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Molecules 2016, 21(11), 1579; doi:10.3390/molecules21111579

A Comparative Study of Enantioseparations of Nα-Fmoc Proteinogenic Amino Acids on Quinine-Based Zwitterionic and Anion Exchanger-Type Chiral Stationary Phases under Hydro-Organic Liquid and Subcritical Fluid Chromatographic Conditions

1
Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, H-6720 Szeged, Hungary
2
Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 6, H-6720 Szeged, Hungary
3
Institute of Medical Chemistry, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary
4
Department of Analytical Chemistry, University of Vienna, Währinger Strasse 38, 1090 Vienna, Austria
*
Author to whom correspondence should be addressed.
Academic Editor: Yoshio Okamoto
Received: 21 October 2016 / Revised: 15 November 2016 / Accepted: 17 November 2016 / Published: 22 November 2016
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Abstract

The focus of this contribution is a comparative investigation of enantioseparations of 19 Nα-Fmoc proteinogenic amino acids on Quinine-based zwitterionic and anion-exchanger type chiral stationary phases employing hydro-organic and polar-ionic liquid and subcritical fluid chromatographic conditions. Effects of mobile phase composition (including additives, e.g., water, basis and acids) and nature of chiral selectors on the chromatographic performances were studied at different chromatographic modes. Thermodynamic parameters of the temperature dependent enantioseparation results were calculated in the temperature range 5–50 °C applying plots of lnα versus 1/T. The differences in standard enthalpy and standard entropy for a given pair of enantiomers were calculated and served as a basis for comparisons. Elution sequence in all cases was determined, where a general rule could be observed, both in liquid and subcritical fluid chromatographic mode the d-enantiomers eluted before the L ones. In both modes, the principles of ion exchange chromatography apply. View Full-Text
Keywords: enantiomer separation; hydro-organic liquid chromatography; subcritical fluid chromatography; zwitterionic chiral stationary phase; weak anion-exchange chiral stationary phase; Nα-Fmoc-protected proteinogenic amino acids; temperature effect enantiomer separation; hydro-organic liquid chromatography; subcritical fluid chromatography; zwitterionic chiral stationary phase; weak anion-exchange chiral stationary phase; Nα-Fmoc-protected proteinogenic amino acids; temperature effect
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Lajkó, G.; Grecsó, N.; Tóth, G.; Fülöp, F.; Lindner, W.; Péter, A.; Ilisz, I. A Comparative Study of Enantioseparations of Nα-Fmoc Proteinogenic Amino Acids on Quinine-Based Zwitterionic and Anion Exchanger-Type Chiral Stationary Phases under Hydro-Organic Liquid and Subcritical Fluid Chromatographic Conditions. Molecules 2016, 21, 1579.

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