High-performance liquid chromatographic separation of unusual β3-amino acid enantiomers in different chromatographic modes on Cinchona alkaloid-based zwitterionic chiral stationary phases

Polar-ionic and hydro-organic mobile phase mode of high-performance liquid chromatographic separations of 23 sterically constrained primary β3-amino acid enantiomers containing, alkyl, aryl or heteroaryl side-chains were carried out by using newly developed Cinchona alkaloid-based zwitterionic chira...

Teljes leírás

Elmentve itt :
Bibliográfiai részletek
Szerzők: Ilisz István
Grecsó Nóra
Papoušek Roman
Pataj Zoltán
Barták Petr
Lázár László
Fülöp Ferenc
Lindner Wolfgang
Péter Antal
Dokumentumtípus: Cikk
Megjelent: 2015
Sorozat:AMINO ACIDS 47 No. 11
doi:10.1007/s00726-015-2006-1

mtmt:2968580
Online Access:http://publicatio.bibl.u-szeged.hu/6002
Leíró adatok
Tartalmi kivonat:Polar-ionic and hydro-organic mobile phase mode of high-performance liquid chromatographic separations of 23 sterically constrained primary β3-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 β3-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. © 2015 Springer-Verlag Wien.
Terjedelem/Fizikai jellemzők:2279-2291
ISSN:0939-4451