KEGG   ENZYME: 3.8.1.10Help
Entry
EC 3.8.1.10                 Enzyme                                 

Name
2-haloacid dehalogenase (configuration-inverting);
2-haloalkanoic acid dehalogenase;
2-haloalkanoid acid halidohydrolase;
DL-2-haloacid dehalogenase;
DL-2-haloacid dehalogenase (inversion of configuration);
DL-2-haloacid halidohydrolase (inversion of configuration);
DL-DEXi;
(R,S)-2-haloacid dehalogenase (configuration-inverting)
Class
Hydrolases;
Acting on halide bonds;
In carbon-halide compounds
BRITE hierarchy
Sysname
(S)-2-haloacid dehalogenase (configuration-inverting)
Reaction(IUBMB)
(1) (S)-2-haloacid + H2O = (R)-2-hydroxyacid + halide [RN:R03830];
(2) (R)-2-haloacid + H2O = (S)-2-hydroxyacid + halide [RN:R07308]
Reaction(KEGG)
Substrate
(S)-2-haloacid [CPD:C02103];
H2O [CPD:C00001];
(R)-2-haloacid [CPD:C15564]
Product
(R)-2-hydroxyacid [CPD:C02489];
halide [CPD:C00462];
(S)-2-hydroxyacid [CPD:C15565]
Comment
Dehalogenates both (S)- and (R)-2-haloalkanoic acids to the corresponding (R)- and (S)-hydroxyalkanoic acids, respectively, with inversion of configuration at C-2. The enzyme from Pseudomonas sp. 113 acts on 2-haloalkanoic acids whose carbon chain lengths are five or less. [See also EC 3.8.1.2 (S)-2-haloacid dehalogenase, EC 3.8.1.9 (R)-2-haloacid dehalogenase and EC 3.8.1.11 2-haloacid dehalogenase (configuration-retaining)]
History
EC 3.8.1.10 created 2003
Reference
1  [PMID:7103659]
  Authors
Motosugi K, Esaki N, Soda K.
  Title
Bacterial assimilation of D- and L-2-chloropropionates and occurrence of a new dehalogenase.
  Journal
Arch. Microbiol. 131 (1982) 179-83.
Reference
2  [PMID:7068529]
  Authors
Motosugi K, Esaki N, Soda K.
  Title
Purification and properties of a new enzyme, DL-2-haloacid dehalogenase, from Pseudomonas sp.
  Journal
J. Bacteriol. 150 (1982) 522-7.
Reference
3  [PMID:18889931]
  Authors
HEPPEL LA, PORTERFIELD VT
  Title
Enzymatic dehalogenation of certain brominated and chlorinated compounds.
  Journal
J. Biol. Chem. 176 (1948) 763-9.
Reference
4
  Authors
Kurihara, T., Esaki, N. and Soda, K.
  Title
Bacterial 2-haloacid dehalogenases: structures and reaction mechanisms.
  Journal
J. Mol. Catal., B Enzym. 10 (2000) 57-65.
Reference
5  [PMID:8074519]
  Authors
Liu JQ, Kurihara T, Hasan AK, Nardi-Dei V, Koshikawa H, Esaki N, Soda K.
  Title
Purification and characterization of thermostable and nonthermostable 2-haloacid dehalogenases with different stereospecificities from Pseudomonas sp. strain YL.
  Journal
Appl. Environ. Microbiol. 60 (1994) 2389-93.
Reference
6  [PMID:8654424]
  Authors
Cairns SS, Cornish A, Cooper RA.
  Title
Cloning, sequencing and expression in Escherichia coli of two Rhizobium sp. genes encoding haloalkanoate dehalogenases of opposite stereospecificity.
  Journal
Eur. J. Biochem. 235 (1996) 744-9.
Reference
7
  Authors
Leigh, J.A., Skinner, A.J. and Cooper, R.A.
  Title
Partial purification, stereospecificity and stoichiometry of three dehalogenases from a Rhizobium species.
  Journal
FEMS Microbiol. Lett. 49 (1988) 353-356.
Reference
8  [PMID:7142958]
  Authors
Weightman AJ, Weightman AL, Slater JH.
  Title
Stereospecificity of 2-monochloropropionate dehalogenation by the two dehalogenases of Pseudomonas putida PP3: evidence for two different dehalogenation mechanisms.
  Journal
J. Gen. Microbiol. 128 (1982) 1755-62.
Reference
9
  Authors
Soda, K., Kurihara, T., Liu, J.-Q., Nardi-Dei, V., Park, C., Miyagi, M., Tsunasawa, S. and Esaki, N.
  Title
Bacterial 2-haloacid dehalogenases: Structures and catalytic properties.
  Journal
Pure Appl. Chem. 68 (1996) 2097-2103.
Other DBs
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IUBMB Enzyme Nomenclature: 
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