Negatively charged cyclodextrins: Synthesis and applications in chiral analysis-A review

Carbohydr Polym. 2021 Mar 15:256:117517. doi: 10.1016/j.carbpol.2020.117517. Epub 2020 Dec 17.

Abstract

The negatively charged cyclodextrins (CDs) play an important role in chiral analysis due to the additional electrostatic effect beyond the host-guest inclusion, especially in enantioanalysis of positively charged and electrically neutral analytes. This review presents recent advances in application of anionic CDs for enantioanalysis during the past five years. Firstly, the synthesis approaches of random substitution and single isomers of anionic CDs are briefly discussed. The main part focuses on the chiral analysis using anionic CDs in various analytical techniques, including capillary electrophoresis, high-performance liquid chromatography, capillary electrochromatography, counter current chromatography, nuclear magnetic resonance, etc. Particular attention is given to the capillary electrophoresis application since charged CDs could be used as a carrier of enantiomers by virtue of their self-mobility and offer an easy adjustment of the enantiomer migration order. Finally, future opportunities are also discussed in the conclusion of this review.

Keywords: Chiral analysis; Negatively charged cyclodextrins; Synthesis.

Publication types

  • Review

MeSH terms

  • Anions / chemistry*
  • Capillary Electrochromatography / methods
  • Chemistry Techniques, Synthetic*
  • Chromatography, High Pressure Liquid / methods
  • Countercurrent Distribution / methods
  • Cyclodextrins* / analysis
  • Cyclodextrins* / chemical synthesis
  • Electrophoresis, Capillary / methods
  • Humans
  • Magnetic Resonance Spectroscopy / methods
  • Molecular Structure
  • Static Electricity
  • Stereoisomerism

Substances

  • Anions
  • Cyclodextrins