4.6 Article

Enantioseparation of β2-amino acids by liquid chromatography using core-shell chiral stationary phases based on teicoplanin and teicoplanin aglycone

Journal

JOURNAL OF CHROMATOGRAPHY A
Volume 1653, Issue -, Pages -

Publisher

ELSEVIER
DOI: 10.1016/j.chroma.2021.462383

Keywords

beta(2)-amino acids; liquid chromatography; macrocyclic glycopeptide-based chiral; stationary phases; kinetic and thermodynamic; characterization, core-shell particles

Funding

  1. National Research Development and Innovation Office [GINOP-2.3.2-15-20160 0034]
  2. EU [EFOP-3.6.1-16-2016-00008]
  3. Ministry of Human Capacities, Hungary [TKP-2020 D]

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This study performed enantioseparation of nineteen $(2)-amino acids using chiral stationary phases based on native teicoplanin and teicoplanin aglycone. The separation was carried out in different modes and mobile phases, with the structure of selectands and selectors found to significantly influence the separation performance. Analysis of van Deemter plots and determination of thermodynamic parameters were performed to further investigate the details of the separation performance.
Enantioseparation of nineteen $(2)-amino acids has been performed by liquid chromatography on chiral stationary phases based on native teicoplanin and teicoplanin aglycone covalently bonded to 2.7 pm superficially porous silica particles. Separations were carried out in unbuffered (water/methanol), buffered [aqueous triethylammonium acetate (TEAA)/methanol] reversed-phase (RP) mode, and in polarionic (TEAA containing acetonitrile/methanol) mobile phases. Effects of pH in the RP mode, acid and salt additives, as well as counter-ion concentrations on chromatographic parameters have been studied. The structure of selectands beta(2)-amino acids possessing aliphatic or aromatic side chains) and selectors (native teicoplanin or teicoplanin aglycone) was found to have a considerable influence on separation performance. Analysis of van Deemter plots and determination of thermodynamic parameters were performed to further explore details of the separation performance. (C) 2021 The Author(s). Published by Elsevier B.V.

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