Electrochromatographic Enantioseparation of Amino Acids Using Polybutylmethacrylate-based Chiral Monolithic Column by Capillary Electrochromatography

被引:13
作者
Aydogan, Cemil [1 ]
Denizli, Adil [1 ]
机构
[1] Hacettepe Univ, Dept Chem, Div Biochem, TR-06532 Ankara, Turkey
关键词
amino acids enantioseparation; capillary electrochromatography; chiral selector; monoliths; polymethacrylate chiral column; PERFORMANCE LIQUID-CHROMATOGRAPHY; ENANTIOMER SEPARATION; STATIONARY PHASES; BEDS; CEC;
D O I
10.1002/chir.22065
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
This article describes the development of a polybutylmethacrylate-based monolithic capillary column as a chiral stationary phase. The chiral monolithic column was prepared by polymerization of butyl methacrylate (BMA), ethylene dimethacrylate (EDMA), and N-methacryloyl-l-glutamic acid (MAGA) in the presence of porogens. The porogen mixture included N,N-dimethyl formamide and phosphate buffer. MAGA was used as a chiral selector. The effect of MAGA content was investigated on electrochromatographic enantioseparation of d,l-histidine, d,l-tyrosine, d,l-phenyl alanine, and d,l-glutamic acid. The effect of acetonitrile (ACN) content in mobile phase on electro-osmotic flow was also investigated. It was demonstrated that the poly(BMA-EDMA-MAGA) monolithic chiral column can be used for the electrochromatographic enantioseparation of amino acids by capillary electrochromatography (CEC). The mobile phase was ACN/10?mM phosphate buffer (45:55%) adjusted to pH 2.7. It was observed that l-enantiomers of the amino acids migrated before d-enantiomers. The separation mechanism of electrochromatographic enantioseparation of amino acids in CEC is discussed. Chirality 24:606609, 2012. (c) 2012 Wiley Periodicals, Inc.
引用
收藏
页码:606 / 609
页数:4
相关论文
共 20 条
[1]  
Berthod A, 2010, CHIRAL RECOGNITION IN SEPARATION METHODS: MECHANISMS AND APPLICATIONS, P1, DOI 10.1007/978-3-642-12445-7_1
[2]  
Chen ZL, 2001, ELECTROPHORESIS, V22, P3339, DOI 10.1002/1522-2683(200109)22:15<3339::AID-ELPS3339>3.0.CO
[3]  
2-5
[4]   Methacryloylamidoglutamic acid incorporated porous poly(methyl methacrylate) beads for heavy-metal removal [J].
Denizli, A ;
Sanli, N ;
Garipcan, B ;
Patir, S ;
Alsancak, G .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2004, 43 (19) :6095-6101
[5]   Preparation and evaluation of a vancomycin-immobilized silica monolith as chiral stationary phase for CEC [J].
Dong, Xiaoli ;
Dong, Jing ;
Ou, Junjie ;
Zhu, Yan ;
Zou, Hanfa .
ELECTROPHORESIS, 2007, 28 (15) :2606-2612
[6]   HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY ON CONTINUOUS POLYMER BEDS [J].
HJERTEN, S ;
LIAO, JL ;
ZHANG, R .
JOURNAL OF CHROMATOGRAPHY, 1989, 473 (01) :273-275
[7]   Comparison of monomeric and polymeric chiral stationary phases [J].
Lee, KP ;
Choi, SH ;
Kim, SY ;
Kim, TH ;
Ryoo, JJ ;
Ohta, K ;
Jin, JY ;
Takeuchi, T ;
Fujimoto, C .
JOURNAL OF CHROMATOGRAPHY A, 2003, 987 (1-2) :111-118
[8]   Proline-coated column for the capillary electrochromatographic separation of amino acids by in-column derivatization [J].
Lin, CC ;
Liu, CY .
ELECTROPHORESIS, 2004, 25 (18-19) :3216-3223
[9]   Enantioselective capillary electrochromatography: Recent developments and new trends [J].
Mangelings, Debby ;
Vander Heyden, Yvan .
ELECTROPHORESIS, 2011, 32 (19) :2583-2601
[10]   Enantioseparation of 2-aryloxypropionic acids on chiral porous monolithic columns by capillary electrochromatography - Evaluation of column performance and enantioselectivity [J].
Messina, A ;
Flieger, M ;
Bachechi, F ;
Sinibaldi, M .
JOURNAL OF CHROMATOGRAPHY A, 2006, 1120 (1-2) :69-74