Model of CE enantioseparation systems with a mixture of chiral selectors

Dubský, Pavel; Svobodová, Jana; Gaš, Bohuslav

doi:10.1016/j.jchromb.2008.07.018

Cited by 44 publications

(47 citation statements)

References 46 publications

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“…On the contrary, the reversed K' ratio obtained for compound 7 in the presence of SBEBCD is concomitant with the 'SR' migration order. The corresponding µ compl -s differ from each other substantially only in the case of compound 7 using CMBCD at pH 3 presumably because this CD derivative contains a mixture of isomers [22]. The fact that here µ compl,R > µ compl,S could be the reason that the EMO is 'RS' despite that the EMO predicted from the difference in K' should be the opposite of it, namely 'SR'.…”

Section: Methods Development and Optimizationmentioning

confidence: 90%

Development of novel chiral capillary electrophoresis methods for the serotonin receptor (5-HT2A) antagonist MDL 100,907 (volinanserin) and for its key intermediate compound

Németh

Palkó

Kovács

et al. 2014

Journal of Pharmaceutical and Biomedical Analysis

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Enantioselective capillary electrophoretic methods were elaborated for the determination of the enantiomeric purity of (R)-MDL 100,907 and its preparatively resolved key intermediate compound during the synthesis route. The pK a values of the intermediate compound and the end product determined by CE were 10.5 ± 0.1 and 9.0 ± 0.1, respectively.The enantiopurity of the intermediate compound can be monitored in fully protonated state by applying 15 mM sulfobuthylether-β-cyclodextrin at pH 5 when the peak belonging to the 2 impurity migrates before the main component. The fact that the consecutive steps of the synthesis do not affect the enantiomeric purity was verified by the other, newly developed CE method. The enantiomers of rac-MDL 100,907 were resolved by 15 mM carboxymethyl--cyclodextrin at pH 3. The applicability (selectivity, LOD, LOQ, repeatability, precision and accuracy) of the methods was studied as well.

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Section: Methods Development and Optimizationmentioning

confidence: 90%

Development of novel chiral capillary electrophoresis methods for the serotonin receptor (5-HT2A) antagonist MDL 100,907 (volinanserin) and for its key intermediate compound

Németh

Palkó

Kovács

et al. 2014

Journal of Pharmaceutical and Biomedical Analysis

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“…In single-CS systems, the rate constant of the analyte-CS complex, k CS i , simply corresponds to the rate constant of interconversion of the analyte when complexed with the CS. The same applies for multi-CS systems, with the remark that the overall rate constant of interconversion should rather be regarded as a limiting value of the apparent rate constant of interconversion, which could be reached at the infinite CS concentration, as we have already discussed in our previous paper [27].…”

Section: Csmentioning

confidence: 87%

“…(3) and (4) are also valid for rate constants of interconversion of an analyte during the separation process for both single-CS and multi-CS systems [27,28] is the (overall) rate constant of interconversion of the analyte in the chiral environment of (a mixture of) CSs. (Contrary to our previous papers where we used the term ''local rate constants of interconversion'' we decided replace it for a more descriptive term ''rate constants of interconversion in the achiral or chiral system/environments'' for the intent of this work.)…”

Section: Csmentioning

confidence: 99%

“…In 2008, we introduced a similar equation applicable for mixtures of CSs (multi-CS systems) [27,28] are the overall binding constant and overall mobility of the complex, respectively. The following equations define the overall complexation parameters as weighted sums of the individual contributions of each single-CS isomer in the mixture…”

Section: Csmentioning

confidence: 99%

“…In 2004, we introduced a simple procedure to determine the rate constants of interconversion both for chiral and achiral parts of single-CS systems [41] that we later extended for multi-CS systems [27,28]. A new parameter called global rate constant of interconversion was defined as follows: can be determined, e.g.…”

Section: ð9þmentioning

confidence: 99%

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Accuracy and sensitivity of the determination of rate constants of interconversion in achiral and chiral environments by dynamic enantioselective electrophoresis

et al. 2011

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The method for determination of rate constants of interconversion of enantiomers in chiral and achiral environments of a dynamic enantioseparation system was investigated in order to reveal its accuracy, sensitivity and robustness. Two significantly different enantioseparation systems were selected, one with a single (well-defined) chiral selector (CS) and the second with a mixture of CSs, and the rate constants of interconversion for these two systems were compared statistically. While the rate constants of interconversion in the chiral environment were found to be significantly different, the rate constants in achiral environment were confirmed to be statistically the same. The accuracy of the method was independent of experimental conditions. Influence of a CS and temperature on the rate of interconversion were discussed within the scope of determined thermodynamic parameters and statistical evaluation. A certain temperature may exist at which two different types of CSs influence the rate of interconversion equally while the extent of their influence may largely differ at other temperatures.

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Chiral Separations by Capillary Electrophoresis

Sánchez-López

Castro-Puyana

Marina

et al. 2015

Analytical Separation Science

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The enantiomeric separation of chiral compounds is nowadays a promising topic in analytical sciences. CE is considered as a well‐established tool to perform chiral separations of a wide range of analytes in different research fields such as pharmaceutical, food and chemical industries, and clinical and environmental laboratories. Due to its numerous advantages such as high efficiency, simplicity, and low consumption of reagents, chiral selectors, and samples, CE plays an important role in the separation of enantiomers. Advantages and limitations of the different CE modes are displayed in the present chapter, discussing their possibilities and the actual trends. Hyphenation with MS detection is also discussed, highlighting the potential of this coupling as well as its weaknesses and, the most commonly used strategies to minimize its drawbacks. Most recent and relevant applications of chiral CE are summarized and illustrated with tables including the analysis of pharmaceutical, biological, and environmental samples, food and beverages, and agrochemicals. Finally, concluding remarks and future trends are also included describing the actual state of the art and challenges of chiral CE techniques.

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Model of CE enantioseparation systems with a mixture of chiral selectors

Cited by 44 publications

References 46 publications

Development of novel chiral capillary electrophoresis methods for the serotonin receptor (5-HT2A) antagonist MDL 100,907 (volinanserin) and for its key intermediate compound

Development of novel chiral capillary electrophoresis methods for the serotonin receptor (5-HT2A) antagonist MDL 100,907 (volinanserin) and for its key intermediate compound

Accuracy and sensitivity of the determination of rate constants of interconversion in achiral and chiral environments by dynamic enantioselective electrophoresis

Chiral Separations by Capillary Electrophoresis

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