Reaction: (1) (S)-2-(4-chloro-2-methylphenoxy)propanoate + 2-oxoglutarate + O2 = 4-chloro-2-methylphenol + pyruvate + succinate + CO2
(2) (S)-(2,4-dichlorophenoxy)propanoate + 2-oxoglutarate + O2 = 2,4-dichlorophenol + pyruvate + succinate + CO2
Glossary: (S)-2-(4-chloro-2-methylphenoxy)propanoate = (S)-mecoprop
(S)-(2,4-dichlorophenoxy)propanoate = (S)-dichlorprop
Other name(s): SdpA; α-ketoglutarate-dependent (S)-dichlorprop dioxygenase; (S)-phenoxypropionate/α-ketoglutarate-dioxygenase; 2-oxoglutarate-dependent (S)-dichlorprop dioxygenase; (S)-mecoprop dioxygenase; 2-oxoglutarate-dependent (S)-mecoprop dioxygenase
Systematic name: (S)-2-(4-chloro-2-methylphenoxy)propanoate,2-oxoglutarate:oxygen oxidoreductase (pyruvate-forming)
Comments: Fe2+-dependent enzyme. The enzymes from the Gram-negative bacteria Delftia acidovorans MC1 and Sphingomonas herbicidovorans MH are involved in the degradation of the (S)-enantiomer of the phenoxyalkanoic acid herbicides mecoprop and dichlorprop [1,2].
Links to other databases: BRENDA, EXPASY, KEGG, Metacyc, CAS registry number:
References:
1. Westendorf, A., Benndorf, D., Muller, R.H. and Babel, W. The two enantiospecific dichlorprop/α-ketoglutarate-dioxygenases from Delftia acidovorans MC1 - protein and sequence data of RdpA and SdpA. Microbiol. Res. 157 (2002) 317-322. [PMID: 12501996]
2. Muller, T.A., Fleischmann, T., van der Meer, J.R. and Kohler, H.P. Purification and characterization of two enantioselective α-ketoglutarate-dependent dioxygenases, RdpA and SdpA, from Sphingomonas herbicidovorans MH. Appl. Environ. Microbiol. 72 (2006) 4853-4861. [PMID: 16820480]
3. Muller, T.A., Zavodszky, M.I., Feig, M., Kuhn, L.A. and Hausinger, R.P. Structural basis for the enantiospecificities of R- and S-specific phenoxypropionate/α-ketoglutarate dioxygenases. Protein Sci. 15 (2006) 1356-1368. [PMID: 16731970]