Cinchona Alkaloid-Based Zwitterionic Chiral Stationary Phases Applied for Liquid Chromatographic Enantiomer Separations: An Overview

Methods Mol Biol. 2019:1985:251-277. doi: 10.1007/978-1-4939-9438-0_14.

Abstract

For the early 2000s, chromatographic methods applying chiral stationary phases (CSPs) became the most effective techniques for the resolution of chiral compounds on both analytical and preparative scales. High-performance liquid chromatography (HPLC) employing various types of chiral selectors covalently bonded to silica-based supports offers a state-of-the-art methodology for "chiral analysis." Although a large number of CSPs are available nowadays, the design and development of new "chiral columns" are still needed since it is obvious that in practice one needs a good portfolio of different columns to face the challenging task of enantiomeric resolutions. The development of the unique chiral anion, cation, and zwitterion exchangers achieved by Lindner and his partners serves as an expansion of the range of the efficiently applicable CSPs.In this context this overview chapter discusses and summarizes direct enantiomer separations of chiral acids and ampholytes applying zwitterionic ion exchangers derived from Cinchona alkaloids. Our aim is to provide comprehensive information on practical solutions with focus on the molecular recognition and methodological variables.

Keywords: Chirality; Cinchona alkaloids; Enantiomer separation; High-performance liquid chromatography; Ion-exchangers; Zwitterionic chiral stationary phases.

Publication types

  • Review

MeSH terms

  • Chromatography, Liquid / methods*
  • Cinchona Alkaloids / chemistry*
  • Cinchona Alkaloids / isolation & purification*
  • Ion Exchange Resins / chemistry
  • Models, Chemical
  • Stereoisomerism
  • Water / chemistry

Substances

  • Cinchona Alkaloids
  • Ion Exchange Resins
  • Water