Department of Inorganic and Analytical Chemistry, University of Szeged, Szeged, Hungary.
Institute of Pharmaceutical Chemistry, University of Szeged, Szeged, Hungary.
J Sep Sci. 2017 Aug;40(16):3196-3204. doi: 10.1002/jssc.201700450. Epub 2017 Jul 10.
The eight stereoisomers of limonene-based carbocyclic β-amino acids containing three chiral centers have been directly separated on chiral stationary phases containing Cinchona alkaloid-based zwitterionic selectors. The effects of bulk solvent composition of the mobile phase, the nature of base additives, counterion concentration, and the structure of selector on the enantiorecognition were studied. Experiments were performed at constant mobile phase composition in the temperature range 5-40°C to study the effect of temperature. Thermodynamic parameters were calculated on the basis of the plots of ln α versus 1/T curves. The enthalpically or entropically driven enantioseparations were found to depend strongly on the structures of analyte and selector. The eight stereoisomers of limonene-based carbocyclic β-amino acids could be differentiated as well-separated peaks in a traditional 1D chromatographic system in two runs by applying the two complementary ZWIX(+)™ and ZWIX(-)™ columns.
基于莨菪烷型两性离子手性选择子的手性固定相可直接拆分具有三个手性中心的柠檬烯衍生碳环β-氨基酸的八种对映异构体。考察了流动相组成、碱添加剂的种类、抗衡离子浓度和选择子结构对拆分的影响。在固定流动相组成的条件下，实验温度范围为 5-40°C，以考察温度的影响。基于 lnα-1/T 曲线的线性关系计算了热力学参数。手性拆分的焓或熵驱动力强烈依赖于分析物和选择子的结构。通过使用两种互补的 ZWIX(+)™ 和 ZWIX(-)™ 柱，在传统的一维色谱系统中两次运行即可将八种柠檬烯衍生碳环β-氨基酸的对映异构体分离开来，得到完全分离的色谱峰。
