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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 131:179-83 (1982)
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 150:522-7 (1982)
Reference
3  [PMID:18889931]
  Authors
HEPPEL LA, PORTERFIELD VT
  Title
Enzymatic dehalogenation of certain brominated and chlorinated compounds.
  Journal
J Biol Chem 176:763-9 (1948)
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 10:57-65 (2000)
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 60:2389-93 (1994)
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 235:744-9 (1996)
DOI:10.1111/j.1432-1033.1996.t01-1-00744.x
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 49:353-356 (1988)
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 128:1755-62 (1982)
DOI:10.1099/00221287-128-8-1755
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 68:2097-2103 (1996)
Other DBs
ExplorEnz - The Enzyme Database: 3.8.1.10
IUBMB Enzyme Nomenclature: 3.8.1.10
ExPASy - ENZYME nomenclature database: 3.8.1.10
BRENDA, the Enzyme Database: 3.8.1.10

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