title: Elucidation of the Enantiodiscrimination Properties of a Nonracemic Chiral Alignment Medium through Gel-based Capillary Electrochromatography: Separation of the Mefloquine Stereoisomers.
abstract: Enantiodiscrimination and enantioseparation are two highly important processes in chemistry, often performed by using NMR spectroscopy and chromatography. For a better understanding of the mechanistic details, the same system should be studied by both methods. In addition, isotropic and anisotropic NMR parameters should be obtained, the latter using alignment media so that residual dipolar couplings and chemical-shift anisotropies can be measured. Consequently, a chiral alignment medium was used for the first time in chiral gel-based capillary electrochromatography with the four stereoisomers of the antimalaria drug mefloquine as test compounds. Chromatographic data verify that enantiodiscrimination obtained with this alignment gel is caused by differences in the equilibrium constants related to associate formation. Hence, the chromatographic separation provides physicochemical data that form a basis for the understanding and optimization of alignment processes, and vice versa.
authors: Department of Chemistry University of Marburg Hans-Meerwein-Straße 35032 Marburg Germany; Department of Chemistry Faculty of ScienceAl al-Bayt University 25113 Mafraq Jordan.
authors: Ayat Allah
authors: AA
authors: Al-Massaedh
authors: Department of NMR-based Structural Biology Max-Planck-Institute for Biophysical Chemistry Am Fassberg 11 37077 Göttingen Germany.
authors: Manuel
authors: M
authors: Schmidt
authors: Department of Chemistry University of Marburg Hans-Meerwein-Straße 35032 Marburg Germany.
authors: Ute
authors: 0000-0002-5461-0707
authors: U
authors: Pyell
authors: Department of NMR-based Structural Biology Max-Planck-Institute for Biophysical Chemistry Am Fassberg 11 37077 Göttingen Germany.
authors: Uwe M
authors: 0000-0003-3364-2483
authors: UM
authors: Reinscheid
keywords: NMR spectroscopy; capillary electrochromatography; enantiomers; mefloquine; residual dipolar coupling