β-Cyclodextrin covalent organic framework supported by polydopamine as stationary phases for electrochromatographic enantioseparation

Electrophoresis. 2022 Jul;43(13-14):1446-1454. doi: 10.1002/elps.202200029. Epub 2022 Apr 28.

Abstract

In this work, a new open-tubular capillary electrochromatography (OT-CEC) column was prepared using β-cyclodextrin covalent organic framework (β-CD COF) as a stationary phase. Polydopamine was used to assist fabrication of β-CD COF on an inner wall of a fused-silica capillary. The coating layer on the capillary was characterized by scanning electron microscopy (SEM) and Fourier transform infrared spectroscopy (FTIR). Electroosmotic flow (EOF) was also studied to evaluate the variation of the inner wall of immobilized columns. Furthermore, the chiral separation effectiveness of the fabricated capillary column was evaluated by CEC using enantiomers of several related proton pump inhibitors as model analytes, including omeprazole, lansoprazole, pantoprazole and tenatoprazole. The effects of bonding time and concentration of β-CD COF, the type, concentration and pH of buffer, applied voltage were investigated to obtain satisfactory enantioselectivity. In the optimum conditions, the enantiomers of four analytes were resolved within 15 min with resolutions of 1.63-2.62. The relative standard deviation values for migration times and resolutions of the analytes representing intraday and interday were less than 6.75% and 4.24%, respectively. The results reveal that β-CD COF has great potential as chiral-stationary phases for enantioseparation in CEC.

Keywords: electrochromatography; enantioseparation; proton pump inhibitors; β-cyclodextrin covalent organic frameworks.

MeSH terms

  • 2-Pyridinylmethylsulfinylbenzimidazoles / analysis
  • Capillary Electrochromatography* / methods
  • Indoles
  • Polymers
  • Stereoisomerism
  • beta-Cyclodextrins* / chemistry

Substances

  • 2-Pyridinylmethylsulfinylbenzimidazoles
  • Indoles
  • Polymers
  • beta-Cyclodextrins
  • polydopamine