Enantioseparations by High-Performance Liquid Chromatography Using Macrocyclic Glycopeptide-Based Chiral Stationary Phases: An Overview

Since their introduction by Armstrong in 1994, macrocyclic antibiotic-based chiral stationary phases have proven their applicabilityfor the chiral resolution of various types of racemates. The unique structure of macrocyclic glycopeptides and their largevariety of interactive sites (e.g., hydrophobic pockets, hydroxyl, amino and carboxyl groups, halogen atoms, aromatic moieties,etc.) are the reason for their wide-ranging selectivity. The commercially available Chirobiotic™ phases, which display complementarycharacteristics, are capable of separating a broad variety of enantiomeric compounds with good efficiency, good column loadability,high reproducibility, and long-term stability. These are the major reasons for the use of macrocyclic antibiotic-based stationaryphases in HPLC enantioseparations.
This overview chapter provides a brief summary of general aspects of macrocyclic antibiotic-based chiral stationary phasesincluding their preparation and their application to direct enantioseparations of various racemates focusing on the literaturepublished since 2004.