Evaluation of Two Amine-Functionalized Cyclodextrins as Chiral Selectors in Capillary Electrophoresis: Comparisons to Vancomycin
Two different amine-functionalized β-cyclodextrins were evaluated as chiral selectors in capillary electrophoresis. The first selector was a monosubstituted 6-ethylenediamine-derivatized β-cyclodextrin, and the other was quaternary ammonium hydroxypropyl-β-cyclodextrin. The former compound was more...
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Veröffentlicht in: | Microchemical journal 1997-10, Vol.57 (2), p.199-217 |
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description | Two different amine-functionalized β-cyclodextrins were evaluated as chiral selectors in capillary electrophoresis. The first selector was a monosubstituted 6-ethylenediamine-derivatized β-cyclodextrin, and the other was quaternary ammonium hydroxypropyl-β-cyclodextrin. The former compound was more widely useful as a chiral selector and had less effect on the electroosmotic flow than the latter compound. Both tended to resolve anionic compounds. The primary attractive interaction between these host chiral selectors and their enantiomeric guests were charge–charge (ionic) and hydrophobic inclusion. Additional interactions involved hydrogen bonding and/or steric repulsions. The cationic cyclodextrins were not as widely useful in resolving anionic compounds as was vancomycin. However, they tended to be more stable and were comparatively transparent to near-UV light. |
doi_str_mv | 10.1006/mchj.1997.1509 |
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The first selector was a monosubstituted 6-ethylenediamine-derivatized β-cyclodextrin, and the other was quaternary ammonium hydroxypropyl-β-cyclodextrin. The former compound was more widely useful as a chiral selector and had less effect on the electroosmotic flow than the latter compound. Both tended to resolve anionic compounds. The primary attractive interaction between these host chiral selectors and their enantiomeric guests were charge–charge (ionic) and hydrophobic inclusion. Additional interactions involved hydrogen bonding and/or steric repulsions. The cationic cyclodextrins were not as widely useful in resolving anionic compounds as was vancomycin. 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The first selector was a monosubstituted 6-ethylenediamine-derivatized β-cyclodextrin, and the other was quaternary ammonium hydroxypropyl-β-cyclodextrin. The former compound was more widely useful as a chiral selector and had less effect on the electroosmotic flow than the latter compound. Both tended to resolve anionic compounds. The primary attractive interaction between these host chiral selectors and their enantiomeric guests were charge–charge (ionic) and hydrophobic inclusion. Additional interactions involved hydrogen bonding and/or steric repulsions. The cationic cyclodextrins were not as widely useful in resolving anionic compounds as was vancomycin. 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subjects | Analytical chemistry Chemistry Chromatographic methods and physical methods associated with chromatography Exact sciences and technology Other chromatographic methods |
title | Evaluation of Two Amine-Functionalized Cyclodextrins as Chiral Selectors in Capillary Electrophoresis: Comparisons to Vancomycin |
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