Cometabolism of 3-methylbenzoate and methylcatechols by a 3-chlorobenzoate 
utilizingPseudomonas: Accumulation of (+)-2,5-dihydro-4-methyl-and 
(+)-2,5-dihydro-2-methyl-5-oxo-furan-2-acetic acid

Knackmuss,, Hans-Joachim; Hellwig, M.; Lackner, H.; Otting, Walter

doi:10.1007/BF01278610

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Cometabolism of 3-methylbenzoate and methylcatechols by a 3-chlorobenzoate utilizingPseudomonas: Accumulation of (+)-2,5-dihydro-4-methyl-and (+)-2,5-dihydro-2-methyl-5-oxo-furan-2-acetic acid

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Otting, Walter
Max Planck Institute for Medical Research, Max Planck Society;

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Knackmuss, H.-J., Hellwig, M., Lackner, H., & Otting, W. (1976). Cometabolism of 3-methylbenzoate and methylcatechols by a 3-chlorobenzoate utilizingPseudomonas: Accumulation of (+)-2,5-dihydro-4-methyl-and (+)-2,5-dihydro-2-methyl-5-oxo-furan-2-acetic acid. European journal of applied microbiology and biotechnology, 2(4), 267-276. doi:10.1007/BF01278610.

Cite as: https://hdl.handle.net/21.11116/0000-0000-2BB2-7

Abstract

3-Chlorobenzoate grown cells ofPseudomonas strain B 13 readily co-oxidize 3-methylbenzoate yielding 82% (+)-2,5-dihydro-4-methyl- and 9% (+)-2,5-dihydro-2-methyl-5-oxo-furan-2-acetic acid (compounds I and II, X=CH3). The concentration of the products in the culture fluid exceed 11 g per liter without affecting the activity of the cells. The products were formed in 89% and 93% yield when 3- or 4-methylcatechol is cometabolized correspondingly. The lactonization of methyl- and halomuconic acids is discussed with regard to the mechanism of halide elimination during utilization of chlorosubstituted aromatic compounds.