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@ARTICLE{Zhang:1237,
      author       = {Zhang, H. and Oppel, I.M. and Spiteller, M. and Guenther,
                      K. and Boehmler, G. and Zuehlke, S.},
      title        = {{E}nantiomers of a {N}onylphenol {I}somer: {A}bsolute
                      {C}onfigurations and {E}strogenic {P}otencies},
      journal      = {Chirality},
      volume       = {21},
      issn         = {0899-0042},
      address      = {New York, NY [u.a.]},
      publisher    = {Wiley Interscience},
      reportid     = {PreJuSER-1237},
      pages        = {271 - 275},
      year         = {2009},
      note         = {Contract grant sponsor: Ministry of Innovation, Science,
                      Research and Technology of the State of North
                      Rhine-Westphalia},
      abstract     = {Enantiomers 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.},
      keywords     = {Animals / Chromatography, High Pressure Liquid /
                      Crystallography, X-Ray / Ecotoxicology / Estrogens:
                      chemistry / Estrogens: isolation $\&$ purification /
                      Estrogens: toxicity / Phenols: chemistry / Phenols:
                      isolation $\&$ purification / Phenols: toxicity /
                      Stereoisomerism / Estrogens (NLM Chemicals) / Phenols (NLM
                      Chemicals) / nonylphenol (NLM Chemicals) / J (WoSType)},
      cin          = {ICG-3},
      ddc          = {570},
      cid          = {I:(DE-Juel1)ICG-3-20090406},
      pnm          = {Terrestrische Umwelt},
      pid          = {G:(DE-Juel1)FUEK407},
      shelfmark    = {Chemistry, Medicinal / Chemistry, Analytical / Chemistry,
                      Organic / Pharmacology $\&$ Pharmacy},
      typ          = {PUB:(DE-HGF)16},
      pubmed       = {pmid:18553459},
      UT           = {WOS:000262561200003},
      doi          = {10.1002/chir.20556},
      url          = {https://juser.fz-juelich.de/record/1237},
}