KEGG ENZYME: 3.8.1.10

ENZYME: 3.8.1.10

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

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)

R03830 R07308

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)
DOI:10.1007/bf00405875

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)
DOI:10.1128/JB.150.2.522-527.1982

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

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)
DOI:10.1128/AEM.60.7.2389-2393.1994

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

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

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

All links

Chemical substance (6)   
   KEGG COMPOUND (6)   
Chemical reaction (3)   
   KEGG REACTION (2)   
   KEGG RCLASS (1)   
Protein sequence (24)   
   UniProt (10)   
   SWISS-PROT (2)   
   PDBSTR (12)   
DNA sequence (10)   
   GenBank (5)   
   EMBL (5)   
3D Structure (2)   
   PDB (2)   
Protein domain (1)   
   InterPro (1)   
All databases (46)   

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