ENANTIOMERIC SEPARATION OF DANSYLAMINO ACIDS BY CAPILLARY ZONE ELECTROPHORESIS BASED ON COMPLEXATION WITH CYCLODEXTRINS

被引：43

作者：

TANAKA, M

YOSHINAGA, M

ASANO, S

YAMASHOJI, Y

KAWAGUCHI, Y

机构：

[1] TOPPAN PRINTING CO LTD, KANSAI TECH RES INST, FUKUSHIMA KU, OSAKA 553, JAPAN

[2] NIPPON TELEGRAPH & TEL PUBL CORP, OPTOELECTR LABS, ATSUGI, KANAGAWA 24301, JAPAN

来源：

FRESENIUS JOURNAL OF ANALYTICAL CHEMISTRY | 1992年 / 343卷 / 12期

关键词：

D O I：

10.1007/BF00321962

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

The enantiomeric separation ability of unmodified and methylated cyclodextrins (CDs) during capillary zone electrophoresis (CZE) was investigated using twelve dansylamino acids. Unmodified beta- and gamma-CDs exhibited high enantioselectivities. Alpha-CD could scarcely separate the enantiomers before and after dimethylation, but obtained enantioselectivity after trimethylation. On the other hand, dimethylation of beta-CD removed much of its high enantioselectivity. Moreover, the chemical modifications produced a reverse in the migration order of the enantiomers. The inclusion of dansyl-DL-phenylalanine with CDs was evaluated using 600 MHz H-1 NMR spectroscopy.

引用

收藏

页码：896 / 900

页数：5

相关论文

共 13 条

[1] SEPARATION OF DRUG STEREOISOMERS BY THE FORMATION OF BETA-CYCLODEXTRIN INCLUSION COMPLEXES [J].

ARMSTRONG, DW ;

WARD, TJ ;

ARMSTRONG, RD ;

BEESLEY, TE .

SCIENCE, 1986, 232 (4754) :1132-1135

[2] CYCLODEXTRIN CHEMISTRY - SELECTIVE MODIFICATION OF ALL PRIMARY HYDROXYL-GROUPS OF ALPHA-CYCLODEXTRINS AND BETA-CYCLODEXTRINS [J].

BOGER, J ;

CORCORAN, RJ ;

LEHN, JM .

HELVETICA CHIMICA ACTA, 1978, 61 (06) :2190-2218

[3] SYNTHESIS OF CHEMICALLY MODIFIED CYCLODEXTRINS [J].

CROFT, AP ;

BARTSCH, RA .

TETRAHEDRON, 1983, 39 (09) :1417-1474

[4] 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

[5] RETENTION BEHAVIOR AND CHIRAL RECOGNITION MECHANISM OF SEVERAL CYCLODEXTRIN-BONDED STATIONARY PHASES FOR DANSYL AMINO-ACIDS [J].

FUJIMURA, K ;

SUZUKI, S ;

HAYASHI, K ;

MASUDA, S .

ANALYTICAL CHEMISTRY, 1990, 62 (20) :2198-2205

[6] 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

[7] CAPILLARY ELECTROPHORETIC SEPARATIONS OF PEPTIDES USING MICELLE-FORMING COMPOUNDS AND CYCLODEXTRINS AS ADDITIVES [J].

LIU, JP ;

COBB, KA ;

NOVOTNY, M .

JOURNAL OF CHROMATOGRAPHY, 1990, 519 (01) :189-197

[8] SYNTHESIS AND C-13-NMR SPECTROSCOPY OF METHYLATED BETA-CYCLODEXTRINS [J].

SZEJTLI, J ;

LIPTAK, A ;

JODAL, I ;

FUGEDI, P ;

NANASI, P ;

NESZMELYI, A .

STARKE, 1980, 32 (05) :165-169

[9] SEPARATION OF RACEMATES BY CAPILLARY ZONE ELECTROPHORESIS BASED ON COMPLEXATION WITH CYCLODEXTRINS [J].

TANAKA, M ;

ASANO, S ;

YOSHINAGO, M ;

KAWAGUCHI, Y ;

TETSUMI, T ;

SHONO, T .

FRESENIUS JOURNAL OF ANALYTICAL CHEMISTRY, 1991, 339 (01) :63-64

[10] ELECTROKINETIC CHROMATOGRAPHY WITH "2-O-CARBOXYMETHYL-BETA-CYCLODEXTRIN AS A MOVING STATIONARY PHASE [J].

TERABE, S ;

OZAKI, H ;

OTSUKA, K ;

ANDO, T .

JOURNAL OF CHROMATOGRAPHY, 1985, 332 (SEP) :211-217