Enantiomeric separation of dihydroxyphenyl-alanine (DOPA), methyldihydroxyphenylalanine (MDOPA) and hydrazinomethyldihydroxyphenyl-alanine (CDOPA) by using capillary electrophoresis with sulfobutyl ether-β-cyclodextrin as a chiral selector

Doležalová, Milada; Fanali, Salvatore

doi:10.1002/1522-2683(20000901)21:15<3264::aid-elps3264>3.0.co;2-1

Cited by 26 publications

(18 citation statements)

References 15 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Several capillary electrophoretic methods have been described for the chiral separation of either dopa or carbidopa enantiomers, with the use of various chiral selectors as chiral crown ether [2,3], sulfated b-cyclodextrin (SCD) [4,5], highly sulfated b-cyclodextrin (HSCD) [6], heptakis(2,3-diacetyl-6-sulfato)-b-cyclodextrin (HDAS) [7], or sulfobutylether-b-cyclodextrin (SBE) [8,9]. Several chromatographic methods for the chiral separation of these compounds have also been developed using chiral additives in the mobile phase [11][12][13][14] or chiral columns [13][14][15].…”

Section: Figure 1 Structures Of L-dopa and L-carbidopamentioning

confidence: 99%

Untitled

Schepdael

Hauta-Aho

et al. 2002

Electrophoresis

View full text Add to dashboard Cite

Dopa and carbidopa, components of the dual therapy for Parkinson's disease treatment, are both provided as single enantiomers, since their D-forms are inactive. To ensure the efficiency and safety of the therapy, these D-enantiomers, therefore, should be considered as impurities. In this paper, the enantioseparation power of different types of cyclodextrins, both neutral and charged ones, on dopa and carbidopa enantiomers was tested. Three methods of simultaneous separation of dopa and carbidopa enantiomers were developed, using highly sulfated beta-cyclodextrin and sulfated beta-cyclodextrin as chiral selector, in normal and reversed polarity mode. Two methods among these three were found sensitive enough for the quantitation of 0.1% D-enantiomers in L-forms (impurity level). After the optimization study, the best method was selected, using 16 mM sulfated beta-cyclodextrin in 15 mM sodium phosphate buffer pH 2.45, an uncoated fused-silica capillary (50 num inner diameter, 30 cm total length), and an applied voltage of -12 kV. This method is robust and efficient, with very high resolution for all peaks within a short analysis time of 10 min. Quantitatively, the method offers a limit of detection (LOD) of 0.2 nug/mL and a limit of quantitation (LOQ) of 0.5 nug/mL for both D-dopa and D-carbidopa, which is equivalent to 0.02% and 0.05% against the respective L-enantiomers. A linear relationship was found between the concentration of the analyte and the corresponding peak area in a range of 0.5-2.0 nug/mL.

show abstract

Section: Figure 1 Structures Of L-dopa and L-carbidopamentioning

confidence: 99%

Untitled

Schepdael

Hauta-Aho

et al. 2002

Electrophoresis

View full text Add to dashboard Cite

show abstract

“…Fused-silica capillaries and pH 2.5-3 buffers were used with sulfobutylated b-cyclodextrin, whose concentration had a strong impact on the enantioselective separation of dihydroxyphenylalanine (DOPA), methyldihydroxyphenylalanine (MDOPA) and hydrazinomethyldihydroxyphenylalanine (CDOPA) [36]. The same molecules were also resolved using heptakis(2,3-diacetyl-6-sulfato)-b-cyclodextrin, and a high precision for peak areas, migration times, linearity and accuracy was reached [37].…”

Section: Use Of Cyclodextrins and Antibioticsmentioning

confidence: 99%

Recent advances in amino acid analysis by capillary electrophoresis

et al. 2001

View full text Add to dashboard Cite

show abstract

“…19,20 When pH increased, the velocity of the EOF increased and migration times were shorter; as it is well known that EOF will increase considerably with increasing pH.…”

Section: Resultsmentioning

confidence: 99%

“…19,20 We investigated experimentally the optimum concentration of Captisol® from 1 to 10 mM; as higher concentration generated high currents which led to the instability of the electrophoretic system. For the neutral CD we investigated the effect of CD concentration on an interval between 5 and 25 mM.…”

Section: Resultsmentioning

confidence: 99%

Captisol® as Chiral Selector in Capillary Electrophoresis of Non-Acidic Drugs

Budău

Hancu

Szabó

et al. 2017

J. Chil. Chem. Soc.

View full text Add to dashboard Cite

Enantioseparation of nine extensively used chiral pharmaceutical substances from different pharmacological classes and with different structural characteristics has been investigated by capillary zone electrophoresis using Captisol® (sulfobuthylether-β-cyclodextrin sodium salt) as chiral selector. The influence on the chiral separation of several parameters including pH and concentration of the background electrolyte, chiral selector concentration, applied voltage, system temperature and injection parameters were studied and optimized in order to obtain increased chiral resolution and shorten analysis time. The results were compared with those obtained with native and derivatized neutral cyclodextrins (β-cyclodextrin and hydroxypropryl-β-cyclodextrin). All model molecules were resolved using Captisol® as chiral additive and optimized electrophoretic conditions, proving the efficiency of this anionic derivative of β-cyclodextrin as chiral selector in capillary electrophoresis.

show abstract

Enantiomeric separation of dihydroxyphenyl-alanine (DOPA), methyldihydroxyphenylalanine (MDOPA) and hydrazinomethyldihydroxyphenyl-alanine (CDOPA) by using capillary electrophoresis with sulfobutyl ether-β-cyclodextrin as a chiral selector

Cited by 26 publications

References 15 publications

Untitled

Untitled

Recent advances in amino acid analysis by capillary electrophoresis

Captisol® as Chiral Selector in Capillary Electrophoresis of Non-Acidic Drugs

Contact Info

Product

Resources

About