Equilibrium binding model of bile salt-mediated chiral micellar electrokinetic capillary chromatography

É. Szökő, János Gylmesi, Zoltán Szakács, Máté Tarnai

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Optimum concentration of bile salts in chiral separations depends on both the aggregation properties of the surfactant and the stability of the analyte-micelle complexes. An equilibrium model is proposed in which these two effects are treated separately. First the aggregation constants should be determined under the experimental conditions of the chiral MEKC analysis. With these data, the equilibrium concentrations of bile salt aggregates can be calculated at any total surfactant concentration. Using the Offord equation to approximate the mobilities of the enantiomer-bile salt complexes, a model function has been derived to fit the experimental mobilities. The method yields the binding constants of the enantiomers to each aggregate present. Those species are assumed to be important in the chiral recognition process, which have significantly different stability constants for the enantiomers. The method is demonstrated by the chiral separation of R- and S- 1,1'-binaphthyl-2,2'-diyl hydrogen phosphate with sodium taurodeoxycholate. Based on the calculated binding constants, tetrameric aggregates are assumed to be the discriminating species, while no significant difference in enantiomer binding to dimers was found.

Original languageEnglish
Pages (from-to)2754-2760
Number of pages7
JournalElectrophoresis
Volume20
Issue number13
DOIs
Publication statusPublished - 1999

Fingerprint

Micellar Electrokinetic Capillary Chromatography
Enantiomers
Chromatography
Bile Acids and Salts
Surface-Active Agents
Taurodeoxycholic Acid
Agglomeration
Micelles
Dimers

Keywords

  • Bile salts
  • Chiral separations
  • Equilibrium model
  • Micellar electrokinetic capillary chromatography

ASJC Scopus subject areas

  • Clinical Biochemistry

Cite this

Equilibrium binding model of bile salt-mediated chiral micellar electrokinetic capillary chromatography. / Szökő, É.; Gylmesi, János; Szakács, Zoltán; Tarnai, Máté.

In: Electrophoresis, Vol. 20, No. 13, 1999, p. 2754-2760.

Research output: Contribution to journalArticle

Szökő, É. ; Gylmesi, János ; Szakács, Zoltán ; Tarnai, Máté. / Equilibrium binding model of bile salt-mediated chiral micellar electrokinetic capillary chromatography. In: Electrophoresis. 1999 ; Vol. 20, No. 13. pp. 2754-2760.
@article{987eaf4ff87b494b8c6838d0aa984f1b,
title = "Equilibrium binding model of bile salt-mediated chiral micellar electrokinetic capillary chromatography",
abstract = "Optimum concentration of bile salts in chiral separations depends on both the aggregation properties of the surfactant and the stability of the analyte-micelle complexes. An equilibrium model is proposed in which these two effects are treated separately. First the aggregation constants should be determined under the experimental conditions of the chiral MEKC analysis. With these data, the equilibrium concentrations of bile salt aggregates can be calculated at any total surfactant concentration. Using the Offord equation to approximate the mobilities of the enantiomer-bile salt complexes, a model function has been derived to fit the experimental mobilities. The method yields the binding constants of the enantiomers to each aggregate present. Those species are assumed to be important in the chiral recognition process, which have significantly different stability constants for the enantiomers. The method is demonstrated by the chiral separation of R- and S- 1,1'-binaphthyl-2,2'-diyl hydrogen phosphate with sodium taurodeoxycholate. Based on the calculated binding constants, tetrameric aggregates are assumed to be the discriminating species, while no significant difference in enantiomer binding to dimers was found.",
keywords = "Bile salts, Chiral separations, Equilibrium model, Micellar electrokinetic capillary chromatography",
author = "{\'E}. Sz{\"o}kő and J{\'a}nos Gylmesi and Zolt{\'a}n Szak{\'a}cs and M{\'a}t{\'e} Tarnai",
year = "1999",
doi = "10.1002/(SICI)1522-2683(19990901)20:13<2754::AID-ELPS2754>3.0.CO;2-C",
language = "English",
volume = "20",
pages = "2754--2760",
journal = "Electrophoresis",
issn = "0173-0835",
publisher = "Wiley-VCH Verlag",
number = "13",

}

TY - JOUR

T1 - Equilibrium binding model of bile salt-mediated chiral micellar electrokinetic capillary chromatography

AU - Szökő, É.

AU - Gylmesi, János

AU - Szakács, Zoltán

AU - Tarnai, Máté

PY - 1999

Y1 - 1999

N2 - Optimum concentration of bile salts in chiral separations depends on both the aggregation properties of the surfactant and the stability of the analyte-micelle complexes. An equilibrium model is proposed in which these two effects are treated separately. First the aggregation constants should be determined under the experimental conditions of the chiral MEKC analysis. With these data, the equilibrium concentrations of bile salt aggregates can be calculated at any total surfactant concentration. Using the Offord equation to approximate the mobilities of the enantiomer-bile salt complexes, a model function has been derived to fit the experimental mobilities. The method yields the binding constants of the enantiomers to each aggregate present. Those species are assumed to be important in the chiral recognition process, which have significantly different stability constants for the enantiomers. The method is demonstrated by the chiral separation of R- and S- 1,1'-binaphthyl-2,2'-diyl hydrogen phosphate with sodium taurodeoxycholate. Based on the calculated binding constants, tetrameric aggregates are assumed to be the discriminating species, while no significant difference in enantiomer binding to dimers was found.

AB - Optimum concentration of bile salts in chiral separations depends on both the aggregation properties of the surfactant and the stability of the analyte-micelle complexes. An equilibrium model is proposed in which these two effects are treated separately. First the aggregation constants should be determined under the experimental conditions of the chiral MEKC analysis. With these data, the equilibrium concentrations of bile salt aggregates can be calculated at any total surfactant concentration. Using the Offord equation to approximate the mobilities of the enantiomer-bile salt complexes, a model function has been derived to fit the experimental mobilities. The method yields the binding constants of the enantiomers to each aggregate present. Those species are assumed to be important in the chiral recognition process, which have significantly different stability constants for the enantiomers. The method is demonstrated by the chiral separation of R- and S- 1,1'-binaphthyl-2,2'-diyl hydrogen phosphate with sodium taurodeoxycholate. Based on the calculated binding constants, tetrameric aggregates are assumed to be the discriminating species, while no significant difference in enantiomer binding to dimers was found.

KW - Bile salts

KW - Chiral separations

KW - Equilibrium model

KW - Micellar electrokinetic capillary chromatography

UR - http://www.scopus.com/inward/record.url?scp=0344603837&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0344603837&partnerID=8YFLogxK

U2 - 10.1002/(SICI)1522-2683(19990901)20:13<2754::AID-ELPS2754>3.0.CO;2-C

DO - 10.1002/(SICI)1522-2683(19990901)20:13<2754::AID-ELPS2754>3.0.CO;2-C

M3 - Article

C2 - 10532344

AN - SCOPUS:0344603837

VL - 20

SP - 2754

EP - 2760

JO - Electrophoresis

JF - Electrophoresis

SN - 0173-0835

IS - 13

ER -