001     47188
005     20200423204224.0
024 7 _ |a pmid:15746308
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024 7 _ |a pmc:PMC1065174
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024 7 _ |a 10.1128/AEM.71.3.1123-1129.2005
|2 DOI
024 7 _ |a WOS:000227702900001
|2 WOS
024 7 _ |a 2128/790
|2 Handle
037 _ _ |a PreJuSER-47188
041 _ _ |a eng
082 _ _ |a 570
084 _ _ |2 WoS
|a Biotechnology & Applied Microbiology
084 _ _ |2 WoS
|a Microbiology
100 1 _ |a Gabriel, F.
|b 0
|0 P:(DE-HGF)0
245 _ _ |a Differential degradation of nonylphenol isomers by Sphingomonas xenophaga Bayram
260 _ _ |a Washington, DC [u.a.]
|b Soc.
|c 2005
300 _ _ |a 1123 - 1129
336 7 _ |a Journal Article
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336 7 _ |a Output Types/Journal article
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336 7 _ |a Journal Article
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336 7 _ |a ARTICLE
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336 7 _ |a JOURNAL_ARTICLE
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336 7 _ |a article
|2 DRIVER
440 _ 0 |a Applied and Environmental Microbiology
|x 0099-2240
|0 8561
|v 71
500 _ _ |a Record converted from VDB: 12.11.2012
520 _ _ |a Sphingomonas xenophaga Bayram, isolated from the activated sludge of a municipal wastewater treatment plant, was able to utilize 4-(1-ethyl-1,4-dimethylpentyl)phenol, one of the main isomers of technical nonylphenol mixtures, as a sole carbon and energy source. The isolate degraded 1 mg of 4-(1-ethyl-1,4-dimethylpentyl)phenol/ml in minimal medium within 1 week. Growth experiments with five nonylphenol isomers showed that the three isomers with quaternary benzylic carbon atoms [(1,1,2,4-tetramethylpentyl)phenol, 4-(1-ethyl-1,4-dimethylpentyl)phenol, and 4-(1,1-dimethylheptyl)phenol] served as growth substrates, whereas the isomers containing one or two hydrogen atoms in the benzylic position [4-(1-methyloctyl)phenol and 4-n-nonylphenol] did not. However, when the isomers were incubated as a mixture, all were degraded to a certain degree. Differential degradation was clearly evident, as isomers with more highly branched alkyl side chains were degraded much faster than the others. Furthermore, the C9 alcohols 2,3,5-trimethylhexan-2-ol, 3,6-dimethylheptan-3-ol, and 2-methyloctan-2-ol, derived from the three nonylphenol isomers with quaternary benzylic carbon atoms, were detected in the culture fluid by gas chromatography-mass spectrometry, but no analogous metabolites could be found originating from 4-(1-methyloctyl)phenol and 4-n-nonylphenol. We propose that 4-(1-methyloctyl)phenol and 4-n-nonylphenol were cometabolically transformed in the growth experiments with the mixture but that, unlike the other isomers, they did not participate in the reactions leading to the detachment of the alkyl moiety. This hypothesis was corroborated by the observed accumulation in the culture fluid of an as yet unidentified metabolite derived from 4-(1-methyloctyl)phenol.
536 _ _ |a Chemie und Dynamik der Geo-Biosphäre
|c U01
|2 G:(DE-HGF)
|0 G:(DE-Juel1)FUEK257
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588 _ _ |a Dataset connected to Web of Science, Pubmed
650 _ 2 |2 MeSH
|a Alcohols: chemistry
650 _ 2 |2 MeSH
|a Alcohols: metabolism
650 _ 2 |2 MeSH
|a Biodegradation, Environmental
650 _ 2 |2 MeSH
|a Gas Chromatography-Mass Spectrometry
650 _ 2 |2 MeSH
|a Isomerism
650 _ 2 |2 MeSH
|a Molecular Structure
650 _ 2 |2 MeSH
|a Phenols: chemistry
650 _ 2 |2 MeSH
|a Phenols: metabolism
650 _ 2 |2 MeSH
|a Sewage: microbiology
650 _ 2 |2 MeSH
|a Sphingomonas: isolation & purification
650 _ 2 |2 MeSH
|a Sphingomonas: metabolism
650 _ 7 |0 0
|2 NLM Chemicals
|a Alcohols
650 _ 7 |0 0
|2 NLM Chemicals
|a Phenols
650 _ 7 |0 0
|2 NLM Chemicals
|a Sewage
650 _ 7 |0 25154-52-3
|2 NLM Chemicals
|a nonylphenol
650 _ 7 |a J
|2 WoSType
700 1 _ |a Giger, W.
|b 1
|0 P:(DE-HGF)0
700 1 _ |a Günther, K.
|b 2
|u FZJ
|0 P:(DE-Juel1)129325
700 1 _ |a Kohler, H.-P.
|b 3
|0 P:(DE-HGF)0
773 _ _ |a 10.1128/AEM.71.3.1123-1129.2005
|g Vol. 71, p. 1123 - 1129
|p 1123 - 1129
|q 71<1123 - 1129
|0 PERI:(DE-600)1478346-0
|t Applied and environmental microbiology
|v 71
|y 2005
|x 0099-2240
856 7 _ |2 Pubmed Central
|u http://www.ncbi.nlm.nih.gov/pmc/articles/PMC1065174
856 4 _ |u https://juser.fz-juelich.de/record/47188/files/74408.pdf
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913 1 _ |k U01
|v Chemie und Dynamik der Geo-Biosphäre
|l Chemie und Dynamik der Geo-Biosphäre
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914 1 _ |y 2005
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920 1 _ |k ICG-III
|l Phytosphäre
|d 31.12.2006
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