Yuan Ruijuan, Wang Yan, Ding Guosheng
School of Chinese Pharmacy, Beijing University of Chinese Medicine, PR China.
Anal Sci. 2010;26(9):943-7. doi: 10.2116/analsci.26.943.
A sulfated poly β-cyclodextrin (SPCD) modified silica-based monolithic column was prepared for enantiomeric separation. First, 2-hydroxy-3-allyloxy-propyl-β-cyclodextrin (allyl-β-CD) was bonded onto a bifunctional reagent 3-(methacryloxy)propyltriethoxysilane (γ-MAPS) modified silica-based monolith through radical polymerization; the column was then sulfated with chlorosulfonic acid. The SPCD chiral stationary phase resolved the boring problem associated with desalting when sulfated CDs were synthesized to act as chiral additives. The inorganic salt in the column introduced during the sulfating process could be easily removed by washing the column with water for some time. Chiral compounds investigated were successfully resolved into their enantiomers on the SPCD modified monolith in the capillary electrochromatography (CEC) mode. Due to the existence of the -SO(3)H group, electrosmotic flow (EOF) was obviously increased, and all of the separations could be carried out in 20 min with only a minor loss in the column efficiency and resolution.
制备了一种硫酸化聚β-环糊精(SPCD)修饰的硅胶整体柱用于对映体分离。首先,通过自由基聚合将2-羟基-3-烯丙氧基丙基-β-环糊精(烯丙基-β-CD)键合到双功能试剂3-(甲基丙烯酰氧基)丙基三乙氧基硅烷(γ-MAPS)修饰的硅胶整体柱上;然后用氯磺酸对该柱进行硫酸化处理。SPCD手性固定相解决了在合成硫酸化环糊精作为手性添加剂时与脱盐相关的棘手问题。在硫酸化过程中引入柱内的无机盐可通过用水冲洗柱一段时间而轻松去除。所研究的手性化合物在毛细管电色谱(CEC)模式下于SPCD修饰的整体柱上成功分离为对映体。由于-SO(3)H基团的存在,电渗流(EOF)明显增加,所有分离均可在20分钟内完成,且柱效和分离度仅有轻微损失。