Conversion of 2-fluoromuconate to cis-dienelactone by purified enzymes from Rhodococcus opacus 1cp
The present study describes the 19F nuclear magnetic resonance analysis of the conversion of 3-halocatechols to lactones by purified chlorocatechol 1,2-dioxygenase (ClcA2), chloromuconate cycloisomerase (ClcB2), and chloromuconolactone dehalogenase (ClcF) from Rhodococcus opacus 1cp grown on 2-chlorophenol. The 3-halocatechol substrates were produced from the corresponding 2-halophenols by either phenol hydroxylase from Trichosporon cutaneum or 2-hydroxybiphenyl 3-mono-oxygenase from Pseudomonas azelaica. Several fluoromuconates resulting from intradiol ring cleavage by ClcA2 were identified. ClcB2 converted 2-fluoromuconate to 5-fluoromuconolactone and 2-chloro-4-fluoromuconate to 2-chloro-4-fluoromuconolactone. Especially the cycloisomerization of 2-fluoromuconate is a new observation. ClcF catalyzed the dehalogenation of 5-fluoromuconolactone to cis-dienelactone. The ClcB2 and ClcF-mediated reactions are in line with the recent finding of a second cluster of chlorocatechol catabolic genes in R. opacus 1cp which provides a new route for the microbial dehalogenation of 3-chlorocatechol
| Main Authors: | , , , , , , , , |
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| Format: | Article/Letter to editor biblioteca |
| Language: | English |
| Subjects: | 2-hydroxybiphenyl 3-monooxygenase, alcaligenes-eutrophus jmp-134, chemical-structure, chlorocatechol 1, chloromuconate cycloisomerases, erythropolis 1cp, halogenated aromatic-compounds, modified ortho-pathway, phenol hydroxylase, pseudomonas-azelaica hbp1, |
| Online Access: | https://research.wur.nl/en/publications/conversion-of-2-fluoromuconate-to-cis-dienelactone-by-purified-en |
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