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High-performance liquid chromatographic separation of unusual β(3)-amino acid enantiomers in different chromatographic modes on Cinchona alkaloid-based zwitterionic chiral stationary phases
I. Ilisz, N. Grecsó, R. Papoušek, Z. Pataj, P. Barták, L. Lázár, F. Fülöp, W. Lindner, A. Péter,
Language English Country Austria
Document type Journal Article, Research Support, Non-U.S. Gov't
NLK
ProQuest Central
from 1997-03-01 to 1 year ago
Medline Complete (EBSCOhost)
from 2010-01-01 to 1 year ago
Health & Medicine (ProQuest)
from 1997-03-01 to 1 year ago
- MeSH
- Amino Acids chemistry MeSH
- Cinchona Alkaloids chemistry MeSH
- Models, Cardiovascular * MeSH
- Chromatography, High Pressure Liquid methods MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
Polar-ionic and hydro-organic mobile phase mode of high-performance liquid chromatographic separations of 23 sterically constrained primary β(3)-amino acid enantiomers containing, alkyl, aryl or heteroaryl side-chains were carried out by using newly developed Cinchona alkaloid-based zwitterionic chiral selectors and the stationary phases Chiralpak ZWIX(+)™ and ZWIX(-)™. In the polar-ionic mode, the effects of the composition of the bulk solvent and the natures of the co- and counter-ions, while in the hydro-organic mode, the effects of the pH, the counter-ion concentration and the structures of the analytes were investigated. The separations of the enantiomers of these 23 primary β(3)-amino acids, which can be classified as a series of quasi- (pseudo-) homologs, were optimized in both chromatographic modes. The elution sequence was determined in most cases and a reversal of elution order on ZWIX(+)™ and ZWIX(-)™ column was observed. On the basis of this intermolecular recognition model between the selectors and the given enantiomers an indirect assignment of the resolved enantiomer via chromatography is proposed.
Department of Analytical Chemistry University of Vienna Währingerstrasse 38 1090 Vienna Austria
Department of Inorganic and Analytical Chemistry University of Szeged Dóm tér 7 6720 Szeged Hungary
Institute of Pharmaceutical Chemistry University of Szeged Eötvös u 6 6720 Szeged Hungary
References provided by Crossref.org
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- $a Ilisz, István $u Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, 6720, Szeged, Hungary.
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- $a High-performance liquid chromatographic separation of unusual β(3)-amino acid enantiomers in different chromatographic modes on Cinchona alkaloid-based zwitterionic chiral stationary phases / $c I. Ilisz, N. Grecsó, R. Papoušek, Z. Pataj, P. Barták, L. Lázár, F. Fülöp, W. Lindner, A. Péter,
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- $a Polar-ionic and hydro-organic mobile phase mode of high-performance liquid chromatographic separations of 23 sterically constrained primary β(3)-amino acid enantiomers containing, alkyl, aryl or heteroaryl side-chains were carried out by using newly developed Cinchona alkaloid-based zwitterionic chiral selectors and the stationary phases Chiralpak ZWIX(+)™ and ZWIX(-)™. In the polar-ionic mode, the effects of the composition of the bulk solvent and the natures of the co- and counter-ions, while in the hydro-organic mode, the effects of the pH, the counter-ion concentration and the structures of the analytes were investigated. The separations of the enantiomers of these 23 primary β(3)-amino acids, which can be classified as a series of quasi- (pseudo-) homologs, were optimized in both chromatographic modes. The elution sequence was determined in most cases and a reversal of elution order on ZWIX(+)™ and ZWIX(-)™ column was observed. On the basis of this intermolecular recognition model between the selectors and the given enantiomers an indirect assignment of the resolved enantiomer via chromatography is proposed.
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