The enantioselective potential of two macrocyclic glycopeptide-based chiral stationary phases for analysis of 28 structurally diverse biologically active compounds such as derivatives of pyrovalerone, ketamine, cathinone, and other representatives of psychostimulants and antidepressants was evaluated in sub/supercritical fluid chromatography. The chiral selectors immobilized on 2.7 μm superficially porous particles were teicoplanin (TeicoShell column) and modified macrocyclic glycopeptide (NicoShell column). The influence of the organic modifier and different mobile phase additives on the retention and enantioresolution were investigated. The obtained results confirmed that the mobile phase additives, especially water as a single additive or in combination with basic and acidic additives, improve peak shape and enhance enantioresolution. In addition, the effect of temperature was evaluated to optimize the enantioseparation process. Both columns exhibited comparable enantioselectivity, approximately 90% of the compounds tested were enantioseparated, and 30% out of them were baseline enantioresolved under the tested conditions. The complementary enantioselectivity of the macrocyclic glycopeptide-based chiral stationary phases was emphasized. This work can be useful for the method development for the enantioseparation of basic biologically active compounds of interest.

• Keywords
• NicoShell, SFC, TeicoShell, basic bioactive compounds, enantioseparation, macrocyclic glycopeptides, superficially porous particles,
• MeSH
• Glycopeptides chemistry   MeSH
• Pharmaceutical Preparations MeSH
• Stereoisomerism MeSH
• Chromatography, Supercritical Fluid * methods   MeSH
• Teicoplanin chemistry   MeSH
• Publication type
• Journal Article MeSH
• Names of Substances
• Glycopeptides MeSH
• Pharmaceutical Preparations MeSH
• Teicoplanin MeSH

Increasing number of reported works dealing with macrocyclic glycopeptide-based columns in sub/supercritical fluid chromatography (SFC) points to the growing interest in this area. With the development and production of sub 2 µm fully porous particles and superficially porous particles with bonded macrocyclic glycopeptides, significant improvements have been made in ultrafast high efficiency chiral SFC. This review article gives an overview of macrocyclic glycopeptide-based chiral selectors that were used in theoretical studies and/or applications in SFC. The review covers the period from 1997 when macrocyclic glycopeptides were first used in SFC till the end of July 2020 according to Web of Science. This work can also be helpful to analysts searching for an appropriate method for the separation/determination of enantiomers of their interest.

• Keywords
• chiral stationary phase, enantioseparation, macrocyclic glycopeptide, sub/supercritical fluid chromatography,
• Publication type
• Journal Article MeSH
• Review MeSH