CHARGED AND UNCHARGED CYCLODEXTRINS AS CHIRAL SELECTORS IN CAPILLARY ELECTROPHORESIS

被引:187
作者
SCHMITT, T [1 ]
ENGELHARDT, H [1 ]
机构
[1] UNIV SAARLAND,D-66041 SAARBRUCKEN,GERMANY
关键词
CAPILLARY ELECTROPHORESIS; CHARGEABLE CYCLODEXTRINS; ION PAIRING; SEPARATION OF CHARGED AND UNCHARGED ENANTIOMERIC DRUGS;
D O I
10.1007/BF02275782
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Chargeable cyclodextrins (CD's) offer new possibilities for the separation of enantiomers in capillary electrophoresis. Carboxymethylated, carboxyethylated, and succinylated beta-cyclodextrin were used in these experiments in two different modes. At low pH (< pH 4) all carboxylic functions were protonated and the CD's behaved as ''quasi stationary phases''. At high pH (> pH 5), deprotonation of the carboxylic functions lead to mobility of the negatively charged chiral selectors themselves. They acted then as micellar-like systems which can be described as ''moving stationary phases''. Under these conditions the separation of uncharged enantiomers was possible. Additionally the capability of these cyclodextrins as ion-pairing agents for the separation of enantiomers with positive charges has also been investigated. Employing the same cyclodextrin in the charged and the uncharged modes (at high or low pH) the migration order of the enantiomers could be reversed.
引用
收藏
页码:475 / 481
页数:7
相关论文
共 16 条
[1]   ENANTIOMER RESOLUTION BY USING CAPILLARY ZONE ELECTROPHORESIS - RESOLUTION OF RACEMIC TRYPTOPHAN AND DETERMINATION OF THE ENANTIOMER COMPOSITION OF COMMERCIAL PHARMACEUTICAL EPINEPHRINE [J].
FANALI, S ;
BOCEK, P .
ELECTROPHORESIS, 1990, 11 (09) :757-760
[2]   SEPARATION OF OPTICAL ISOMERS BY CAPILLARY ZONE ELECTROPHORESIS BASED ON HOST GUEST COMPLEXATION WITH CYCLODEXTRINS [J].
FANALI, S .
JOURNAL OF CHROMATOGRAPHY, 1989, 474 (02) :441-446
[3]   USE OF COMPLEXING AGENTS FOR SELECTIVE SEPARATION IN HIGH-PERFORMANCE CAPILLARY ELECTROPHORESIS - CHIRAL RESOLUTION VIA CYCLODEXTRINS INCORPORATED WITHIN POLYACRYLAMIDE-GEL COLUMNS [J].
GUTTMAN, A ;
PAULUS, A ;
COHEN, AS ;
GRINBERG, N ;
KARGER, BL .
JOURNAL OF CHROMATOGRAPHY, 1988, 448 (01) :41-53
[4]   HIGH-PERFORMANCE ELECTROPHORESIS - ELIMINATION OF ELECTROENDOSMOSIS AND SOLUTE ADSORPTION [J].
HJERTEN, S .
JOURNAL OF CHROMATOGRAPHY, 1985, 347 (02) :191-198
[5]  
JORGENSON J, 1983, SCIENCE, V322, P266
[6]   SEPARATION OF FLUORESCENT OLIGOSACCHARIDE DERIVATIVES BY MICROCOLUMN TECHNIQUES BASED ON ELECTROPHORESIS AND LIQUID-CHROMATOGRAPHY [J].
LIU, JP ;
SHIROTA, O ;
NOVOTNY, M .
JOURNAL OF CHROMATOGRAPHY, 1991, 559 (1-2) :223-235
[7]   USE OF CHARGED AND NEUTRAL CYCLODEXTRINS IN CAPILLARY ZONE ELECTROPHORESIS - ENANTIOMERIC RESOLUTION OF SOME 2-HYDROXY ACIDS [J].
NARDI, A ;
ELISEEV, A ;
BOCEK, P ;
FANALI, S .
JOURNAL OF CHROMATOGRAPHY, 1993, 638 (02) :247-253
[8]   CHIRAL SEPARATION OF BASIC DRUGS USING CYCLODEXTRIN-MODIFIED CAPILLARY ZONE ELECTROPHORESIS [J].
NIELEN, MWF .
ANALYTICAL CHEMISTRY, 1993, 65 (07) :885-893
[9]   DIFFERENTIAL BINDING OF TIOCONAZOLE ENANTIOMERS TO HYDROXYPROPYL-BETA-CYCLODEXTRIN STUDIED BY CAPILLARY ELECTROPHORESIS [J].
PENN, SG ;
GOODALL, DM ;
LORAN, JS .
JOURNAL OF CHROMATOGRAPHY, 1993, 636 (01) :149-152
[10]  
SCHMITT T, IN PRESS HRC CC