A chiral metal-organic framework{(HQA)(ZnCl_(2))(2.5H_(2)O)}n for the enantioseparation of chiral amino acids and drugs  

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作  者:Xiangtai Zheng Qi Zhang Qianjie Ma Xinyu Li Liang Zhao Xiaodong Sun 

机构地区:[1]Shanghai Engineering Research Center of Organ Repair,School of Medicine,Shanghai University,Shanghai,200444,China [2]School of Pharmacy,Jiangsu University,Zhenjiang,Jiangsu,212013,China [3]Department of Pharmacy,Shanghai Baoshan Luodian Hospital,Shanghai,201908,China [4]Luodian Clinical Drug Research Center,Institute for Translational Medicine Research,Shanghai University,Shanghai,200444,China

出  处:《Journal of Pharmaceutical Analysis》2023年第4期421-429,共9页药物分析学报(英文版)

基  金:This study was funded by the National Natural Science Foundation of China(Grant No.:82003705);the Shanghai Science and Technology Innovation Foundation(Grant Nos.:23010500200 and 23ZR1422700).

摘  要:Chiral metal-organic frameworks(CMOFs)with enantiomeric subunits have been employed in chiral chemistry.In this study,a CMOF formed from 6-methoxyl-(8S,9R)-cinchonan-9-ol-3-carboxylic acid(HQA)and ZnCl_(2),{(HQA)(ZnCl_(2))(2.5H_(2)O)}n,was constructed as a chiral stationary phase(CSP)via an in situ fabrication approach and used for chiral amino acid and drug analyses for the first time.The{(HQA)(ZnCl_(2))(2.5H_(2)O)}n nanocrystal and the corresponding chiral stationary phase were systematically characterised using a series of analytical techniques including scanning electron microscopy,X-ray diffraction,Fourier transform infrared spectroscopy,circular dichroism,X-ray photoelectron spectroscopy,thermogravimetric analysis,and Brunauer-Emmett-Teller surface area measurements.In opentubular capillary electrochromatography(CEC),the novel chiral column exhibited strong and broad enantioselectivity toward a variety of chiral analytes,including 19 racemic dansyl amino acids and several model chiral drugs(both acidic and basic).The chiral CEC conditions were optimised,and the enantioseparation mechanisms are discussed.This study not only introduces a new high-efficiency member of the MOF-type CSP family but also demonstrates the potential of improving the enantioselectivities of traditional chiral recognition reagents by fully using the inherent characteristics of porous organic frameworks.

关 键 词:Capillary electrochromatography Metal-organic framework ENANTIOSEPARATION Chiral stationary phase Open-tubular column Dansyl amino acids 

分 类 号:R96[医药卫生—药理学]

 

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