Enantioseparation of anionic analytes by non-aqueous capillary electrophoresis using quinine and quinidine derivatives as chiral counter-ions

Piette, Véronique; Lindner, Wolfgang; Crommen, Jacques

doi:10.1016/s0021-9673(00)00710-x

Cited by 40 publications

(25 citation statements)

References 10 publications

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“…The main chiral selectors used in NACE for chiral separations are CDs and their derivatives (see Table 1) [56]. Ion-pairing compounds, such as camphorsulfonate enantiomers [57] and quinine derivatives, have also been employed [58][59][60][61][62].…”

Section: Nonaqueous Cementioning

confidence: 99%

Sensitive chiral analysis by capillary electrophoresis

García-Ruiz

Marina

2006

Electrophoresis

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Sensitive chiral analysis by capillary electrophoresisIn this review, an updated view of the different strategies used up to now to enhance the sensitivity of detection in chiral analysis by CE will be provided to the readers. With this aim, it will include a brief description of the fundamentals and most of the recent applications performed in sensitive chiral analysis by CE using offline and online sample treatment techniques (SPE, liquid-liquid extraction, microdialysis, etc.), on-column preconcentration techniques based on electrophoretic principles (ITP, stacking, and sweeping), and alternative detection systems (spectroscopic, spectrometric, and electrochemical) to the widely used UV-Vis absorption detection.

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Section: Nonaqueous Cementioning

confidence: 99%

Sensitive chiral analysis by capillary electrophoresis

García-Ruiz

Marina

2006

Electrophoresis

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“…The advantages of employing nonaqueous CE for chiral separations were cited in a series of recent papers [154][155][156][157][158][159][160]. For example, (i) Piette et al [154,155] reported the use of quinine and quinidine derivatives as chiral selectors for the CE separation of N-derivatized amino acids, with the separation medium containing a mixture of ethanol-methanol (60:40); (ii) Busby et al [156] reported the chiral separation of 34 pharmaceutical weak-base analytes using nonaqueous CE in which the acidic methanol background electrolytes contained the sodium salt of a new, single-isomer chiral selector, octakis(2,3-Odimethyl-6-6-O-sulfo)-g-CD; (iii) nonaqueous ion-pair CE was employed by Czerwenka et al [157] for the chiral separation of N-protected alanine peptide enantiomers using tert-butylcarbamoylquine as the chiral counterion; (iv) the synergistic effects of ion-pairing in the chiral separation of basic pharmaceuticals was investigated in nonaqueous CE by Servais et al [158] using an ion-pairing reagent (alkanesulfonates or (1)-S-camphorsulfonate) in combination with CDs; (v) a chiral nonaqueous CE system, using the partial-filling technique with MS detection, was reported by Rudaz et al [159] and Lodén et al [160] for the determination of chiral drugs, such as methadone and pronethalol, respectively.…”

Section: Optical Isomersmentioning

confidence: 99%

Effects of organic solvents on sample pretreatment and separation performances in capillary electrophoresis

Huie

2003

Electrophoresis

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A review of recent developments in theoretical as well as application studies concerning the use of organic solvents, either as purely nonaqueous solvents, hydro-organic mixtures, or a combination of an organic solvent with another organic modifier(s), in the sample matrix and/or separation buffer for effecting sample pretreatment and/or improving separation performances in capillary electrophoresis (CE) is presented. In particular, recent advances made in furthering the basic understanding of selectivity changes that occur in capillary zone electrophoresis due the presence of organic solvents in the separation medium, based on in-depth studies of fundamental processes, such as acid-base chemistry, ion-ion and ion-solvent interactions, were discussed in detail. The utilization of organic solvents for improving the resolution of highly challenging and important separations, i.e., those involving the separation of positional and optical isomers, was also critically reviewed. Furthermore, a comprehensive survey of the use of organic solvents for on-line sample pretreatment, e.g., minimizing aggregation and maximizing solubilization of hydrophobic analytes, improving concentration detection sensitivity for analytes via the use of sample stacking, was presented and discussed. Moreover, recent applications involving the use of organic solvents for improving the CE separations of a variety of molecular species with significance in various disciplines, including biological, environmental and pharmaceutical areas, were summarized and tabulated.

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“…Higher enantioselectivity was observed using the cinchona alkaloid derivatives, especially those with a carbamate function [85]. Moreover, the presence of a bulky substituent on the carbamoylated derivatives or the use of dimeric forms of carbamoylated quinine and quinidine derivatives had a favorable effect on the enantioselectivity [86,87]. In addition, N-protected amino acids, like (R)-and (S)-3,5-dinitrobenzoyl-leucine, can also be used as chiral ion-pairing reagent for the enantioseparation of cinchona alkaloids and structurally related compounds [88].…”

Section: Chiral Ion-pairing Reagentsmentioning

confidence: 99%