Gyimesi-Forrás K, Szász G, Gergely A, Szabó M, Kökösi J
Institute of Pharmaceutical Chemistry, Semmelweis University, Budapest, Hungary.
J Chromatogr Sci. 2000 Oct;38(10):430-4. doi: 10.1093/chromsci/38.10.430.
Optical resolution of the enantiomers of new 4(3H)-quinazolone derivatives is investigated using the alpha1-acid glycoprotein chiral stationary phase (Chiral-AGP). Stereoselective separation of the model compounds can be controlled by varying the pH and adding uncharged organic modifiers (acetonitrile and 2-propanol) to the mobile phase. For the majority of quinazolone derivatives, Chiral-AGP is proved to be an excellent enantioselector, because optimized chromatographic conditions allow for the baseline separation of the enantiomers. Separation factors between 1.19 and 1.85 are obtained. The effects of acetonitrile and 2-propanol on the chromatographic behavior of the model compounds are quite different because of their different hydrophobic- and hydrogen-bonding properties. The eluent pH and organic modifier concentration also contributes to the chiral recognition by altering the protein environment. The analysis of the experimental results leads to new information about the chromatographic mechanism on a Chiral-AGP surface.
使用α1-酸性糖蛋白手性固定相（Chiral-AGP）研究了新型4(3H)-喹唑啉酮衍生物对映体的光学拆分。通过改变pH值并向流动相中添加不带电荷的有机改性剂（乙腈和2-丙醇），可以控制模型化合物的立体选择性分离。对于大多数喹唑啉酮衍生物，Chiral-AGP被证明是一种出色的对映体选择剂，因为优化的色谱条件能够实现对映体的基线分离。获得了1.19至1.85的分离因子。由于乙腈和2-丙醇具有不同的疏水和氢键性质，它们对模型化合物色谱行为的影响差异很大。洗脱液的pH值和有机改性剂浓度也通过改变蛋白质环境有助于手性识别。对实验结果的分析得出了有关Chiral-AGP表面色谱机制的新信息。
