School of pharmacy, Cheeloo College of Medicine, Shandong University, 44 West Wenhua Road, Jinan, Shandong, 250012, China.
Department of Medicinal Chemistry and Key Laboratory of Chemical Biology of Natural Products (MOE), School of pharmacy, Cheeloo College of Medicine, Shandong University, 44 West Wenhua Road, Jinan, Shandong, 250012, China.
J Chromatogr A. 2020 Nov 22;1632:461598. doi: 10.1016/j.chroma.2020.461598. Epub 2020 Sep 30.
Enantioseparation of lysine derivatives by chiral high-performance liquid chromatography (HPLC) was accomplished using two chiral stationary phases (CSPs, Chiralpak IA and Chiralpak IC) based on polysaccharides under normal phase (NP) conditions. All analytes were completely separated. The impacts of polar modifiers, analyte structure and column temperature on chiral separation were discussed. Moreover, the relationship between structure and retention was investigated. The van't Hoff equation was employed to evaluate the thermodynamic parameters of the chiral separation process. The data suggest that the chiral separation process was enthalpy-driven. Surprisingly, two uncommon phenomena were observed: (1) high separation factors on Chiralpak IA and (2) different binding mechanisms with CSP and the two enantiomers.
通过手性高效液相色谱（HPLC），使用基于多糖的两种手性固定相（Chiralpak IA 和 Chiralpak IC）在正相（NP）条件下实现了赖氨酸衍生物的对映体分离。所有分析物都完全分离。讨论了极性修饰剂、分析物结构和柱温对手性分离的影响。此外，还研究了结构与保留之间的关系。采用范特霍夫方程评估手性分离过程的热力学参数。数据表明，手性分离过程是焓驱动的。令人惊讶的是，观察到了两个不常见的现象：（1）Chiralpak IA 上的高分离因子；（2）与 CSP 和两种对映体的不同结合机制。
