Miao Pandeng, Li Yuchen, Du Yingxiang
Key Laboratory of Drug Quality Control and Pharmacovigilance (Ministry of Education), China Pharmaceutical University, No. 24 Tongjiaxiang, Nanjing, 210009, People's Republic of China.
State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, 210009, People's Republic of China.
Mikrochim Acta. 2023 Jul 18;190(8):302. doi: 10.1007/s00604-023-05890-0.
Dual-ligand metal-organic frameworks (MOFs) based on tryptophan and camphoric acid were designed and synthesized as the stationary phase of the capillary electrochromatography (CEC) system. This CEC system showed significantly improved enantioseparation ability for nine drugs, compared with the single-ligand MOF stationary phase. Characterization methods such as N adsorption-desorption isotherms and scanning electron microscopy proved that the dual-ligand MOFs possessed excellent 3D spatial structures (ligand ratio is 1:1) which ensured the enantioseparation capability of the CEC system. The influence of ligand types on the chiral selectivity of MOFs was explored using racemic phenylalaninol and its single enantiomers as models. When the chiral type of the ligands is consistent, the enantioseparation ability of the CEC system is better. The chromatographic conditions such as buffer concentration, buffer pH, organic solvent addition ratio, and applied voltage were optimized, and satisfactory repeatability and stability of the CEC system were verified. Additionally, the enantioseparation mechanism of the CEC system was discussed through adsorption kinetic experiments, adsorption isotherm fitting, and thermodynamics.
设计并合成了基于色氨酸和樟脑酸的双配体金属有机框架材料(MOF),作为毛细管电色谱(CEC)系统的固定相。与单配体MOF固定相相比,该CEC系统对9种药物的对映体分离能力有显著提高。通过N吸附-脱附等温线和扫描电子显微镜等表征方法证明,双配体MOF具有优异的三维空间结构(配体比例为1:1),这确保了CEC系统的对映体分离能力。以外消旋苯丙氨醇及其单一对映体为模型,探讨了配体类型对MOF手性选择性的影响。当配体的手性类型一致时,CEC系统的对映体分离能力更好。对缓冲液浓度、缓冲液pH值、有机溶剂添加比例和施加电压等色谱条件进行了优化,并验证了CEC系统具有良好的重复性和稳定性。此外,通过吸附动力学实验、吸附等温线拟合和热力学研究,探讨了CEC系统的对映体分离机理。