色谱2024，Vol.42Issue(11)：1087-1093,7.DOI:10.3724/SP.J.1123.2024.01020
手性金属有机骨架修饰毛细管硅胶整体柱的制备及其用于手性药物的分离
Preparation of chiral metal organic framework modified silica monolithic capillary column and its application in enantioseparations of chiral drugs
摘要
Abstract
Metal organic frameworks(MOFs)are crystalline compounds composed of metal ions(or metal clusters)and organic ligands.Chiral MOFs have been successfully utilized as no-vel materials for the separation of chiral enantiomers by chromatography,demonstrating excel-lent chiral separation performance.In this study,a chiral MOF-modified silica monolithic capil-lary column was used for pressurized capillary electrochromatography.First,a chiral MOF(Co-glycyl-L-glutamic acid,Co-L-GG)was synthesized.This MOF was then used to prepare a chiral capillary monolithic column via a one-step in situ polymerization method.The optimal condi-tions for preparing the chiral capillary monolithic column were determined as follows:Co-L-GG amount,5 mg;polyethylene glycol amount,0.96 mg;tetramethoxysilane dosage,3.6 mL;tri-methoxymethylsilane dosage,0.4 mL.Next,the effects of the separation conditions on the sep-aration of chiral drugs were investigated.Under the conditions of an applied voltage of-20 kV and a mobile phase consisting of acetonitrile and 20 mmol/L disodium hydrogen phosphate(80∶20,v/v),six chiral drugs were separated within 3 min,with baseline separation achieved for amlodipine,fluvastatin,and tryptophan.Moreover,the prepared chiral capillary monolithic col-umn exhibited good reproducibility and stability.Finally,molecular docking studies were con-ducted using AutoDock to explore the chiral recognition mechanism,and the results were ana-lyzed using Discovery Studio.The results indicated that larger differences in binding free energy between Co-L-GG and the enantiomers of the chiral drugs were correlated with higher enantios-electivity factors.However,this correlation did not necessarily lead to an increase in resolution.Co-L-GG,which is enriched with primary amines,secondary amines,and carbonyl groups,demonstrated enantiomeric recognition capability.In conclusion,this study demonstrates that chiral MOFs can be effectively used as chiral functional monomers to prepare chiral monolithic capillary columns,highlighting their significant potential for the separation and analysis of chiral compounds.The comprehensive exploration of the synthesis,characterization,and appli-cations of these MOFs will help provide valuable insights into the development of advanced sep-aration technologies.关键词
手性金属有机骨架/硅胶毛细管整体柱/手性拆分/识别机理/分子对接/加压毛细管电色谱Key words
chiral metal organic frameworks(CMOF)/silica monolithic capillary column/chiral separation/recognition mechanism/molecular docking/pressurized capillary electro-chromatography(pCEC)分类
化学化工引用本文复制引用
宋睿科,廖淦,林佳丽,吴家莲,黄露..手性金属有机骨架修饰毛细管硅胶整体柱的制备及其用于手性药物的分离[J].色谱,2024,42(11):1087-1093,7.基金项目
福建省自然科学基金项目(2021J011018) （2021J011018）
福州市科技项目(2021SG042).Natural Science Foundation of Fujian Province(No.2021J011018) （2021SG042）
Fuzhou Science and Technology Project(No.2021SG042). （No.2021SG042）
