3.8.1.9: (R)-2-haloacid dehalogenase
This is an abbreviated version!
For detailed information about (R)-2-haloacid dehalogenase, go to the full flat file.
Word Map on EC 3.8.1.9
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3.8.1.9
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dehalogenation
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putida
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dexamethasone
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rhizobium
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2-haloalkanoic
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l-enantiomer
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2-chloropropionate
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enantiomers
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2-haloacids
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dl-2-haloacid
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monobromoacetate
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monochloroacetate
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dendrimer
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tear
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halide
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inflamed
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subconjunctival
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biodistribution
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halogenated
- 3.8.1.9
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dehalogenation
- putida
- dexamethasone
-
rhizobium
-
2-haloalkanoic
-
l-enantiomer
- 2-chloropropionate
-
enantiomers
-
2-haloacids
-
dl-2-haloacid
- monobromoacetate
- monochloroacetate
- dendrimer
-
tear
- halide
-
inflamed
-
subconjunctival
-
biodistribution
-
halogenated
Reaction
Synonyms
2-haloalkanoic acid dehalogenase, 2-haloalkanoid acid halidohydrolase, D-2-haloacid dehalogenase, D-2-MCPA dehalogenase, D-DEX, D-specific dehalogenase, D-specific mono chloro propionoic acid dehalogenase, DEH138, DehD, DehIII, HadD AJ1, R-2-haloacid dehalogenase
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Reaction
Reaction on EC 3.8.1.9 - (R)-2-haloacid dehalogenase
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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)
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(R)-2-haloacid + H2O = (S)-2-hydroxyacid + halide
proposed reaction mechanism, conserved residue Arg134 plays a key role in the dehalogenation process. Residues Arg107, Arg134 and Tyr135 interact with the substrates and are the catalytic residues of DehD that are involved in the dehalogenation of D-2-chloropropionate and D-2-bromopropionate, while Glu20 activates the water molecule that attacks the carbon halogen bond on the alpha-carbon, thereby releasing chloride ion
(R)-2-haloacid + H2O = (S)-2-hydroxyacid + halide
the reaction mechanism of dehalogenation is catalysed by hydrolytic SN2-substitution reaction