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Degradation of chlorosubstituted aromatic compounds by Pseudomonas sp. strain B13: fate of 3,5-dichlorocatechol

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Abstract

The degradation of 3,5-dichlorocatechol by enzymes of 3-chlorobenzoate-grown cells of Pseudomonas sp. strain B13 was studied. The following compounds were formed from 3,5-dichlorocatechol: trans-2-chloro-4-carboxymethylenebut-2-en-4-olide, cis-2-chloro-4-carboxymethylenebut-2-en-4-olide, and chloroacetylacrylate as the decarboxylation product of 2-chloromaleylacetate. They were identified by chromatographic and spectroscopic methods (UV, MS, PMR). An enzyme activity converting trans-2-chloro-4-carboxymethylenebut-2-en-4-olide into the cis-isomer was observed.

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Abbreviations

3CB:

3-chlorobenzoate

4CB:

4-chlorobenzoate

3,5DCB:

3,5-dichlorobenzoate

2,4D:

2,4-dichlorophenoxyacetate

NOE:

Nuclear-Overhauser-Effect

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Schwein, U., Schmidt, E., Knackmuss, HJ. et al. Degradation of chlorosubstituted aromatic compounds by Pseudomonas sp. strain B13: fate of 3,5-dichlorocatechol. Arch. Microbiol. 150, 78–84 (1988). https://doi.org/10.1007/BF00409721

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  • DOI: https://doi.org/10.1007/BF00409721

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