Fast chiral separation by ligand-exchange HPLC using a dynamically coated monolithic column

被引:38
作者
Schmid, Martin G. [1 ]
Schreiner, Karin [1 ]
Reisinger, Daniela [1 ]
Guebitz, Gerald [1 ]
机构
[1] Karl Franzens Univ Graz, Inst Pharmaceut Sci, Dept Pharmaceut Chem, A-8010 Graz, Austria
关键词
amino acids; dipeptides; dynamical coating; ligand-exchange; monolithic column; AMINO-ACID ENANTIOMERS; SILICA COLUMN; CHROMATOGRAPHY; PERFORMANCE; CAPILLARY; GEL;
D O I
10.1002/jssc.200600102
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
The preparation and application of dynamically coated ligand-exchange chromatography phases for enantioseparation is described. The phases were prepared by pumping a solution of N-decyl-L-4-hydroxyproline, N-hexadecyl-L-4-hydroxyproline, or N-2-hydroxydodecyl-L-4-hydroxyproline through a commercially available monolithic RP-18 column. These coatings are stable against desorption for months at ambient temperature when aqueous mobile phases are used. The columns were applied to the chiral separation of amino acids, glycyl dipeptides and diastereomeric dipeptides, and tripeptides. The chiral selector can be removed or changed easily by washing the column with ACN or methanol. Ultrafast separations in the range of seconds were achieved using high flow rates.
引用
收藏
页码:1470 / 1475
页数:6
相关论文
共 17 条
[1]   Electrochromatographic enantioseparation using chiral ligand exchange monolithic sol-gel column [J].
Chen, Z ;
Nishiyama, T ;
Uchiyama, K ;
Hobo, T .
ANALYTICA CHIMICA ACTA, 2004, 501 (01) :17-23
[2]   Chemically modified chiral monolithic silica column prepared by a sol-gel process for enantiomeric separation by micro high-performance liquid chromatography [J].
Chen, ZL ;
Uchiyama, K ;
Hobo, T .
JOURNAL OF CHROMATOGRAPHY A, 2002, 942 (1-2) :83-91
[3]  
Davankov V.A., 1988, Ligand Exchange Chromatography
[4]   Enantioselective ligand exchange in modern separation techniques [J].
Davankov, VA .
JOURNAL OF CHROMATOGRAPHY A, 2003, 1000 (1-2) :891-915
[5]   DEALING WITH THE LIGAND-EXCHANGE CHROMATOGRAPHY .13. SEPARATION OF UNMODIFIED ALPHA-AMINO-ACID ENANTIOMERS BY REVERSE PHASE HPLC [J].
DAVANKOV, VA ;
BOCHKOV, AS ;
KURGANOV, AA ;
ROUMELIOTIS, P ;
UNGER, KK .
CHROMATOGRAPHIA, 1980, 13 (11) :677-685
[6]  
DAVANKOV VA, 1970, DOKL AKAD NAUK SSSR+, V193, P94
[7]   LIGAND-EXCHANGE CHROMATOGRAPHY OF ENANTIOMERIC AMINO-ACIDS ON COPPER-LOADED CHIRAL BONDED SILICA-GEL AND OF AMINO-ACIDS ON COPPER(II)-MODIFIED SILICA-GEL [J].
FOUCAULT, A ;
CAUDE, M ;
OLIVEROS, L .
JOURNAL OF CHROMATOGRAPHY, 1979, 185 (DEC) :345-360
[8]   SEPARATION OF THE OPTICAL ISOMERS OF AMINO-ACIDS BY LIGAND-EXCHANGE CHROMATOGRAPHY USING CHEMICALLY BONDED CHIRAL PHASES [J].
GUBITZ, G ;
JELLENZ, W ;
SANTI, W .
JOURNAL OF CHROMATOGRAPHY, 1981, 203 (JAN) :377-384
[9]  
Gubitz G., 1979, J. Sep. Sci, V2, P145
[10]   Performance of a monolithic silica column in a capillary under pressure-driven and electrodriven conditions [J].
Ishizuka, N ;
Minakuchi, H ;
Nakanishi, K ;
Soga, N ;
Nagayama, H ;
Hosoya, K ;
Tanaka, N .
ANALYTICAL CHEMISTRY, 2000, 72 (06) :1275-1280