 - 2-haloacid dehalogenase (configuration-inverting)
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REACTION DIAGRAM
(R)-2-chloropropionate + H2O
(S)-2-hydroxypropionate + chloride
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?
(S)-2-chloropropionate + H2O
(R)-2-hydroxypropionate + chloride
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-
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?
2-bromo-2-methylpropionate + H2O
2-hydroxy-2-methylpropionate + bromide
slow substrate for the wild-type enzyme, but inhibitory for enzyme mutant D194N
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-
?
L-2-chloropropionate + H2O
D-lactate + chloride
Stutzerimonas chloritidismutans
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-
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?
tribromoacetic acid + H2O
carbon monoxide + carbon dioxide + HBr
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-
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?
(S)-2-hydroxypropionic acid + chloride
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-
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?
(R)-2-chloropropionic acid + H2O
(S)-2-hydroxypropionic acid + chloride
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-
-
-
?
(R)-2-haloacid + H2O
(S)-2-hydroxyacid + halide
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-
-
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?
(R)-2-haloacid + H2O
(S)-2-hydroxyacid + halide
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-
-
-
?
(R)-2-haloacid + H2O
(S)-2-hydroxyacid + halide
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-
-
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?
(R)-2-haloacid + H2O
(S)-2-hydroxyacid + halide
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enzyme of 2-chloroacrylate grown cells
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?
(R)-2-haloacid + H2O
(S)-2-hydroxyacid + halide
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?
(R)-2-hydroxypropionic acid + chloride
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?
(S)-2-chloropropionic acid + H2O
(R)-2-hydroxypropionic acid + chloride
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-
-
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?
(S)-2-haloacid + H2O
(R)-2-hydroxyacid + halide
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-
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?
(S)-2-haloacid + H2O
(R)-2-hydroxyacid + halide
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-
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?
(S)-2-haloacid + H2O
(R)-2-hydroxyacid + halide
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-
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?
(S)-2-haloacid + H2O
(R)-2-hydroxyacid + halide
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enzyme of 2-chloroacrylate grown cells
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?
(S)-2-haloacid + H2O
(R)-2-hydroxyacid + halide
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-
-
?
2-hydroxybutyrate + chloride
Stutzerimonas chloritidismutans
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-
-
?
2-chlorobutyrate + H2O
2-hydroxybutyrate + chloride
Stutzerimonas chloritidismutans AW-1T
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-
-
?
chloroacetate + H2O
glycolate + chloride
Stutzerimonas chloritidismutans AW-1T
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-
-
?
D-2-bromopropionate + H2O
L-lactate + bromide
Stutzerimonas chloritidismutans AW-1T
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-
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?
L-lactate + chloride
Stutzerimonas chloritidismutans
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-
-
?
D-2-chloropropionate + H2O
L-lactate + chloride
Stutzerimonas chloritidismutans AW-1T
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-
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?
D-2-chloropropionate + H2O
L-lactate + HCl
a step preceding the dehalogenation is partly rate-limiting when D-2-chloropropionate is used as the substrate
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?
D-2-chloropropionate + H2O
L-lactate + HCl
a step preceding the dehalogenation is partly rate-limiting when D-2-chloropropionate is used as the substrate
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?
L-lactate + HCl
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?
DL-lactate + HCl
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?
D-lactate + HCl
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?
?
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DL-2-haloacid dehalogenase, DL-DEX, converts both enantiomers of the substrate
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?
additional information
?
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not: chloroacetamide, chloroacetaldehyde, 3-chloropropionate, best substrate: 2-halopropionate, followed by monohaloacetate, 2-halobutyrate, and 2-halovalerate in that order
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?
additional information
?
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the enzyme has a single common active site for both reactions on L- and D-enantiomers, the reaction mechanismm does not proceed via an ester intermediate and not via a nucleophilic aspartate attacking the C-atom of the substrate to displace the halo-atom on contrast to the (S)-2-haloacid dehalogenase, EC 3.8.1.2. In the (S,R)-2-haloacid dehalogenase, a water molecule directly atacks the substrate for halide displacement, structure-function relationship, overview
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?
additional information
?
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the enzyme has a single common active site for both reactions on L- and D-enantiomers, the reaction mechanismm does not proceed via an ester intermediate and not via a nucleophilic aspartate attacking the C-atom of the substrate to displace the halo-atom on contrast to the (S)-2-haloacid dehalogenase, EC 3.8.1.2. In the (S,R)-2-haloacid dehalogenase, a water molecule directly atacks the substrate for halide displacement, structure-function relationship, overview
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?
additional information
?
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not: chloroacetamide, chloroacetaldehyde, 3-chloropropionate, best substrate: 2-halopropionate, followed by monohaloacetate, 2-halobutyrate, and 2-halovalerate in that order
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?
additional information
?
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2-haloacid dehalogenases catalyse the hydrolytic dehalogenation of 2-haloalkanoic acids, cleaving the carbon-halide bond at the Calpha-atom position and releasing a halogen atom
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?
additional information
?
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2-haloacid dehalogenases catalyse the hydrolytic dehalogenation of 2-haloalkanoic acids, cleaving the carbon-halide bond at the Calpha-atom position and releasing a halogen atom
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?
additional information
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enzyme ps-2-HAD reveals its capacity to catalyse the dehalogenation of both L- and D-substrates
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additional information
?
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enzyme ps-2-HAD reveals its capacity to catalyse the dehalogenation of both L- and D-substrates
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?