Separation of profen enantiomers by capillary electrophoresis using cyclodextrins as chiral selectors

M. Blanco; J. Coello; H. Iturriaga; S. Maspoch; C. Pérez-Maseda

doi:10.1016/S0021-9673(97)00893-5

Separation of profen enantiomers by capillary electrophoresis using cyclodextrins as chiral selectors

M. Blanco, J. Coello, H. Iturriaga, S. Maspoch, C. Pérez-Maseda

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Abstract

A method for resolving the enantiomers of various 2-arylpropionic acids (viz. ketoprofen, ibuprofen and fenoprofen) by capillary zone electrophoresis (CZE) using a background electrolyte (BGE) containing a cyclodextrin as chiral selector is proposed. The effects of the type of cyclodextrin used and its concentration on resolution were studied and heptakis-2,3,6-tri-O- methyl-β-cyclodextrin was found to be the sole effective choice for the quantitative enantiomeric resolution of all the compounds tested. The influence of pH, BGE concentration, capillary temperature and addition of methanol to the BGE on resolution and other separation-related parameters was also studied. The three compounds studied can be enantiomerically resolved with a high efficiency in a short time (less than 20 min) with no capillary treatment. This makes the proposed method suitable for assessing the enantiomeric purity of commercially available pharmaceuticals.

Original language	English
Pages (from-to)	165-175
Journal	Journal of Chromatography
Volume	793
Issue number	1
DOIs	https://doi.org/10.1016/S0021-9673(97)00893-5
Publication status	Published - 9 Jan 1998

Keywords

Arylpropionic acids
Buffer composition
Enantiomeric separation
Fenoprofen
Ibuprofen
Ketoprofen
Pharmaceutical analysis
Profens

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10.1016/S0021-9673(97)00893-5

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title = "Separation of profen enantiomers by capillary electrophoresis using cyclodextrins as chiral selectors",

abstract = "A method for resolving the enantiomers of various 2-arylpropionic acids (viz. ketoprofen, ibuprofen and fenoprofen) by capillary zone electrophoresis (CZE) using a background electrolyte (BGE) containing a cyclodextrin as chiral selector is proposed. The effects of the type of cyclodextrin used and its concentration on resolution were studied and heptakis-2,3,6-tri-O- methyl-β-cyclodextrin was found to be the sole effective choice for the quantitative enantiomeric resolution of all the compounds tested. The influence of pH, BGE concentration, capillary temperature and addition of methanol to the BGE on resolution and other separation-related parameters was also studied. The three compounds studied can be enantiomerically resolved with a high efficiency in a short time (less than 20 min) with no capillary treatment. This makes the proposed method suitable for assessing the enantiomeric purity of commercially available pharmaceuticals.",

keywords = "Arylpropionic acids, Buffer composition, Enantiomeric separation, Fenoprofen, Ibuprofen, Ketoprofen, Pharmaceutical analysis, Profens",

author = "M. Blanco and J. Coello and H. Iturriaga and S. Maspoch and C. P{\'e}rez-Maseda",

year = "1998",

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doi = "10.1016/S0021-9673(97)00893-5",

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T1 - Separation of profen enantiomers by capillary electrophoresis using cyclodextrins as chiral selectors

AU - Blanco, M.

AU - Coello, J.

AU - Iturriaga, H.

AU - Maspoch, S.

AU - Pérez-Maseda, C.

PY - 1998/1/9

Y1 - 1998/1/9

N2 - A method for resolving the enantiomers of various 2-arylpropionic acids (viz. ketoprofen, ibuprofen and fenoprofen) by capillary zone electrophoresis (CZE) using a background electrolyte (BGE) containing a cyclodextrin as chiral selector is proposed. The effects of the type of cyclodextrin used and its concentration on resolution were studied and heptakis-2,3,6-tri-O- methyl-β-cyclodextrin was found to be the sole effective choice for the quantitative enantiomeric resolution of all the compounds tested. The influence of pH, BGE concentration, capillary temperature and addition of methanol to the BGE on resolution and other separation-related parameters was also studied. The three compounds studied can be enantiomerically resolved with a high efficiency in a short time (less than 20 min) with no capillary treatment. This makes the proposed method suitable for assessing the enantiomeric purity of commercially available pharmaceuticals.

AB - A method for resolving the enantiomers of various 2-arylpropionic acids (viz. ketoprofen, ibuprofen and fenoprofen) by capillary zone electrophoresis (CZE) using a background electrolyte (BGE) containing a cyclodextrin as chiral selector is proposed. The effects of the type of cyclodextrin used and its concentration on resolution were studied and heptakis-2,3,6-tri-O- methyl-β-cyclodextrin was found to be the sole effective choice for the quantitative enantiomeric resolution of all the compounds tested. The influence of pH, BGE concentration, capillary temperature and addition of methanol to the BGE on resolution and other separation-related parameters was also studied. The three compounds studied can be enantiomerically resolved with a high efficiency in a short time (less than 20 min) with no capillary treatment. This makes the proposed method suitable for assessing the enantiomeric purity of commercially available pharmaceuticals.

KW - Arylpropionic acids

KW - Buffer composition

KW - Enantiomeric separation

KW - Fenoprofen

KW - Ibuprofen

KW - Ketoprofen

KW - Pharmaceutical analysis

KW - Profens

U2 - 10.1016/S0021-9673(97)00893-5

DO - 10.1016/S0021-9673(97)00893-5

M3 - Article

SN - 0021-9673

VL - 793

SP - 165

EP - 175

JO - Journal of Chromatography A

JF - Journal of Chromatography A

IS - 1

ER -

Separation of profen enantiomers by capillary electrophoresis using cyclodextrins as chiral selectors

Abstract

Keywords

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