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- W2013670595 abstract "Abstract Polychlorinated biphenyls (PCBs) remain one of the most important groups of environmental contaminants. The fate (transformation) as well as the toxicological implications of the different metabolism steps are subject to considerable debate. The aim of this study is to start a comprehensive investigation of atropisomeric PCB metabolites, i.e., hydroxy, methoxy, methylthionyl, and methylsulfonyl PCBs in different biota. For this purpose, enantioselective semipreparative liquid chromatography is used to obtain pure enantiomers of PCB metabolites. Electronic circular dichroism (UV‐CD) and vibrational circular dichroism (VCD) in combination with computational techniques were applied to determine their absolute structures. Approximately 18–25 mg of each enantiomer of the following metabolites were obtained using semipreparative HPLC on β‐cyclodextrin‐based columns: 4‐MeO‐CB149, 4‐MeS‐CB149, 4‐MeSO 2 ‐CB149, 3‐MeS‐CB149, and 3‐MeSO 2 ‐CB149. The enantiomeric purity of the separated enantiomers was in the range of 95.0–99.9%. Rotational angles and absolute configurations were also determined. This study establishes a sound method for future preparation and absolute structure determination of compounds belonging to the same class. Chirality 17:266–280, 2005 . © 2005 Wiley‐Liss, Inc." @default.
- W2013670595 created "2016-06-24" @default.
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- W2013670595 date "2005-01-01" @default.
- W2013670595 modified "2023-10-07" @default.
- W2013670595 title "Enantioselective semipreparative HPLC separation of PCB metabolites and their absolute structure elucidation using electronic and vibrational circular dichroism" @default.
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- W2013670595 doi "https://doi.org/10.1002/chir.20158" @default.
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