Determination of the enantiomeric purity of S-ropivacaine by capillary electrophoresis with methyl-β-cyclodextrin as chiral selector using conventional and complete filling techniques

Ahmad, A.L.; Wiersma, Britta; Westerlund, Douglas; Paulsen-Sörman, Ulla

doi:10.1016/s0928-0987(99)00035-4

Cited by 16 publications

(13 citation statements)

References 13 publications

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“…HP-b-CD and methyl-b-CD were used as chiral selectors for quantitative analysis and determination of the enantiomeric purity of thiamphenicol-related compounds [80] and ropivacaine [68], respectively. Association constants (K) between neutral CDs and enantiomers have been estimated using different approaches.…”

Section: Uncharged Cdsmentioning

confidence: 99%

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Recent developments in chiral capillary electrophoresis and applications of this technique to pharmaceutical and biomedical analysis

Ahmad

2001

Electrophoresis

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189

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This paper provides an overview of the current status of chiral capillary electrophoresis (CE). The emphasis is placed on the application of CE in chiral separation of various racemic compounds. During the last two years about 280 papers, several review articles, and two entire issues, edited by S. Fanali (Electrophoresis 1999, 20, 2577-2798, and H. Nishi and S. Terabe (J. Chromatogr. A 2000, 879, 1-471.) have been devoted to chiral CE. Enantiomeric separations of various compounds, e.g., pharmaceuticals, drug candidates, drugs and related metabolites in biological fluids, amino acids, di- and tri peptides, pesticides and fungicides, have been performed using different chiral selectors. Native and derivatized cyclodextrins continue to be the most widely used chiral selectors. Other chiral selectors such as natural and synthetic chiral micelles, crown ethers, chiral ligands, proteins, oligo- and polysaccharides, and macrocyclic antibiotics have also been applied to chiral CE separations.

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Section: Uncharged Cdsmentioning

confidence: 99%

“…A LOD of 0.1% is required by the regulatory acts. Few studies were able to determine impurities at such a low level [68,88,100,274].…”

Section: Applications Of Chiral Ce To Pharmaceutical Analysismentioning

confidence: 99%

Recent developments in chiral capillary electrophoresis and applications of this technique to pharmaceutical and biomedical analysis

Ahmad

2001

Electrophoresis

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189

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“…The PTF was introduced by Valtcheva et al in 1993 [15], modified by Tanaka and Terabe, in 1995 [16], and applied by Amini et al in 1997 [17] and again in 1999 [18]. In the PFT, the capillary is filled with the selector solution up to the detection window, the sample injection is then applied, and finally the separation process is pursued by applying the voltage while the capillary ends are dipped into the electrolyte background (EBG) containing no CD selector [14,[17][18][19][20]. The PFT was originally developed to avoid detection interferences by a UV active selector by choosing separation conditions that held the selector stationary or moving away from the detection window [19,20].…”

Section: The Complete Filling Technique (Cft)mentioning

confidence: 99%

“…Since the selector used in this study (cyclodextrin) has no UV interference or low UV absorbtivity, the capillary can be entirely filled with the CD solution prior to sample introduction. The separation was performed in the plain EBG [18]. The use of the CFT significantly decreases the consumption of the cyclodextrin selector used (this whole study was conducted using milligrams of CD), which is of great importance when expensive selectors are used.…”

Section: The Complete Filling Technique (Cft)mentioning

confidence: 99%

“…This method is usually very time consuming [18]. We chose to use CFT rather than PFT, since (1) previous studies indicate that the longer the separation zone the better the resolution [18,19], and (2) the CD selector is UV-inert. The capillary was flushed with the CD solution using high pressure for 2 min, which guarantees complete filling of the whole capillary length.…”

Section: The Complete Filling Technique (Cft)mentioning

confidence: 99%

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Comparison of local anesthetic-cyclodextrin non-covalent complexes using capillary electrophoresis and electrospray ionization mass spectrometry

Alnouti

Bartlett

2002

J. Am. Soc. Mass Spectrom.

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Non-covalent complexes between three derivitized cyclodextrins (CD's) and six local anesthetics were studied using capillary electrophoresis (CE) and electrospray ionization mass spectrometry (ESI-MS). The CE study was performed using the complete filling technique (CFT). A comparison between the migration data from CE and ESI-MS inclusion complex peak abundances was made representing the association between local anesthetics and CD's in the solution and the gas phase, respectively. The results from this study showed comparable behavior of the complexes in the CE and mass spectrometer, indicating similarity in the parameters controlling the stability of these complexes. Therefore, the formation of specific non-covalent complexes, as shown in this study, could be used to predict the behavior of a complexing agent with a substrate in the solution phase by observing data obtained from ESI-MS. (J Am Soc Mass Spectrom 2002, 13, 928 -935)

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Determination of enantiomeric excess by capillary electrophoresis

Blomberg

Wan

2000

Electrophoresis

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Capillary electrophoresis (CE) is becoming an established method for the determination of chiral trace impurities. This paper provides an overview of the state of the art of CE for such determinations. Detection limits of 0.1% impurity is widely accepted as a minimum requirement for chiral trace impurity determinations. This can be relatively easily achieved with CE. However, determination of lower concentrations requires careful optimization of the separation system. Four factors that are of particular significance for trace enantiomeric determinations: resolution, limit of detection, linear range and type of detection, are discussed. Further, the advantages and disadvantages of derivatization in this context are treated as well as the separation approach, ie., direct chiral separation or separation after the formation of diastereomers. It is concluded that the limit of impurity detection can be about 0.05% when UV detection is employed. Using laser-induced fluorescence detection, a quantitative determination at the 0.005% level is often possible.

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Determination of the enantiomeric purity of S-ropivacaine by capillary electrophoresis with methyl-β-cyclodextrin as chiral selector using conventional and complete filling techniques

Cited by 16 publications

References 13 publications

Recent developments in chiral capillary electrophoresis and applications of this technique to pharmaceutical and biomedical analysis

Recent developments in chiral capillary electrophoresis and applications of this technique to pharmaceutical and biomedical analysis

Comparison of local anesthetic-cyclodextrin non-covalent complexes using capillary electrophoresis and electrospray ionization mass spectrometry

Determination of enantiomeric excess by capillary electrophoresis

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