Liquid Chromatographic Enantioseparations Utilizing Chiral Stationary Phases Based on Crown Ethers and Cyclofructans

Natural compounds can exist in different forms, where molecules possessing chirality play an essential role in living organisms. Currently, one of the most important tasks of modern analytical chemistry is the enantioseparation of chiral compounds, in particular, the enantiomers of compounds having...

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Main Authors: Róbert Berkecz, Gábor Németi, Antal Péter, István Ilisz
Format: Article
Language:English
Published: MDPI AG 2021-07-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/15/4648
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author Róbert Berkecz
Gábor Németi
Antal Péter
István Ilisz
author_facet Róbert Berkecz
Gábor Németi
Antal Péter
István Ilisz
author_sort Róbert Berkecz
collection DOAJ
description Natural compounds can exist in different forms, where molecules possessing chirality play an essential role in living organisms. Currently, one of the most important tasks of modern analytical chemistry is the enantioseparation of chiral compounds, in particular, the enantiomers of compounds having biological and/or pharmaceutical activity. Whether the task is to analyze environmental or food samples or to develop an assay for drug control, well-reproducible, highly sensitive, stereoselective, and robust methods are required. High-performance liquid chromatography best meets these conditions. Nevertheless, in many cases, gas chromatography, supercritical fluid chromatography, or capillary electrophoresis can also offer a suitable solution. Amino acids, proteins, cyclodextrins, derivatized polysaccharides, macrocyclic glycopeptides, and ion exchangers can serve as efficient selectors in liquid chromatography, and they are quite frequently applied and reviewed. Crown ethers and cyclofructans possessing similar structural characteristics and selectivity in the enantiodiscrimination of different amine compounds are discussed less frequently. This review collects information on enantioseparations achieved recently with the use of chiral stationary phases based on crown ethers or cyclofructans, focusing on liquid chromatographic applications.
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spelling doaj.art-9a85b1917f14416cba10cefba9683d0b2023-11-22T06:01:13ZengMDPI AGMolecules1420-30492021-07-012615464810.3390/molecules26154648Liquid Chromatographic Enantioseparations Utilizing Chiral Stationary Phases Based on Crown Ethers and CyclofructansRóbert Berkecz0Gábor Németi1Antal Péter2István Ilisz3Interdisciplinary Excellence Centre, Institute of Pharmaceutical Analysis, University of Szeged, Somogyi u. 4, H-6720 Szeged, HungaryInterdisciplinary Excellence Centre, Institute of Pharmaceutical Analysis, University of Szeged, Somogyi u. 4, H-6720 Szeged, HungaryInterdisciplinary Excellence Centre, Institute of Pharmaceutical Analysis, University of Szeged, Somogyi u. 4, H-6720 Szeged, HungaryInterdisciplinary Excellence Centre, Institute of Pharmaceutical Analysis, University of Szeged, Somogyi u. 4, H-6720 Szeged, HungaryNatural compounds can exist in different forms, where molecules possessing chirality play an essential role in living organisms. Currently, one of the most important tasks of modern analytical chemistry is the enantioseparation of chiral compounds, in particular, the enantiomers of compounds having biological and/or pharmaceutical activity. Whether the task is to analyze environmental or food samples or to develop an assay for drug control, well-reproducible, highly sensitive, stereoselective, and robust methods are required. High-performance liquid chromatography best meets these conditions. Nevertheless, in many cases, gas chromatography, supercritical fluid chromatography, or capillary electrophoresis can also offer a suitable solution. Amino acids, proteins, cyclodextrins, derivatized polysaccharides, macrocyclic glycopeptides, and ion exchangers can serve as efficient selectors in liquid chromatography, and they are quite frequently applied and reviewed. Crown ethers and cyclofructans possessing similar structural characteristics and selectivity in the enantiodiscrimination of different amine compounds are discussed less frequently. This review collects information on enantioseparations achieved recently with the use of chiral stationary phases based on crown ethers or cyclofructans, focusing on liquid chromatographic applications.https://www.mdpi.com/1420-3049/26/15/4648liquid chromatographychiral stationary phasesenantiomeric separationscrown etherscyclofructans
spellingShingle Róbert Berkecz
Gábor Németi
Antal Péter
István Ilisz
Liquid Chromatographic Enantioseparations Utilizing Chiral Stationary Phases Based on Crown Ethers and Cyclofructans
Molecules
liquid chromatography
chiral stationary phases
enantiomeric separations
crown ethers
cyclofructans
title Liquid Chromatographic Enantioseparations Utilizing Chiral Stationary Phases Based on Crown Ethers and Cyclofructans
title_full Liquid Chromatographic Enantioseparations Utilizing Chiral Stationary Phases Based on Crown Ethers and Cyclofructans
title_fullStr Liquid Chromatographic Enantioseparations Utilizing Chiral Stationary Phases Based on Crown Ethers and Cyclofructans
title_full_unstemmed Liquid Chromatographic Enantioseparations Utilizing Chiral Stationary Phases Based on Crown Ethers and Cyclofructans
title_short Liquid Chromatographic Enantioseparations Utilizing Chiral Stationary Phases Based on Crown Ethers and Cyclofructans
title_sort liquid chromatographic enantioseparations utilizing chiral stationary phases based on crown ethers and cyclofructans
topic liquid chromatography
chiral stationary phases
enantiomeric separations
crown ethers
cyclofructans
url https://www.mdpi.com/1420-3049/26/15/4648
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AT antalpeter liquidchromatographicenantioseparationsutilizingchiralstationaryphasesbasedoncrownethersandcyclofructans
AT istvanilisz liquidchromatographicenantioseparationsutilizingchiralstationaryphasesbasedoncrownethersandcyclofructans