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

The focus of this contribution is a comparative investigation of enantioseparations of 19 N(α)-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 condition...

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Autores principales: Lajkó, Gyula, Grecsó, Nóra, Tóth, Gábor, Fülöp, Ferenc, Lindner, Wolfgang, Péter, Antal, Ilisz, István
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273653/
https://www.ncbi.nlm.nih.gov/pubmed/27879671
http://dx.doi.org/10.3390/molecules21111579
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author Lajkó, Gyula
Grecsó, Nóra
Tóth, Gábor
Fülöp, Ferenc
Lindner, Wolfgang
Péter, Antal
Ilisz, István
author_facet Lajkó, Gyula
Grecsó, Nóra
Tóth, Gábor
Fülöp, Ferenc
Lindner, Wolfgang
Péter, Antal
Ilisz, István
author_sort Lajkó, Gyula
collection PubMed
description The focus of this contribution is a comparative investigation of enantioseparations of 19 N(α)-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.
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spelling pubmed-62736532018-12-28 A Comparative Study of Enantioseparations of N(α)-Fmoc Proteinogenic Amino Acids on Quinine-Based Zwitterionic and Anion Exchanger-Type Chiral Stationary Phases under Hydro-Organic Liquid and Subcritical Fluid Chromatographic Conditions Lajkó, Gyula Grecsó, Nóra Tóth, Gábor Fülöp, Ferenc Lindner, Wolfgang Péter, Antal Ilisz, István Molecules Article The focus of this contribution is a comparative investigation of enantioseparations of 19 N(α)-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. MDPI 2016-11-22 /pmc/articles/PMC6273653/ /pubmed/27879671 http://dx.doi.org/10.3390/molecules21111579 Text en © 2016 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Lajkó, Gyula
Grecsó, Nóra
Tóth, Gábor
Fülöp, Ferenc
Lindner, Wolfgang
Péter, Antal
Ilisz, István
A Comparative Study of Enantioseparations of N(α)-Fmoc Proteinogenic Amino Acids on Quinine-Based Zwitterionic and Anion Exchanger-Type Chiral Stationary Phases under Hydro-Organic Liquid and Subcritical Fluid Chromatographic Conditions
title A Comparative Study of Enantioseparations of N(α)-Fmoc Proteinogenic Amino Acids on Quinine-Based Zwitterionic and Anion Exchanger-Type Chiral Stationary Phases under Hydro-Organic Liquid and Subcritical Fluid Chromatographic Conditions
title_full A Comparative Study of Enantioseparations of N(α)-Fmoc Proteinogenic Amino Acids on Quinine-Based Zwitterionic and Anion Exchanger-Type Chiral Stationary Phases under Hydro-Organic Liquid and Subcritical Fluid Chromatographic Conditions
title_fullStr A Comparative Study of Enantioseparations of N(α)-Fmoc Proteinogenic Amino Acids on Quinine-Based Zwitterionic and Anion Exchanger-Type Chiral Stationary Phases under Hydro-Organic Liquid and Subcritical Fluid Chromatographic Conditions
title_full_unstemmed A Comparative Study of Enantioseparations of N(α)-Fmoc Proteinogenic Amino Acids on Quinine-Based Zwitterionic and Anion Exchanger-Type Chiral Stationary Phases under Hydro-Organic Liquid and Subcritical Fluid Chromatographic Conditions
title_short A Comparative Study of Enantioseparations of N(α)-Fmoc Proteinogenic Amino Acids on Quinine-Based Zwitterionic and Anion Exchanger-Type Chiral Stationary Phases under Hydro-Organic Liquid and Subcritical Fluid Chromatographic Conditions
title_sort comparative study of enantioseparations of n(α)-fmoc proteinogenic amino acids on quinine-based zwitterionic and anion exchanger-type chiral stationary phases under hydro-organic liquid and subcritical fluid chromatographic conditions
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273653/
https://www.ncbi.nlm.nih.gov/pubmed/27879671
http://dx.doi.org/10.3390/molecules21111579
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