Co-metabolic formation of substituted phenylacetic acids by styrene-degrading bacteria

[Display omitted] •Styrene degradation via phenylacetic acid was shown for the strains described.•Co-metabolic transformation of substituted styrenes was shown.•Formation of several phenylacetic acids, e.g. ibuprofen, was reported.•α-Methylated substrates were transformed enantioselectively with an...

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Vydáno v:Biotechnology reports (Amsterdam, Netherlands) Ročník 6; číslo C; s. 20 - 26
Hlavní autoři: Oelschlägel, Michel, Kaschabek, Stefan R., Zimmerling, Juliane, Schlömann, Michael, Tischler, Dirk
Médium: Journal Article
Jazyk:angličtina
Vydáno: Netherlands Elsevier B.V 01.06.2015
Elsevier
Témata:
Biocatalysis
biotransformation
Ibuprofen
phenylacetic acid
Pseudomonas fluorescens
Rhodococcus opacus
soil bacteria
Sphingomonas
styrene
Styrene degradation
Biocatalysis
Ibuprofen
Styrene degradation
ISSN:2215-017X, 2215-017X
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Shrnutí:[Display omitted] •Styrene degradation via phenylacetic acid was shown for the strains described.•Co-metabolic transformation of substituted styrenes was shown.•Formation of several phenylacetic acids, e.g. ibuprofen, was reported.•α-Methylated substrates were transformed enantioselectively with an ee of up to 40%.•Pseud. fluorescens ST was identified as promising biocatalyst for phenylacetic acids. Some soil bacteria are able to metabolize styrene via initial side-chain oxygenation. This catabolic route is of potential biotechnological relevance due to the occurrence of phenylacetic acid as a central metabolite. The styrene-degrading strains Rhodococcus opacus 1CP, Pseudomonas fluorescens ST, and the novel isolates Sphingopyxis sp. Kp5.2 and Gordonia sp. CWB2 were investigated with respect to their applicability to co-metabolically produce substituted phenylacetic acids. Isolates were found to differ significantly in substrate tolerance and biotransformation yields. Especially, P. fluorescens ST was identified as a promising candidate for the production of several phenylacetic acids. The biotransformation of 4-chlorostyrene with cells of strain ST was shown to be stable over a period of more than 200 days and yielded about 38mmolproductgcelldryweight−1 after nearly 350 days. Moreover, 4-chloro-α-methylstyrene was predominantly converted to the (S)-enantiomer of the acid with 40% enantiomeric excess.
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ISSN:2215-017X
2215-017X
DOI:10.1016/j.btre.2015.01.003