Carboxylated single-walled carbon nanotube-functionalized chiral polymer monoliths for affinity capillary electrochromatography

J Chromatogr A. 2017 Mar 3:1487:227-234. doi: 10.1016/j.chroma.2017.01.025. Epub 2017 Jan 10.

Abstract

Carboxylated single-walled carbon nanotubes (c-SWNTs) were incorporated into poly(glycidylmethacrylate-co-ethylene glycol dimethacrylate) [poly(GMA-co-EDMA)] monoliths to develop a novel monolithic stationary phase for capillary electrochromatography. The prepared monoliths were characterized by scanning electron microscopy and nitrogen adsorption. Additionally, pepsin, which is a chiral selector, was bonded to the c-SWNT-incorporated monoliths via epoxide groups as reactive sites and glutaraldehyde as the spacer. The effects of the c-SWNT concentration on chiral separation were investigated, and the results suggested that the c-SWNTs played a significant role in improving the separation efficiency, although pepsin was the dominant element in determining the chiral recognition ability of the monolith. Moreover, the influences of buffer pH, operating voltage and sample volume were also studied with (±)-nefopam as a model drug. Under the optimized conditions, the pepsin-modified poly(GMA-c-SWNTs-EDMA) monolith exhibited excellent enantioseparation performance for ten pairs of basic chiral drugs and extended the scope of chiral separation of drug enantiomers.

Keywords: Affinity capillary; Electrochromatography; Enantioseparation; Monolith; Pepsin; Single-walled carbon nanotubes.

MeSH terms

  • Capillary Electrochromatography*
  • Methylmethacrylates / chemistry
  • Microscopy, Electron, Scanning
  • Nanotubes, Carbon / chemistry*
  • Pepsin A / chemistry
  • Pharmaceutical Preparations / chemistry
  • Pharmaceutical Preparations / isolation & purification
  • Stereoisomerism

Substances

  • Methylmethacrylates
  • Nanotubes, Carbon
  • Pharmaceutical Preparations
  • GMA-EDMA
  • Pepsin A