Comparative enantioseparations of pharmaceuticals in capillary electrochromatography on polysaccharide‐based chiral stationary phases containing selectors with or without chlorinated derivatives

Hendrickx, Ans; Mangelings, Debby; Chankvetadze, Bezhan; Heyden, Yvan Vander

doi:10.1002/elps.201000249

Cited by 27 publications

(34 citation statements)

References 54 publications

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“…The most widely used polysaccharide‐based CSPs are amylose tris (5‐chloro‐2‐methylphenylcarbamate), cellulose tris (3‐chloro‐4‐methylphenylcarbamate), and cellulose tris (4‐chloro‐3‐methylphenylcarbamate). The advantages and high‐resolving capability of those CSPs in CEC columns toward different analytes have been recently demonstrated .…”

Section: Introductionmentioning

confidence: 99%

Enantiomeric separation of new cathinone derivatives designer drugs by capillary electrochromatography using a chiral stationary phase, based on amylose tris(5‐chloro‐2‐methylphenylcarbamate)

et al. 2014

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In this study, a chiral CEC method for the enantiomeric separation of ten cathinone derivatives, by means of a polysaccharide-based chiral stationary phase, has been developed. Capillary columns of 100 μm id packed with amylose tris(5-chloro-2-methylphenylcarbamate) coated on silica, also called Sepapak 3 or Lux Amylose-2, were used to achieve the enantioseparation of the studied designer drugs. Enantioresolution, chromatographic retention, and separation efficiency were evaluated in dependence of mobile-phase composition in terms of the content of the organic modifier, nature, and pH buffer. To obtain a sensitivity improvement, a field-amplified sample injection was evaluated optimizing the sample solvent composition and injection time. The LODs and LOQs values were in the range 25-100 and 50-150 ng/mL, respectively, for all the racemic compounds. Good results in terms of resolution (Rs ), separation efficiency (N/m), and short analysis times were obtained using a mixture of ACN/methanol/sodium acetate pH 9 (89/10/1, v/v/v). Applying a voltage of 10 kV and a temperature of 20°C, the analyzed cathinone derivatives were separated in their enantiomers in less than 10 min. A study, concerning the method precision, in terms of intra- and interday repeatability and column-to-column reproducibility was carried out in accordance with the analytical procedures for method validation. Intra- and interday repeatability provided RSD values in the ranges 1.1-1.7, 1.3-2.3% for retention time and 1.3-2.6, 2.1-3.4% for peak area, respectively.

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Section: Introductionmentioning

confidence: 99%

Enantiomeric separation of new cathinone derivatives designer drugs by capillary electrochromatography using a chiral stationary phase, based on amylose tris(5‐chloro‐2‐methylphenylcarbamate)

et al. 2014

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“…In more recent work on particle-based polysaccharidetype CSP, newer types of CSP which incorporate chlorinated selectors, i.e. cellulose tris (3- , were tested for their enantioselectivity and used to update the existing screening step of the above strategy for non-acidic compounds [26]. Results revealed that using a column sequence Sepapak 34Chiralcel OD-RH4Sepapak 44Chiralpak AD-RH in the screening step enabled separation of 37 out of 45 compounds, with 20 baseline separated.…”

Section: Polysaccharide Selectorsmentioning

confidence: 98%

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 tris(3-chloro-4-methylphenylcarbamate), also known as Sepapak-2 s or Lux Cellulose-2, is a novel CSP which combines both electron-donating and electron-withdrawing substituents. This CSP has been employed only in a few works for HPLC [3,[5][6][7][8][9][10] and CEC [11,12] separation of enantiomers of chiral pharmaceutical compounds. Enantiomers of some amino acid derivatives have been separated with this CSP in normal-phase HPLC [3] but its resolving potential for amino acid derivatives under RP HPLC and CEC conditions has not yet been studied.…”

Section: Introductionmentioning

confidence: 99%

Enantiomeric separation of FMOC‐amino acids by nano‐LC and CEC using a new chiral stationary phase, cellulose tris(3‐chloro‐4‐methylphenylcarbamate)

Domínguez‐Vega

Crego

Lomsadze³

et al. 2011

Electrophoresis

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A novel polysaccharide-based chiral stationary phase (CSP), cellulose tris(3-chloro-4-methylphenylcarbamate), also known as Sepapak-2 or Lux Cellulose-2, has been evaluated for the enantiomeric separation of FMOC derivatives of amino acids. After mobile-phase optimization in nano liquid chromatography (nano-LC) the column enabled the enantiomeric separation of 19 out of 23 amino acids tested, indicating the high chiral recognition power of this new CSP. Subsequently, a comparison of the driving force employed (pressure or voltage) was carried out comparing nano-LC and CEC under the same conditions. Better peak efficiencies and resolution were observed by using CEC experiments, which enabled the chiral discrimination of 20 out of 23 amino acids tested. Finally, in order to show the potential of this new CSP, the determination of the content and the enantiomeric purity of the non-protein amino acid citrulline in food supplements was performed. For that purpose, the method was optimized, evaluated and applied to different commercial samples.

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Comparative enantioseparations of pharmaceuticals in capillary electrochromatography on polysaccharide‐based chiral stationary phases containing selectors with or without chlorinated derivatives

Cited by 27 publications

References 54 publications

Enantiomeric separation of new cathinone derivatives designer drugs by capillary electrochromatography using a chiral stationary phase, based on amylose tris(5‐chloro‐2‐methylphenylcarbamate)

Enantiomeric separation of new cathinone derivatives designer drugs by capillary electrochromatography using a chiral stationary phase, based on amylose tris(5‐chloro‐2‐methylphenylcarbamate)

Enantioselective capillary electrochromatography: Recent developments and new trends

Enantiomeric separation of FMOC‐amino acids by nano‐LC and CEC using a new chiral stationary phase, cellulose tris(3‐chloro‐4‐methylphenylcarbamate)

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