Comparison of sulfobutylether- and sulfated-β-cyclodextrins as additives for the chiral separation of basic spirobenzopyrans by capillary electrophoresis

Morin, Pascal; Dreux, M.; Usse, Stéphanie; Viaud, Marie-Claude; Guillaumet, Gérald

doi:10.1002/(sici)1522-2683(19990901)20:13<2630::aid-elps2630>3.0.co;2-9

Cited by 16 publications

(6 citation statements)

References 32 publications

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Section: Methodsmentioning

confidence: 99%

“…The buffer solution was 63.5 mM H 3 PO 4 and 46.9 mM NaOH in water (pH 2.6); this buffer has a ionic strength of 50 mM and a high capacity buffer (31.8 mM/pH), as indicated by Phoebus software. 23 The same buffer was adjusted to the appropriate pH (3.5, 5.0, 6.0) with concentrated NaOH. The running buffer, containing single CD, was prepared at various concentrations by weighting an appropriate amount of chiral selector, which was dissolved in the phosphate buffer at appropriate pH.…”

Section: Ce Conditionsmentioning

confidence: 99%

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Enantiomeric Separation of 13 New Amphetamine‐Like Designer Drugs by Capillary Electrophoresis, Using Modified‐‐Cyclodextrins

et al. 2013

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An easy-to-prepare chiral CE method for the enantiomeric separation of 13 new amphetamine-like designer drugs, using CDs as chiral selectors, was developed. Sulfated-β-CD was found to be the best chiral selector among the three used (sulfated-β-CD, caroboxymethyl-β-CD, dimethyl-β-CD). The separation of the analytes was achieved in a fused-silica gel capillary at 20 °C using an applied voltage of +25 kV. The optimized background electrolyte consisted of 63.5 mM H3 PO4 and 46.9 mM NaOH in water. Several electrophoretic parameters such as CD type, CD concentration (1 - 40 mg/mL), buffer pH (2.6, 3.6, 5.0, 6.0), length of the capillary (70 - 40 cm total length), amount of the organic solvent (methanol and acetonitrile) were investigated and optimized.

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Section: Methodsmentioning

confidence: 99%

Section: Ce Conditionsmentioning

confidence: 99%

Enantiomeric Separation of 13 New Amphetamine‐Like Designer Drugs by Capillary Electrophoresis, Using Modified‐‐Cyclodextrins

et al. 2013

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“…Morin et al [101] compared enantioselectivity of sulfated b-CD with SBE-b-CD, and found that their enantioselectivities did not differ significantly but that butyl chain between CD cavity and sulfate group of SBE-b-CD as an additional source of hydrophobicity lowered the optimum concentration of SBE-b-CD. CM-g-CD was used for chiral separation of fungicides [94].…”

Section: Charged Cdsmentioning

confidence: 99%

Recent developments in chiral capillary electrophoresis and applications of this technique to pharmaceutical and biomedical analysis

Ahmad

2001

Electrophoresis

186

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This paper provides an overview of the current status of chiral capillary electrophoresis (CE). The emphasis is placed on the application of CE in chiral separation of various racemic compounds. During the last two years about 280 papers, several review articles, and two entire issues, edited by S. Fanali (Electrophoresis 1999, 20, 2577-2798, and H. Nishi and S. Terabe (J. Chromatogr. A 2000, 879, 1-471.) have been devoted to chiral CE. Enantiomeric separations of various compounds, e.g., pharmaceuticals, drug candidates, drugs and related metabolites in biological fluids, amino acids, di- and tri peptides, pesticides and fungicides, have been performed using different chiral selectors. Native and derivatized cyclodextrins continue to be the most widely used chiral selectors. Other chiral selectors such as natural and synthetic chiral micelles, crown ethers, chiral ligands, proteins, oligo- and polysaccharides, and macrocyclic antibiotics have also been applied to chiral CE separations.

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“…According to some empirical flowchart‐based strategies for optimization of separation systems in CZE, these chiral selectors (CSs) are the first choice for analytical applications 1–7. HS‐CDs having high (≥7) and diverse degree of substitution (DS) 8–11 are especially known as versatile and very efficient CSs 1, 4, 12–18, even when compared with closely related but less derivatized S‐CDs or single‐isomer S‐CDs 15, 19–22. Rocheleau has carried out a study, in which three highly sulfated β‐CDs (HS‐β‐CDs) were compared as CSs, one of them being a single‐isomer CS 23.…”

Section: Introductionmentioning

confidence: 99%

Enhanced selectivity in CZE multi‐chiral selector enantioseparation systems: Proposed separation mechanism

et al. 2010

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It has been reported many times that the commercial mixtures of chiral selectors (CS), namely highly sulfated beta-CDs (HS-beta-CDs), provide remarkable enantioselectivity in CZE when compared with single-isomer CDs, even single-isomer HS-beta-CDs. This enhanced enantioselectivity of multi-CS enantioseparative CZE is discussed in the light of multi-CS model that we have introduced earlier. It is proposed on a theoretical basis and verified experimentally that the two enantiomers of a chiral analyte under interaction with a mixture of CSs are very likely to differ in their limit mobilities, which is opposite to single-CS systems where the two limit mobilities are likely to be the same. Thus while the enantioseparation is usually controlled by different distribution constants between the two enantiomers and CS used in single-CS systems, an additional, electrophoretic, enantioselective mechanism resulting from different limit mobilities may play a significant role in multi-CS systems. This additional mechanism generally makes the multi-CS systems more selective than the single-CS systems. The possible inequality of limit mobilities is also significant for optimization of separation conditions using mixtures of CSs. A practical example supporting our considerations is shown on enantioseparation of lorazepam in the presence of a commercial mixture of HS-beta-CDs and a single-isomer HS-beta-CD, heptakis(6-O-sulfo)-beta-CD.

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Comparison of sulfobutylether- and sulfated-β-cyclodextrins as additives for the chiral separation of basic spirobenzopyrans by capillary electrophoresis

Cited by 16 publications

References 32 publications

Enantiomeric Separation of 13 New Amphetamine‐Like Designer Drugs by Capillary Electrophoresis, Using Modified‐‐Cyclodextrins

Enantiomeric Separation of 13 New Amphetamine‐Like Designer Drugs by Capillary Electrophoresis, Using Modified‐‐Cyclodextrins

Recent developments in chiral capillary electrophoresis and applications of this technique to pharmaceutical and biomedical analysis

Enhanced selectivity in CZE multi‐chiral selector enantioseparation systems: Proposed separation mechanism

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