Enantioseparations in normal- and reversed-phase nano-high-performance liquid chromatography and capillary electrochromatography using polyacrylamide and polysaccharide derivatives as chiral stationary phases

Krause, Kerstin; Girod, Marco; Chankvetadze, Bezhan; Blaschke, Gottfried

doi:10.1016/s0021-9673(99)00075-8

Cited by 139 publications

(80 citation statements)

References 37 publications

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“…Several groups recently investigated polysaccharide derivative-based CSPs for chiral CEC separations in aqueous [514][515][516][517] or non-aqueous medium [518]. Several drug enantiomers were resolved on these phases.…”

Section: Packed Capillariesmentioning

confidence: 99%

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Chiral separation by chromatographic and electromigration techniques. A Review

Gübitz

Schmid

2001

Biopharm & Drug Disp

223

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%

“…Poly-N-acryloyl-l-phenylalanine ethylester covalently bound to silica (Chiraspher) [514] or a helically chiral poly(diphenyl-2-pyridylmethyl methacrylate) [519], which was coated to widepore aminopropyl-silanized silica, was used by Krause et al for chiral separations by 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

223

135

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“…ACN was chosen as the organic modifier as it provides the better separation efficiency. 35,45 Migration times for both analytes were decreased as the ACN content was increased. Enantioselectivity factors were increased when the ACN content was increased from 40 to 50% and then decreased upon further increase of the ACN content, showing a maximum at 50%.…”

Section: Dmentioning

confidence: 99%

Chiral Separation on Sulfonated Cellulose Tris(3,5-dimethylphenylcarbamate)-coated Zirconia Monolith by Capillary Electrochromatography

Lee¹,

Jang²,

Park³

2012

Bulletin of the Korean Chemical Society

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Sulfonated cellulose tris(3,5-dimethylphenylcarbamate) (SCDMPC)-coated zirconia monolith (ZM) was used as the chiral stationary phase in capillary electrochromatography for separation of enantiomers of ten chiral compounds in acetonitrile (ACN)-phosphate buffer mixtures as the eluent. Influences of the ACN content, buffer concentration and pH on chiral separation have been investigated. Separation data on SCDMPC-ZM have been compared with those on CDMPC-ZM. Resolution factors were better on SCDMPC-ZM than CDMPC-ZM while retention factors were in general shorter on the former than the latter. Best chiral resolutions on SCDMPC-ZM were obtained with the eluent of 50% ACN containing 50 mM phosphate at pH around 4.Key Words : Chiral separation, Zirconia monolith, Sulfonated cellulose 3,5-dimethylphenylcarbamate, Capillary electrochromatography IntroductionCapillary electrochromatography (CEC) is a hybrid technique of HPLC and CE, and has been increasingly utilized in studies on the development and evaluation of separation methods including chiral separations.1-3 It provides high efficiency because of the flat profile of electroosmotic flow (EOF) to pump the mobile phase and ability to separate charged as well as uncharged compounds through electrophoresis and chromatographic separation.3 Several reviews have been reported on enantioseparations using CEC as a separation technique.1-4 Three types of columns including, open-tubular, particulate-packed and monolithic capillaries are used for CEC.5 Monolithic columns are becoming attractive alternative to particle-packed columns in HPLC and electrochromatography.6-8 Monolithic columns are devoid of problems and difficulties associated with packed capillary columns, including burdensome packing of stationary phase particles in a capillary and frits that cause formation of air bubbles during the analysis which results in reduction of separation efficiency, and tend to break easily.9-12 The monolithic columns allow fast mass transfer at lower pressure drops, enabling much faster separations. The continuous monolithic bed in the capillary column also allows high linear velocities that enable high throughput screening and fast separations of enantiomers. 6-8,13Among various classes of chiral selectors 14,15 polysaccharides have been widely used as the chiral stationary phase (CSP). A great number of polysaccharide derivatives including cellulose, amylose, chitin, chitosan, galactosamine, curdlan, dextran, xylan, and inulin have been in use for chiral separations. 16 The derivatives of cellulose and amylose usually exhibit higher chiral recognition ability than the other type polysaccharides. A number of HPLC separations for a large number of chiral compounds in different classes on polysaccharide-immobilized silica 17-20 and polymer columns.21 The polysaccharide-based columns can be used in normal phase, polar organic and reversed-phase mode. 22While silica-based stationary phases have received wide acceptance due to their well-studied surface chemistry, drawbacks of silica-ba...

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“…Direct liquid chromatographic separation of enantiomers of this class has been achieved by use of CSPs based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid [4], amylase tris-(3,5-dimethylphenylcarbamate) [5], (R)-1-naphthylglycine [6], chiralcel OD [7][8][9], Pirkle-type alpha burke 1 [10,11], α 1 -acid glycoprotein [12], (R,R) tetramide [13], and polyacrylamide and polysaccharide derivatives [14].…”

Section: Introductionmentioning

confidence: 99%

Resolution of propranolol and atenolol enantiomers on β-cyclodextrin-impregnated silica gel layers

Joshi

Sharma

2012

Acta Chromatographica

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Summary. Enantiomeric resolution of two commonly used β-blockers, namely, (±)-propranolol and (±)-atenolol, has been achieved on silica gel layers which were bulkimpregnated with β-cyclodextrin. Solvent systems DMF-ethyl acetate-butanol (3:2:5, v/v) and butanol-acetic acid-ethyl acetate-ammonia (5:2:2:0.5, v/v) successfully resolved the enantiomers of (±)-propranolol and (±)-atenolol, respectively. The spots were located with iodine vapor. The effects of concentration of the chiral selector and mobile phase variation were also studied.

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Enantioseparations in normal- and reversed-phase nano-high-performance liquid chromatography and capillary electrochromatography using polyacrylamide and polysaccharide derivatives as chiral stationary phases

Cited by 139 publications

References 37 publications

Chiral separation by chromatographic and electromigration techniques. A Review

Chiral separation by chromatographic and electromigration techniques. A Review

Chiral Separation on Sulfonated Cellulose Tris(3,5-dimethylphenylcarbamate)-coated Zirconia Monolith by Capillary Electrochromatography

Resolution of propranolol and atenolol enantiomers on β-cyclodextrin-impregnated silica gel layers

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