A porous layer open-tubular capillary column supported with pepsin and zeolitic imidazolate framework for enantioseparation of four basic drugs in capillary electrochromatography

J Chromatogr A. 2021 Jan 25:1637:461866. doi: 10.1016/j.chroma.2020.461866. Epub 2020 Dec 31.

Abstract

New material zeolitic imidazolate framework-4, 5-imidazoledicarboxylic acid (ZIF-IMD) located on the pore surface of porous layer open-tubular (PLOT) column previously functionalized with N-(3-aminopropyl)-imidazole have been prepared via a layer-by-layer self-assembly strategy. This new ZIF-IMD coating hybrids are used as solid-phase carriers for chiral selector pepsin immobilization. The ZIF-IMD material was characterized by scanning electron microscopy, energy-dispersive spectroscopy, transmission electron microscope and X-ray diffraction. The synthesized pepsin@ZIF-IMD@POLT column achieved the baseline separation of hydroxychloroquine (HCQ), chloroquine (CHQ) and hydroxyzine (HXY) (the resolution of HCQ: 2.19; CHQ: 1.84; HXY: 1.53). Compared with the pepsin@PLOT column (without ZIF-IMD material), the chiral separation capability of the pepsin@ZIF-IMD@POLT column can be remarkably improved. Several key parameters including concentration of chiral selector, buffer pH, applied voltage and buffer concentration were systematically evaluated to provide the optimal enantioseparation condition. The relative standard deviations (RSDs) of intra-day, inter-day, column-to-column and inter-batch of migration time and Rs of the HCQ were evaluated in detail, respectively (RSD < 7.21%). Additionally, the potential mechanism of increased resolution was discussed in the article.

Keywords: 4,5-imidazoledicarboxylic acid; Capillary electrochromatography; Chiral separation; Organic hybrid coating; PLOT; Zeolitic imidazolate framework.

MeSH terms

  • Buffers
  • Capillary Electrochromatography / methods*
  • Hydrogen-Ion Concentration
  • Imidazoles / chemistry*
  • Microscopy, Electron, Scanning
  • Pepsin A / chemistry*
  • Pharmaceutical Preparations / chemistry*
  • Pharmaceutical Preparations / isolation & purification*
  • Porosity
  • Reproducibility of Results
  • Stereoisomerism
  • Zeolites / chemistry*

Substances

  • Buffers
  • Imidazoles
  • Pharmaceutical Preparations
  • Zeolites
  • imidazole
  • Pepsin A