KEGG ENZYME: 1.14.11.44

ENZYME: 1.14.11.44

Entry

EC 1.14.11.44               Enzyme

Name

(R)-dichlorprop dioxygenase (2-oxoglutarate);
RdpA;
alpha-ketoglutarate-dependent (R)-dichlorprop dioxygenase;
(R)-phenoxypropionate/alpha-ketoglutarate-dioxygenase;
2-oxoglutarate-dependent (R)-dichlorprop dioxygenase;
(R)-mecoprop dioxygenase;
2-oxoglutarate-dependent (R)-mecoprop dioxygenase

Class

Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With 2-oxoglutarate as one donor, and incorporation of one atom of oxygen into each donor

Sysname

(R)-2-(4-chloro-2-methylphenoxy)propanoate,2-oxoglutarate:oxygen oxidoreductase (pyruvate-forming)

Reaction(IUBMB)

(1) (R)-2-(4-chloro-2-methylphenoxy)propanoate + 2-oxoglutarate + O2 = 4-chloro-2-methylphenol + pyruvate + succinate + CO2 [RN:R10539];
(2) (R)-(2,4-dichlorophenoxy)propanoate + 2-oxoglutarate + O2 = 2,4-dichlorophenol + pyruvate + succinate + CO2 [RN:R10542]

Reaction(KEGG)

R10539 R10542

Substrate

(R)-2-(4-chloro-2-methylphenoxy)propanoate [CPD:C18608];
2-oxoglutarate [CPD:C00026];
O2 [CPD:C00007];
(R)-(2,4-dichlorophenoxy)propanoate [CPD:C20685]

Product

4-chloro-2-methylphenol [CPD:C03359];
pyruvate [CPD:C00022];
succinate [CPD:C00042];
CO2 [CPD:C00011];
2,4-dichlorophenol [CPD:C02625]

Comment

Fe2+-dependent enzyme. The enzymes from the Gram-negative bacteria Delftia acidovorans MC1 and Sphingomonas herbicidovorans MH are involved in the degradation of the (R)-enantiomer of the phenoxyalkanoic acid herbicides mecoprop and dichlorprop [1,2].

History

EC 1.14.11.44 created 2013

Orthology

K21729

(R)-dichlorprop dioxygenase (2-oxoglutarate)

Reference

1 [PMID:12501996]

Authors

Westendorf A, Benndorf D, Muller RH, Babel W

Title

The two enantiospecific dichlorprop/alpha-ketoglutarate-dioxygenases from Delftia acidovorans MC1--protein and sequence data of RdpA and SdpA.

Journal

Microbiol Res 157:317-22 (2002)
DOI:10.1078/0944-5013-00164

Sequence

[ag:AAP88290]

Reference

2 [PMID:16820480]

Authors

Muller TA, Fleischmann T, van der Meer JR, Kohler HP

Title

Purification and characterization of two enantioselective alpha-ketoglutarate-dependent dioxygenases, RdpA and SdpA, from Sphingomonas herbicidovorans MH.

Journal

Appl Environ Microbiol 72:4853-61 (2006)
DOI:10.1128/AEM.02758-05

Reference

3 [PMID:16731970]

Authors

Muller TA, Zavodszky MI, Feig M, Kuhn LA, Hausinger RP

Title

Structural basis for the enantiospecificities of R- and S-specific phenoxypropionate/alpha-ketoglutarate dioxygenases.

Journal

Protein Sci 15:1356-68 (2006)
DOI:10.1110/ps.052059406

Other DBs

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