Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

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Chemical Compound Review:

AG-K-72910 2-chloro-4-oxo-hex-2-enedioic acid

Synonyms: AC1L4PHF, CTK7J1514, 2-chloro-4-oxohex-2-enedioic acid, 2-Chloro-4-oxo-(Z)-2-hexenedioic acid

Seibert, V. et al., Ohtsubo, Y. et al., Vollmer, M.D. et al., Louie, T.M. et al.

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Disease relevance of C06329

TcpC produced in E. coli oxidized 6-CHQ to 2-chloromaleylacetate [1].
Nevertheless, like the known enzymes from proteobacteria, the cloned Rhodococcus maleylacetate reductase was able to convert 2-chloromaleylacetate, an intermediate in the degradation of dichloroaromatic compounds, relatively fast and with reductive dehalogenation to maleylacetate [2].
Conversion of 2-chloromaleylacetate in Alcaligenes eutrophus JMP134 [3].

High impact information on C06329

In this study, PcpA expressed in Escherichia coli was purified to homogeneity and shown to have novel ring-cleavage dioxygenase activity in conjunction with hydroquinone derivatives, and converting 2,6-DCHQ to 2-chloromaleylacetate [4].
2,4-Dichlorophenoxyacetate (2,4-D) in Alcaligenes eutrophus JMP134 (pJP4) is degraded via 2-chloromaleylacetate as an intermediate [3].

References

Genetic and biochemical characterization of a 2,4,6-trichlorophenol degradation pathway in Ralstonia eutropha JMP134. Louie, T.M., Webster, C.M., Xun, L. J. Bacteriol. (2002) [Pubmed]
Characterization of the maleylacetate reductase MacA of Rhodococcus opacus 1CP and evidence for the presence of an isofunctional enzyme. Seibert, V., Kourbatova, E.M., Golovleva, L.A., Schlömann, M. J. Bacteriol. (1998) [Pubmed]
Conversion of 2-chloromaleylacetate in Alcaligenes eutrophus JMP134. Vollmer, M.D., Stadler-Fritzsche, K., Schlömann, M. Arch. Microbiol. (1993) [Pubmed]
PcpA, which is involved in the degradation of pentachlorophenol in Sphingomonas chlorophenolica ATCC39723, is a novel type of ring-cleavage dioxygenase. Ohtsubo, Y., Miyauchi, K., Kanda, K., Hatta, T., Kiyohara, H., Senda, T., Nagata, Y., Mitsui, Y., Takagi, M. FEBS Lett. (1999) [Pubmed]

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