Enantioselective Liquid Chromatographic Separations Using Macrocyclic Glycopeptide-Based Chiral Selectors

Molecules. 2021 Jun 3;26(11):3380. doi: 10.3390/molecules26113380.

Abstract

Numerous chemical compounds of high practical importance, such as drugs, fertilizers, and food additives are being commercialized as racemic mixtures, although in most cases only one of the isomers possesses the desirable properties. As our understanding of the biological actions of chiral compounds has improved, the investigation of the pharmacological and toxicological properties has become more and more important. Chirality has become a major issue in the pharmaceutical industry; therefore, there is a continuous demand to extend the available analytical methods for enantiomeric separations and enhance their efficiency. Direct liquid chromatography methods based on the application of chiral stationary phases have become a very sophisticated field of enantiomeric separations by now. Hundreds of chiral stationary phases have been commercialized so far. Among these, macrocyclic glycopeptide-based chiral selectors have proved to be an exceptionally useful class of chiral selectors for the separation of enantiomers of biological and pharmacological importance. This review focuses on direct liquid chromatography-based enantiomer separations, applying macrocyclic glycopeptide-based chiral selectors. Special attention is paid to the characterization of the physico-chemical properties of these macrocyclic glycopeptide antibiotics providing detailed information on their applications published recently.

Keywords: chiral stationary phases; enantiomer separations; liquid chromatography; macrocyclic glycopeptide antibiotics.

Publication types

  • Review

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Chromatography, Liquid
  • Glycopeptides / chemistry*
  • Macrocyclic Compounds / chemistry*
  • Molecular Structure
  • Physical Phenomena
  • Stereoisomerism

Substances

  • Anti-Bacterial Agents
  • Glycopeptides
  • Macrocyclic Compounds