The cyclofructan 6 (CF6) macrocyclic-oligosaccharide was derivatized with five different substituents able to bear positive charges: propyl imidazole, methyl benzimidazole, dimethyl aminopropyl, pyridine, and dimethyl aminophenyl. The derivatized cyclofructans were reacted with triethoxysilyl-propylisocyanate as a linker to bond them to 5 µm spherical silica gel particles and then used to prepare liquid chromatography columns. The bonded silica particles were analyzed to establish the bonding densities. A set of 34 chiral compounds including acids, neutral compounds, and bases was tested with nine different mobile phase compositions including two reverse phase (RP) acetonitrile/pH 4 buffer, three polar organic (PO) acetonitrile/methanol, and four normal phase (NP) heptane/ethanol mobile phases. No compounds could be separated in the RP mode. Eight compounds only could be enantioseparated in the PO mode and 21 compounds in the NP mode. The most effective chiral stationary phase was the propyl imidazole derivatized CF6 phase, provided no more than six imidazole substituents and two linkers are attached per CF6 unit.

中文翻译：

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基于环果聚糖 6 阳离子/碱性衍生物的 HPLC 手性固定相的制备和评价

环果聚糖 6 (CF6) 大环低聚糖衍生有五种不同的能够带正电荷的取代基：丙基咪唑、甲基苯并咪唑、二甲基氨基丙基、吡啶和二甲基氨基苯基。衍生化的环果聚糖以三乙氧基甲硅烷基-丙基异氰酸酯为连接体与5 µm球形硅胶颗粒反应，制备液相色谱柱。分析结合的二氧化硅颗粒以确定结合密度。一组 34 种手性化合物（包括酸、中性化合物和碱）使用九种不同的流动相组合物进行测试，包括两种反相 (RP) 乙腈/pH 4 缓冲液、三种极性有机 (PO) 乙腈/甲醇和四种正相（ NP) 庚烷/乙醇流动相。在 RP 模式下无法分离任何化合物。在 PO 模式下只能对映分离 8 种化合物，在 NP 模式下只能对映分离 21 种化合物。最有效的手性固定相是丙基咪唑衍生的 CF6 相，前提是每个 CF6 单元不超过六个咪唑取代基和两个接头。