Chiral molecularly imprinted polymeric stir bar sorptive extraction for naproxen enantiomer detection in PPCPs

J Hazard Mater. 2020 Jun 15:392:122251. doi: 10.1016/j.jhazmat.2020.122251. Epub 2020 Feb 13.

Abstract

Chiral micropollutant analysis in pharmaceuticals and personal care products (PPCPs) is interesting but challenging. We firstly developed a series of chiral molecularly imprinted polymeric (CMIP) stir bar sorptive extraction coatings by combining a chiral template with chiral functional monomers via a click reaction for naproxen enantiomer analysis in PPCPs. Heterochiral selectivity was observed in the molecule recognition of the CMIP coatings, which demonstrated good adsorption capability for the chiral template and its structurally similar chiral compounds. The coatings also exhibited excellent enrichment capability for chiral analytes in an aqueous matrix. The surface morphology and pore structure of the CMIP coatings were characterized. The molecular interactions between the chiral template and chiral functional monomer were investigated through UV-vis spectroscopy and theoretical calculations to prove the effective interactions existing in the heterochiral MIPs. The CMIP coatings were used to enrich naproxen enantiomers in chiral drug and environmental water samples, and satisfactory recoveries (83.98 %-118.88 %) with a relative standard deviation of 3.49 %-13.08 % were achieved. The heterochiral imprinted coating-based method provided a sensitive, selective, and effective enrichment strategy for chiral micropollutant analysis in PPCPs. This technique is critical for chiral molecule recognition and enantiomer analysis in complex samples.

Keywords: Chiral molecularly imprinted polymers; Enantiomers; Heterochiral selectivity; Naproxen; Pharmaceuticals and personal care products; Stir bar sorptive extraction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adsorption
  • Anti-Inflammatory Agents, Non-Steroidal / administration & dosage*
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Cosmetics / analysis*
  • Drug Contamination
  • Molecular Imprinting*
  • Naproxen / analysis*
  • Naproxen / chemistry
  • Pharmaceutical Preparations / analysis*
  • Polymers / chemistry*
  • Stereoisomerism

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Cosmetics
  • Pharmaceutical Preparations
  • Polymers
  • Naproxen