Volume 26, Issue 8 pp. 385-393
Regular Article

Unusual Temperature-Induced Retention Behavior of Constrained β-Amino Acid Enantiomers on the Zwitterionic Chiral Stationary Phases ZWIX(+) and ZWIX(–)

István Ilisz

István Ilisz

Department of Inorganic and Analytical Chemistry, University of Szeged, Szeged, Hungary

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Zoltán Pataj

Zoltán Pataj

Department of Inorganic and Analytical Chemistry, University of Szeged, Szeged, Hungary

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Zsanett Gecse

Zsanett Gecse

Department of Inorganic and Analytical Chemistry, University of Szeged, Szeged, Hungary

Institute of Pharmaceutical Chemistry, University of Szeged, Szeged, Hungary

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Zsolt Szakonyi

Zsolt Szakonyi

Institute of Pharmaceutical Chemistry, University of Szeged, Szeged, Hungary

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Ferenc Fülöp

Ferenc Fülöp

Institute of Pharmaceutical Chemistry, University of Szeged, Szeged, Hungary

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Wolfgang Lindner

Wolfgang Lindner

Department of Analytical Chemistry, University of Vienna, Vienna, Austria

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Antal Péter

Antal Péter

Department of Inorganic and Analytical Chemistry, University of Szeged, Szeged, Hungary

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First published: 16 May 2014
Citations: 35
Correspondence to: Antal Péter, Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, H-6720 Szeged, Hungary. E-mail: [email protected]

ABSTRACT

The effects of temperature on the chiral recognition of cyclic β-amino acid enantiomers on zwitterionic [Chiralpak ZWIX(+) and ZWIX(–)] chiral stationary phases were investigated. Experiments were performed at different mobile phase compositions and under 10°C column temperature increments in the temperature range 10–50°C. Apparent thermodynamic parameters and Tiso values were calculated from plots of ln k and ln α versus 1/T, respectively. Unusual temperature behavior was observed, especially on the ZWIX(–) column, where the application of MeOH/MeCN (50/50 v/v) containing 25 mM triethylamine and 50 mM formic acid as mobile phase led to nonlinear van't Hoff plots and increasing retention time with increasing temperature. On both columns, both enthalpically and entropically driven separations were observed. Chirality 26:385–393, 2014. © 2014 Wiley Periodicals, Inc.

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