Polymer- versus silica based separation media: Elimination of nonspecific interactions in the chiral recognition process through functional polymer design

被引:27
作者
Liu, YL
Svec, F
Frechet, JMJ
Juneau, KN
机构
[1] CORNELL UNIV,DEPT CHEM,BAKER LAB,ITHACA,NY 14853
[2] HOECHST CELANESE CORP,CORPUS CHRISTI TECH CTR,CORPUS CHRISTI,TX 78469
关键词
D O I
10.1021/ac960708p
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
A novel chiral stationary phase that contains a new chiral selector based on L-valine-3,5-dimethylanilide attached to monodisperse poly(glycidyl methacrylate-co-ethylene dimethacrylate) beads has been prepared. The polymeric separation medium provides greatly enhanced enantioselectivities and reduced retention times when compared to the analogous silica-based chiral stationary phase in the separation of the enantiomers of 3,5-dinitrobenzamido derivatives of alpha-amino acids under normal-phase HPLC conditions. Separation factors (alpha) of up to 7 were achieved with the polymeric separation medium, which is also useful for the separation of large samples under overload conditions.
引用
收藏
页码:61 / 65
页数:5
相关论文
共 27 条
[1]  
Ahuja S., 1991, CHIRAL SEPARATIONS L
[2]  
Allenmark S. G., 1991, CHROMATOGRAPHIC ENAN
[3]   New methods for resolution of enantiomorphs. I. Rectification [J].
Bailey, ME ;
Hass, HB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1941, 63 :1969-1970
[4]   EVALUATION OF PIRKLE-TYPE CHIRAL STATIONARY PHASES BY LIQUID AND SUPERCRITICAL-FLUID CHROMATOGRAPHY - INFLUENCE OF THE SPACER LENGTH AND THE STERIC HINDRANCE IN THE VICINITY OF THE STEREOGENIC CENTER [J].
BARGMANNLEYDER, N ;
TRUFFERT, JC ;
TAMBUTE, A ;
CAUDE, M .
JOURNAL OF CHROMATOGRAPHY A, 1994, 666 (1-2) :27-40
[5]   Study of a polymer immobilized on silica gel as stationary phase for chiral liquid chromatography [J].
Guillaume, M ;
Sebille, B .
EUROPEAN POLYMER JOURNAL, 1996, 32 (01) :19-26
[6]  
JAY RR, 1963, ANAL CHEM, V35, P667
[7]   OPTICAL RESOLUTION BY MOLECULAR COMPLEXATION CHROMATOGRAPHY [J].
KLEMM, LH ;
REED, D .
JOURNAL OF CHROMATOGRAPHY, 1960, 3 (04) :364-368
[8]   MONODISPERSE POLYMER BEADS AS PACKING MATERIAL FOR HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY - PREPARATION OF MACROPOROUS POLY(2,3-EPOXYPROPYL VINYLBENZYL ETHER-CO-DIVINYLBENZENE) BEADS, THEIR PROPERTIES, AND APPLICATION TO HPLC SEPARATIONS [J].
LIANG, YC ;
SVEC, F ;
FRECHET, JMJ .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1995, 33 (15) :2639-2646
[9]   MOLECULAR IMPRINTING [J].
MOSBACH, K .
TRENDS IN BIOCHEMICAL SCIENCES, 1994, 19 (01) :9-14
[10]   GENERATION OF EXTREME SELECTIVITY IN CHIRAL RECOGNITION [J].
PIRKLE, WH ;
POCHAPSKY, TC .
JOURNAL OF CHROMATOGRAPHY, 1986, 369 (01) :175-177