A chiral metal-organic framework {(HQA)(ZnCl2)(2.5H2O)}n for the enantioseparation of chiral amino acids and drugs
- Author:
Xiangtai ZHENG
1
;
Qi ZHANG
;
Qianjie MA
;
Xinyu LI
;
Liang ZHAO
;
Xiaodong SUN
Author Information
1. Shanghai Engineering Research Center of Organ Repair,School of Medicine,Shanghai University,Shanghai,200444,China;Department of Pharmacy,Shanghai Baoshan Luodian Hospital,Shanghai,201908,China
- Keywords:
Capillary electrochromatography;
Metal-organic framework;
Enantioseparation;
Chiral stationary phase;
Open-tubular column;
Dansyl amino acids
- From:
Journal of Pharmaceutical Analysis
2023;13(4):421-429
- CountryChina
- Language:Chinese
-
Abstract:
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 ZnCl2,{(HQA)(ZnCl2)(2.5H2O)｝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)(ZnCl2)(2.5H2O)}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 spectros-copy,thermogravimetric analysis,and Brunauer-Emmett-Teller surface area measurements.In open-tubular 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 enantiose-lectivities of traditional chiral recognition reagents by fully using the inherent characteristics of porous organic frameworks.
