Enantiomer separation by pressure-supported electrochromatography using capillaries packed with a permethyl-β-cyclodextrin stationary phase

Wistuba, Dorothee; Czesla, Harri; Roeder, Michael; Schurig, Volker

doi:10.1016/s0021-9673(98)00472-5

Cited by 95 publications

(92 citation statements)

References 22 publications

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“…Wistuba et al [509] prepared a packing material based on permethylated b-CD immobilized to 5 mm (mercaptopropyl) methyl-silica gel (Chiralsil-Dex-silica 2). The authors showed that the same capillary can be used for CEC, capillary-HPLC and pressure supported CEC.…”

Section: Packed Capillariesmentioning

confidence: 99%

Chiral separation by chromatographic and electromigration techniques. A Review

Gübitz

Schmid

2001

Biopharm & Drug Disp

226

135

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This review gives a survey of different chiral separation principles and their use in high-performance liquid chromatography (HPLC), gas chromatography (GC), supercritical fluid chromatography (SFC), thin-layer chromatography (TLC), capillary electrophoresis (CE) and capillary electrochromatography (CEC) highlighting new developments and innovative techniques. The mechanisms of the different separation principles are briefly discussed and some selected applications are shown.

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Section: Packed Capillariesmentioning

confidence: 99%

Chiral separation by chromatographic and electromigration techniques. A Review

Gübitz

Schmid

2001

Biopharm & Drug Disp

226

135

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“…Frits, which are often responsible for bubble formations represent a fragile region in the capillary and their preparation is often difficult to reproduce. While comparing capillaries with glued Chira-Dexsilica particles with packed ones, somewhat higher separation factors a and higher resolution factors R S were found for Chira-Dex-silica packed capillaries [13]. This may arise from the incorporation of the CD selector in the silica-network during the sol -gel process.…”

Section: Comparison Of Cd-modified Monoliths Prepared By Sol -Gel Andmentioning

confidence: 91%

“…For the first time Mayer and Schurig [11] separated enantiomers by o-CEC using capillaries coated with a PDMS-bound permethylated CD (Chirasil-Dex). In enantiomeric separation by p-CEC CDs are employed either as a mobile phase additive or are directly bonded to the packing material [12,13]. A further improvement was achieved by utilizing CDs as chiral selectors in monolithic stationary phases [14] as it was described earlier for LC by Lubda et al [15] and by Sinner and Buchmeiser [16].…”

Section: Introductionmentioning

confidence: 99%

Comparison of monolithic approaches for enantioselective capillary electrochromatography involving cyclodextrins

Wistuba

Schurig

2006

J of Separation Science

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The access to CD-modified monoliths for enantiomeric separation by CEC can be divided into two main approaches. (i) Silica-based monoliths, prepared by either a sol -gel process or by sintering of silica particles, are modified after fabrication by coating with a CD selector. Alternatively the fusion of CD functionalized silica particle via gluing is feasible. (ii) Rigid or homogeneous organic polymer-based monoliths, prepared by polymerization of organic monomers in the presence of a porogen, are modified with the CD selector either by copolymerization or by physical incorporation into the continuous bed.

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“…[19][20][21][22][23][24] We examined the separation of those chlorophenols by CEC using a capillary packed with β-CD-silica, and compared the results obtained from HPLC. As the mobile phases, 10 mM TEAA (pH 5.0)-methanol and acetonitrile (v/v 1:9 -5:5) were used.…”

Section: Separation Of Chlorophenols On β-Cd-bonded Stationary Phase mentioning

confidence: 99%

Separation of Chlorophenols by HPLC and Capillary Electrochromatography Using β-Cyclodextrin-bonded Stationary Phases

et al. 2000

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Cyclodextrins (CDs) have been most frequently utilized as selectors for chiral and achiral separations by capillary zone electrophoresis (CZE) and HPLC. [1][2][3][4][5][6][7][8][9][10][11] The fit between the CDs and the solutes is an important factor for their separation, because the formation of the inclusion complex is a crucial step for separation using CDs. The hydroxyl groups of the CDs are considered to play an important role in the formation and stabilization of the inclusion complexes. It is well known that a chemical modification of the hydroxyl groups brings about changes in the shapes and sizes of their cavities, in their hydrogen-bonding abilities and in other physical properties, as well as affecting their molecular-recognition abilities. In previous works, we found that selective methylation of the hydroxyl groups of the CDs produced remarkable enantioselectivity changes using CZE and HPLC. [1][2][3]10,11 In this work, we investigated the separation of the mono-, diand trichlorophenols by HPLC using selectively methylated β-CD (2-and 3-monomethylated and 2,3-dimethylated) bonded stationary phases. We examined the preliminary separation of these chlorophenols by capillary electrochromatography (CEC) using a capillary packed with the native β-CD stationary phase. ExperimentalThe preparation of β-CD-bonded stationary phases has been described in detail elsewhere.11 The mono-and dimethylated β-CDs are denoted by prefixing the native β-CD with MM-and DM-, respectively, and the stationary phases by suffixing with -silica. The amounts of the β-CD derivatives immobilized to the silica surface were evaluated by elemental analysis: 84 µmol g -1 for β-CD-silica, 83 µmol g -1 for 2MM-β-CD-silica, 88 µmol g -1for 3MM-β-CD-silica and 80 µmol g -1 for 2,3DM-β-CD-silica. The HPLC apparatus, as previously described, 10 was used under the following conditions: column, 15 cm × 4 mm i.d. at 20˚C; flow rate, 1.0 ml min -1 ; detection at 280 nm; sample volume, less than 2.5 µl.The CEC measurements were carried out using a Model 270A automatic capillary electrophoresis system (Applied Biosystems) equipped with a variable-wavelength detector operated at 230 nm: fused-silica capillary, 48 cm (total length) and 22 cm (packing length) × 100 µm i.d. and 375 µm o.d. at 30˚C; detection window, 23 cm from inlet. Samples were electrokinetically injected into the capillary (5 V for 1 s).The mobile phases used were mixtures of triethylammonium acetate buffer and methanol (or acetonitrile) (v/v 1:9 -9:1), and were filtered through a membrane filter followed by degassing in an ultrasonic bath for about 1 min before use. The concentration of the sample solutes was ca. 1.0 mM. Results and Discussion Separation of chlorophenols on β-CD-bonded stationary phases by HPLCAt first, the retentions of fourteen chlorophenols on four β-CD-bonded stationary phases were investigated by changing the methanol content of the mobile phase, 10 mM triethylammonium acetate (TEAA) (pH 5.0)-methanol (v/v 9:1 -5:5).The retention increased as the methanol c...

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Enantiomer separation by pressure-supported electrochromatography using capillaries packed with a permethyl-β-cyclodextrin stationary phase

Cited by 95 publications

References 22 publications

Chiral separation by chromatographic and electromigration techniques. A Review

Chiral separation by chromatographic and electromigration techniques. A Review

Comparison of monolithic approaches for enantioselective capillary electrochromatography involving cyclodextrins

Separation of Chlorophenols by HPLC and Capillary Electrochromatography Using β-Cyclodextrin-bonded Stationary Phases

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