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000001237 0247_ $$2pmid$$apmid:18553459
000001237 0247_ $$2DOI$$a10.1002/chir.20556
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000001237 041__ $$aeng
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000001237 084__ $$2WoS$$aChemistry, Medicinal
000001237 084__ $$2WoS$$aChemistry, Analytical
000001237 084__ $$2WoS$$aChemistry, Organic
000001237 084__ $$2WoS$$aPharmacology & Pharmacy
000001237 1001_ $$0P:(DE-HGF)0$$aZhang, H.$$b0
000001237 245__ $$aEnantiomers of a Nonylphenol Isomer: Absolute Configurations and Estrogenic Potencies
000001237 260__ $$aNew York, NY [u.a.]$$bWiley Interscience$$c2009
000001237 300__ $$a271 - 275
000001237 3367_ $$0PUB:(DE-HGF)16$$2PUB:(DE-HGF)$$aJournal Article
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000001237 440_0 $$019963$$aChirality$$v21$$x0899-0042$$y2
000001237 500__ $$aContract grant sponsor: Ministry of Innovation, Science, Research and Technology of the State of North Rhine-Westphalia
000001237 520__ $$aEnantiomers of 4-(1,1,2-trimethylhexyl)phenol, a chiral isomer of the endocrine disrupting chemical nonylphenol, have been resolved and isolated by preparative chiral HPLC. The absolute configurations of the enantiomers were then determined by an X-ray crystallographic study of the (-)-camphanoyl derivative of the first eluted enantiomer NP(35)E1. The first enantiomer (NP(35)E1) and the second enantiomer (NP(35)E2) eluted were found to have the S and R absolute configurations, respectively. The estrogenic potencies of the S and R enantiomers were tested by the E-screen assay. A slight difference was observed in the relative proliferative effect between the S enantiomer and R enantiomer in the E-screen assay.
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000001237 650_2 $$2MeSH$$aAnimals
000001237 650_2 $$2MeSH$$aChromatography, High Pressure Liquid
000001237 650_2 $$2MeSH$$aCrystallography, X-Ray
000001237 650_2 $$2MeSH$$aEcotoxicology
000001237 650_2 $$2MeSH$$aEstrogens: chemistry
000001237 650_2 $$2MeSH$$aEstrogens: isolation & purification
000001237 650_2 $$2MeSH$$aEstrogens: toxicity
000001237 650_2 $$2MeSH$$aPhenols: chemistry
000001237 650_2 $$2MeSH$$aPhenols: isolation & purification
000001237 650_2 $$2MeSH$$aPhenols: toxicity
000001237 650_2 $$2MeSH$$aStereoisomerism
000001237 650_7 $$00$$2NLM Chemicals$$aEstrogens
000001237 650_7 $$00$$2NLM Chemicals$$aPhenols
000001237 650_7 $$025154-52-3$$2NLM Chemicals$$anonylphenol
000001237 650_7 $$2WoSType$$aJ
000001237 65320 $$2Author$$aendocrine disrupting chemicals
000001237 65320 $$2Author$$aX-ray crystallography
000001237 65320 $$2Author$$aE-screen assay
000001237 7001_ $$0P:(DE-HGF)0$$aOppel, I.M.$$b1
000001237 7001_ $$0P:(DE-HGF)0$$aSpiteller, M.$$b2
000001237 7001_ $$0P:(DE-Juel1)VDB40956$$aGuenther, K.$$b3$$uFZJ
000001237 7001_ $$0P:(DE-HGF)0$$aBoehmler, G.$$b4
000001237 7001_ $$0P:(DE-HGF)0$$aZuehlke, S.$$b5
000001237 773__ $$0PERI:(DE-600)2001237-8$$a10.1002/chir.20556$$gVol. 21, p. 271 - 275$$p271 - 275$$q21<271 - 275$$tChirality$$v21$$x0899-0042$$y2009
000001237 8567_ $$uhttp://dx.doi.org/10.1002/chir.20556
000001237 8564_ $$uhttps://juser.fz-juelich.de/record/1237/files/FZJ-1237.pdf$$yRestricted$$zPublished final document.
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000001237 9141_ $$y2009
000001237 915__ $$0StatID:(DE-HGF)0010$$aJCR/ISI refereed
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