Chromatographia

, Volume 81, Issue 4, pp 611–621 | Cite as

Comparative Enantiomer-Resolving Ability of Coated and Covalently Immobilized Versions of Two Polysaccharide-Based Chiral Selectors in High-Performance Liquid Chromatography

  • Nino Beridze
  • Eka Tsutskiridze
  • Nino Takaishvili
  • Tivadar Farkas
  • Bezhan Chankvetadze
ORIGINAL
  • 88 Downloads

Abstract

The separation of enantiomers of over 175 randomly selected chiral acidic, basic, and neutral compounds was studied on 4 polysaccharide-based chiral columns made by coating or covalent attachment of cellulose 3,5-dichlorophenylcarbamate or amylose 3,5-dimethylphenylcarbamate on the surface of silica. Triscarbamate derivatives of cellulose or amylose were used for the preparation of coated-type columns, while in the case of covalently immobilized chiral stationary phases, the respective polysaccharides were not completely carbamoylated but only close to triscarbamates. It was found that this minimal difference in the chemical composition of the polysaccharide derivatives resulted in significantly different enantiomer-resolving ability for certain groups of chiral compounds while only marginally different for other chiral analytes. This potential difference between coated- and covalently immobilized versions of the “same” chiral selector must be considered in method development with these columns, as well as in method transfer between them.

Keywords

Separation of enantiomers Coated vs. covalently immobilized polysaccharide-based chiral columns Chiral drugs 

Notes

Acknowledgements

This study was supported in part by the PhD grants awarded from Shota Rustaveli National Science Foundation (Georgia) to Ms. Nino Beridze (Grant Number PHDF2016-198) and Ms. Eka Tsutsqiridze (Grant Number PHDF2016-205).

Compliance with Ethical Standards

Conflict of interest

The authors declare that they have no conflict of interest. Human participants or animals have not been involved in this study.

Supplementary material

10337_2018_3493_MOESM1_ESM.docx (36 kb)
Supplementary material 1 (DOCX 36 kb)
10337_2018_3493_MOESM2_ESM.pptx (44 kb)
Fig. S1 Number of enantioseparated compounds on all columns under this study (PPTX 44 kb)

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Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2018

Authors and Affiliations

  • Nino Beridze
    • 1
  • Eka Tsutskiridze
    • 1
  • Nino Takaishvili
    • 1
  • Tivadar Farkas
    • 2
  • Bezhan Chankvetadze
    • 1
  1. 1.Institute of Physical and Analytical Chemistry, School of Exact and Natural SciencesTbilisi State UniversityTbilisiGeorgia
  2. 2.Phenomenex Inc.TorranceUSA

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