Cellulose dimethylphenylcarbamate‐immobilized zirconia for chiral separation in reversed‐phase CEC

Gwon, Jurim; Jin, Juhyeon; McNeff, Clayton V.; Park, Jung Hag

doi:10.1002/elps.200900057

Cited by 15 publications

(10 citation statements)

References 47 publications

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“…Cellulose dimethylphenylcarbamate-immobilized zirconia was used as a CSP for the enantioresolution of a set of nine racemic compounds in reversed phase CEC, with the zirconia derivative showing better enantioselectivity and resolution than cellulose dimethylphenylcarbamate (209). Successive multiple ionic polymer layer coatings for capillaries were used for the CEC analysis of binaphthyl enantiomers, with a singlestranded DNA-containing coating found to provide the best chiral separation (210).…”

Section: Capillary Electrochromatographymentioning

confidence: 99%

Chiral Separations: Fundamental Review 2010

2010

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Section: Capillary Electrochromatographymentioning

confidence: 99%

Chiral Separations: Fundamental Review 2010

2010

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“…26,29 A number of zirconia-based CSPs have been evaluated in HPLC [30][31][32][33][34] and CEC. [35][36][37] Recently zirconia-based CSPs coated with cellulose derivatives have been used in HPLC 30,31,38,39 and CEC in particle-packed 35 and monolithic columns. 37 We recently reported chiral separation of basic compounds by CEC on cellulose 3,5-dimethylphenylcarbamate (CDMPC)-coated zirconia monolith (ZM) column in mobile phases of acidic 37,40 and basic pH.…”

Section: -28mentioning

confidence: 99%

“…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%.…”

mentioning

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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“…Zirconia-based particles were used in [30] as an alternative to silica-based material because of their high stability in the entire pH range and stability towards temperatures up to 2001C. Onto these particles, a cellulose dimethylphenylcarbamate selector was immobilized.…”

Section: Polysaccharide Selectorsmentioning

confidence: 99%

Enantioselective capillary electrochromatography: Recent developments and new trends

Mangelings

Heyden

2011

Electrophoresis

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Since its development in the early 1970s, CEC has been studied quite extensively, but unfortunately its use is still mostly located at an academic level. Reasons for this are the limited availability of commercially available stationary phases (SPs) and columns, along with some practical limitations, such as column fragility, lack of column robustness and reproducibility. Nevertheless, CEC maintains a place among the separation techniques, probably because of its unique feature to combine two separation principles. Also in the field of chiral separations, CEC is often used as a separation technique and already showed its potential for this kind of analyses. This overview will focus on the recent applications, i.e. between 2006 and 2010, in enantioselective analysis by means of CEC. For the selected applications, the used SPs (chiral selectors) and their potential for future method development or screening purposes will be evaluated and critically discussed.

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Cellulose dimethylphenylcarbamate‐immobilized zirconia for chiral separation in reversed‐phase CEC

Cited by 15 publications

References 47 publications

Chiral Separations: Fundamental Review 2010

Chiral Separations: Fundamental Review 2010

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

Enantioselective capillary electrochromatography: Recent developments and new trends

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