Comparative analysis of the full set of methylated β‐cyclodextrins as chiral selectors in capillary electrophoresis
Abstract: The chiral separation ability of the full library of methylated‐β‐cyclodextrins towards pharmacologically significant racemic drugs including basic compounds was studied by chiral CE. The syntheses of all the methylated, single isomer β‐cyclodextrins were revised and optimized and the aqueous solubility of the derivatives was unambiguously established. The three most relevant commercially available methylated isomeric mixtures were also included in the screening, so a total of ten various methylated CDs were investigated. The effects of the selector concentration on the enantiorecognition properties at acidic pH were investigated. Among the dimethylated β‐cyclodextrins, the heptakis (2,6‐di‐O‐methyl)‐β‐cyclodextrin isomer (2,6‐DIMEB) resulted to be the most versatile chiral selector. Terbutaline was selected as a model compound for the in‐depth investigation of host‐guest enantiodiscrimination ability. The association constants between the two terbutaline enantiomers and 2,6‐DIMEB were determined in order to support that the enantioseparation is driven by differences is host‐guest binding. The migration order of the enantiomers was confirmed by performing spiking experiments with the pure enantiomers. 1D and 2D NMR spectroscopy was applied to the 2,3‐, and 2,6‐DIMEB/terbutaline systems to rationalize at molecular level the different enantioseparation ability of the dimethylated β‐cyclodextrin selectors.
- Location
-
Deutsche Nationalbibliothek Frankfurt am Main
- Extent
-
Online-Ressource
- Language
-
Englisch
- Bibliographic citation
-
Comparative analysis of the full set of methylated β‐cyclodextrins as chiral selectors in capillary electrophoresis ; volume:40 ; number:21 ; year:2019 ; pages:2789-2798 ; extent:10
Electrophoresis ; 40, Heft 21 (2019), 2789-2798 (gesamt 10)
- Creator
-
Varga, Erzsébet
Benkovics, Gábor
Darcsi, András
Várnai, Bianka
Sohajda, Tamás
Malanga, Milo
Béni, Szabolcs
- DOI
-
10.1002/elps.201900134
- URN
-
urn:nbn:de:101:1-2022081007432230658277
- Rights
-
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
-
15.08.2025, 7:27 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Varga, Erzsébet
- Benkovics, Gábor
- Darcsi, András
- Várnai, Bianka
- Sohajda, Tamás
- Malanga, Milo
- Béni, Szabolcs
Other Objects (12)
The separation of the enantiomers of diquats by capillary electrophoresis using randomly sulfated cyclodextrins as chiral selectors
Capillary zone electrophoresis
Modified cyclodextrins as chiral stationary phases for capillary gas chromatographic separation of enantiomers
Carbon nanotubes in capillary electrophoresis, capillary electrochromatography and microchip electrophoresis
Modified cyclodextrins for chiral separation
Instrumentation for capillary electrophoresis and microchip electrophoresis
Capillary electrophoresis methods for chiral drug analysis and cyclodextrin-guest complexation mechanisms
Capillary electrophoresis : principles and practice
Capillary electrophoresis : methods and potentials
Chiral resolution of cationic piperazine derivatives by capillary electrophoresis using sulfated β‐cyclodextrin
Investigation of isomerization of dexibuprofen in a ball mill using chiral capillary electrophoresis
Investigation of isomerization of dexibuprofen in a ball mill using chiral capillary electrophoresis
The separation of the enantiomers of diquats by capillary electrophoresis using randomly sulfated cyclodextrins as chiral selectors
Capillary zone electrophoresis
Modified cyclodextrins as chiral stationary phases for capillary gas chromatographic separation of enantiomers
Carbon nanotubes in capillary electrophoresis, capillary electrochromatography and microchip electrophoresis
Modified cyclodextrins for chiral separation
Instrumentation for capillary electrophoresis and microchip electrophoresis
Capillary electrophoresis methods for chiral drug analysis and cyclodextrin-guest complexation mechanisms
Capillary electrophoresis : principles and practice
Capillary electrophoresis : methods and potentials
Chiral resolution of cationic piperazine derivatives by capillary electrophoresis using sulfated β‐cyclodextrin
Investigation of isomerization of dexibuprofen in a ball mill using chiral capillary electrophoresis
Investigation of isomerization of dexibuprofen in a ball mill using chiral capillary electrophoresis
The separation of the enantiomers of diquats by capillary electrophoresis using randomly sulfated cyclodextrins as chiral selectors
Capillary zone electrophoresis
Modified cyclodextrins as chiral stationary phases for capillary gas chromatographic separation of enantiomers
Carbon nanotubes in capillary electrophoresis, capillary electrochromatography and microchip electrophoresis
Modified cyclodextrins for chiral separation
Instrumentation for capillary electrophoresis and microchip electrophoresis
Capillary electrophoresis methods for chiral drug analysis and cyclodextrin-guest complexation mechanisms
Capillary electrophoresis : principles and practice
Capillary electrophoresis : methods and potentials
Chiral resolution of cationic piperazine derivatives by capillary electrophoresis using sulfated β‐cyclodextrin
Investigation of isomerization of dexibuprofen in a ball mill using chiral capillary electrophoresis