title: Enantioseparation of β(2)-amino acids on cinchona alkaloid-based zwitterionic chiral stationary phases. Structural and temperature effects.
abstract: The enantiomers of sixteen unusual β(2)-amino acids were directly separated on chiral stationary phases containing quinine- or quinidine-based zwitterionic selectors. The effects of the mobile phase composition, the structure of the analyte and temperature on the separations were investigated. Experiments were performed at constant mobile phase compositions in the temperature range -5 to 55°C in order to study the effects of temperature, and thermodynamic parameters were estimated from plots of lnk or lnα vs. 1/T. Some mechanistic aspects of the chiral recognition process are discussed with respect to the structures of the analytes. It was found that the enantiomeric separations were in most cases enthalpically driven, but entropically driven separation was also observed. The sequence of elution of the enantiomers was determined in some cases.
authors.affiliation: Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, H-6720 Szeged, Hungary.
authors.forename: István
authors.initials: I
authors.lastname: Ilisz
authors.affiliation: Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, H-6720 Szeged, Hungary; Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös utca 6, H-6720 Szeged, Hungary.
authors.forename: Nóra
authors.initials: N
authors.lastname: Grecsó
authors.affiliation: Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, H-6720 Szeged, Hungary.
authors.forename: Anita
authors.initials: A
authors.lastname: Aranyi
authors.affiliation: Faculty of Chemistry, Biological and Chemical Research Center, University of Warsaw, Zwirki i Wigury 101, 02-089 Warsaw, Poland.
authors.forename: Pawel
authors.initials: P
authors.lastname: Suchotin
authors.affiliation: Faculty of Chemistry, Biological and Chemical Research Center, University of Warsaw, Zwirki i Wigury 101, 02-089 Warsaw, Poland.
authors.forename: Dagmara
authors.initials: D
authors.lastname: Tymecka
authors.affiliation: Faculty of Chemistry, Biological and Chemical Research Center, University of Warsaw, Zwirki i Wigury 101, 02-089 Warsaw, Poland.
authors.forename: Beata
authors.initials: B
authors.lastname: Wilenska
authors.affiliation: Faculty of Chemistry, Biological and Chemical Research Center, University of Warsaw, Zwirki i Wigury 101, 02-089 Warsaw, Poland; Mossakowski Medical Research Center, Polish Academy of Sciences, Pawinskiego 5, 02-106 Warsaw, Poland.
authors.forename: Aleksandra
authors.initials: A
authors.lastname: Misicka
authors.affiliation: Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös utca 6, H-6720 Szeged, Hungary.
authors.forename: Ferenc
authors.initials: F
authors.lastname: Fülöp
authors.affiliation: Department of Analytical Chemistry, University of Vienna, Währinger Strasse 38, 1090 Vienna, Austria.
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Lindner
authors.affiliation: Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, H-6720 Szeged, Hungary. Electronic address: apeter@chem.u-szeged.hu.
authors.forename: Antal
authors.initials: A
authors.lastname: Péter
mesh_terms: D000596:Amino Acids / Q000737:chemistry / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D011802:Quinidine / Q000737:chemistry*; D011803:Quinine / Q000737:chemistry*; D013237:Stereoisomerism; D013696:Temperature; D013816:Thermodynamics
chemical_list: D000596:Amino Acids; D011803:Quinine; D011802:Quinidine
keywords: Liquid chromatography; Quinine- and quinidine-based chiral zwitterionic ion-exchanger selectors; Temperature dependence of enantioseparation; β(2)-Amino acids