| Home > Publications database > Isomer-specific degradation and endocrine disrupting activity of nonylphenols > print |
| 001 | 432 | ||
| 005 | 20201217122713.0 | ||
| 024 | 7 | _ | |a 10.1021/es800577a |2 DOI |
| 024 | 7 | _ | |a WOS:000258883300019 |2 WOS |
| 024 | 7 | _ | |a 0013-936X |2 ISSN |
| 024 | 7 | _ | |a 1520-5851 |2 ISSN |
| 024 | 7 | _ | |a altmetric:7024225 |2 altmetric |
| 024 | 7 | _ | |a pmid:18800507 |2 pmid |
| 024 | 7 | _ | |a 2128/25412 |2 Handle |
| 037 | _ | _ | |a PreJuSER-432 |
| 041 | _ | _ | |a eng |
| 082 | _ | _ | |a 050 |
| 084 | _ | _ | |2 WoS |a Engineering, Environmental |
| 084 | _ | _ | |2 WoS |a Environmental Sciences |
| 100 | 1 | _ | |a Gabriel, F. L. P. |b 0 |0 P:(DE-HGF)0 |
| 245 | _ | _ | |a Isomer-specific degradation and endocrine disrupting activity of nonylphenols |
| 260 | _ | _ | |c 2008 |a Columbus, Ohio |b American Chemical Society |
| 300 | _ | _ | |a 6399 - 6408 |
| 336 | 7 | _ | |a Journal Article |0 PUB:(DE-HGF)16 |2 PUB:(DE-HGF) |
| 336 | 7 | _ | |a Output Types/Journal article |2 DataCite |
| 336 | 7 | _ | |a Journal Article |0 0 |2 EndNote |
| 336 | 7 | _ | |a ARTICLE |2 BibTeX |
| 336 | 7 | _ | |a JOURNAL_ARTICLE |2 ORCID |
| 336 | 7 | _ | |a article |2 DRIVER |
| 440 | _ | 0 | |a Environmental Science and Technology |x 0013-936X |0 1865 |y 17 |v 42 |
| 500 | _ | _ | |a This research was supported by the Swiss National Science Foundation within the framework of the National Research Programme NFP50 "Endocrine Disruptors: Relevance to Humans, Animals, and Ecosystems". We thank Dr. Ian Purvis and others at GlaxoSmithKline for kindly supplying the genetically modified yeast strain. |
| 520 | _ | _ | |a Degradation of technical nonylphenol by Sphingobium xenophagum Bayram led to a significant shift in the isomers composition of the mixture. By means of gas chromatography-mass spectrometry, we could observe a strong correlation between transformation of individual isomers and their a-substitution pattern, as expressed by their assignment to one of six mass spectrometric groups. As a rule, isomers with less bulkiness at the a-carbon and those with an optimally sized main alkyl chain (4-6 carbon atoms) were degraded more efficiently. By mass spectrometric analysis, we identified the two most recalcitrant main isomers of the technical mixture (Group4) as 4-(1,2-dimethyl-1-propylbutyl) phenols (NP193a and NP193b, which are diastereomers with a bulky alpha-CH3, alpha-CH(CH3)C2H5 substitution. Our experiments with strain Bayram show that the selective enrichment of isomers with bulky a-substitutions observed in nonylphenol fingerprints of natural systems can be caused by microbial ipso-hydroxylation. Based on the yeast estrogen assay (YES), we established an estrogenicity ranking with a variety of single isomers and compared it to rankings obtained with different reporter cell systems. Structure-activity relationships derived from these data suggest that Group 4 isomers have a high estrogenic potency. This indicates a substantial risk that enrichment of highly estrogenic isomers during microbial degradation by ipso-substitution will increase the specific estrogenicity of aging material. |
| 536 | _ | _ | |a Terrestrische Umwelt |c P24 |2 G:(DE-HGF) |0 G:(DE-Juel1)FUEK407 |x 0 |
| 588 | _ | _ | |a Dataset connected to Web of Science |
| 650 | _ | 7 | |a J |2 WoSType |
| 700 | 1 | _ | |a Routledge, E.J. |b 1 |0 P:(DE-HGF)0 |
| 700 | 1 | _ | |a Heidlberger, A. |b 2 |0 P:(DE-HGF)0 |
| 700 | 1 | _ | |a Rentsch, D. |b 3 |0 P:(DE-HGF)0 |
| 700 | 1 | _ | |a Günther, K. |b 4 |u FZJ |0 P:(DE-Juel1)129325 |
| 700 | 1 | _ | |a Giger, W. |b 5 |0 P:(DE-HGF)0 |
| 700 | 1 | _ | |a Sumpter, J.P. |b 6 |0 P:(DE-HGF)0 |
| 700 | 1 | _ | |a Kohler, H.-P.E. |b 7 |0 P:(DE-HGF)0 |
| 773 | _ | _ | |0 PERI:(DE-600)1465132-4 |a 10.1021/es800577a |g Vol. 42, p. 6399 - 6408 |p 6399 - 6408 |q 42<6399 - 6408 |t Environmental Science & Technology |v 42 |x 0013-936X |y 2008 |
| 856 | 4 | _ | |u https://juser.fz-juelich.de/record/432/files/Gabriel-2008-Isomer-specific_degradation_and_endocrine_disrupting-%28accepted_version%29.pdf |y Published on 2008-07-23. Available in OpenAccess from 2009-07-23. |
| 909 | C | O | |o oai:juser.fz-juelich.de:432 |p openaire |p open_access |p VDB |p driver |p dnbdelivery |
| 913 | 1 | _ | |k P24 |v Terrestrische Umwelt |l Terrestrische Umwelt |b Erde und Umwelt |0 G:(DE-Juel1)FUEK407 |x 0 |
| 914 | 1 | _ | |y 2008 |
| 915 | _ | _ | |a DBCoverage |0 StatID:(DE-HGF)0150 |2 StatID |b Web of Science Core Collection |
| 915 | _ | _ | |a Embargoed OpenAccess |0 StatID:(DE-HGF)0530 |2 StatID |
| 915 | _ | _ | |a JCR |0 StatID:(DE-HGF)0100 |2 StatID |
| 915 | _ | _ | |a WoS |0 StatID:(DE-HGF)0111 |2 StatID |b Science Citation Index Expanded |
| 915 | _ | _ | |a JCR/ISI refereed |0 StatID:(DE-HGF)0010 |2 StatID |
| 915 | _ | _ | |a DBCoverage |0 StatID:(DE-HGF)0199 |2 StatID |b Thomson Reuters Master Journal List |
| 920 | 1 | _ | |k ICG-3 |l Phytosphäre |d 31.10.2010 |g ICG |0 I:(DE-Juel1)ICG-3-20090406 |x 1 |
| 970 | _ | _ | |a VDB:(DE-Juel1)100820 |
| 980 | _ | _ | |a VDB |
| 980 | _ | _ | |a ConvertedRecord |
| 980 | _ | _ | |a journal |
| 980 | _ | _ | |a I:(DE-Juel1)IBG-2-20101118 |
| 980 | _ | _ | |a UNRESTRICTED |
| 980 | 1 | _ | |a FullTexts |
| 981 | _ | _ | |a I:(DE-Juel1)IBG-2-20101118 |
| 981 | _ | _ | |a I:(DE-Juel1)ICG-3-20090406 |
| Library | Collection | CLSMajor | CLSMinor | Language | Author |
|---|