Comparison of enantioseparations using Cu(II) complexes with L-amino acid amides as chiral selectors or chiral stationary phases by capillary electrophoresis, capillary electrochromatography and micro liquid chromatography

被引:52
作者
Chen, ZL [1 ]
Niitsuma, M [1 ]
Uchiyama, K [1 ]
Hobo, T [1 ]
机构
[1] Tokyo Metropolitan Univ, Grad Sch Engn, Dept Appl Chem, Hachioji, Tokyo 1920397, Japan
关键词
enantiomer separation; chiral stationary phases; LC; electrophoresis; electrochromatography; monolithic columns; metal complexes; amino acids; Dns derivatives; amino acid amides;
D O I
10.1016/S0021-9673(02)01970-2
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
In this paper we report that Cu(II) complexes with L-amino acid amides were used as chiral selectors for enantioseparation by capillary electrophoresis, capillary electrochromatography (CEC) and micro liquid chromatography using chemically modified monolithic columns. The enantioselectivity, enantiomer migration order, and the performance have been compared when different chiral selectors were used in these modes. L-Enantiomers showed longer retention times than D-forms in both CEC and LC modes. However, it has interestingly been observed that the migration order of Dns-DL-Ser showed an exception in CEC using L-prolinamide-modified column that Dns-L-Ser was eluted as the first peak. On the basis of proposed structures of complexes in the chiral recognition, differences in migration orders and recognition mechanism were discussed. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:75 / 82
页数:8
相关论文
共 21 条
[1]   Simultaneous separation of sixteen positional and optical isomers of the tryptophan family by ligand-exchange micellar electrokinetic chromatography [J].
Chen, Z ;
Lin, JM ;
Uchiyama, K ;
Hobo, T .
CHROMATOGRAPHIA, 1999, 49 (7-8) :436-443
[2]   Separation of hydroxy acid enantiomers by ligand exchange-micellar electrokinetic chromatography [J].
Chen, ZL ;
Uchiyama, K ;
Hobo, T .
BUNSEKI KAGAKU, 2000, 49 (10) :759-764
[3]   Estimation of formation constants of ternary Cu(II) complexes with mixed amino acid enantiomers based on ligand exchange by capillary electrophoresis [J].
Chen, ZL ;
Uchiyama, K ;
Hobo, T .
ANALYTICAL SCIENCES, 2000, 16 (08) :837-841
[4]   Simultaneous separation of o-, m-, p-fluoro-DL-phenylalanine and o-, m-, p-DL-tyrosine by ligand-exchange micellar electrokinetic capillary chromatography [J].
Chen, ZL ;
Lin, JM ;
Uchiyama, K ;
Hobo, T .
JOURNAL OF CHROMATOGRAPHY A, 1998, 813 (02) :369-378
[5]   Determination of critical micelle concentrations of anionic surfactants based on ligand exchange micellar electrokinetic chromatography [J].
Chen, ZL ;
Lin, JM ;
Uchiyama, K ;
Hobo, T .
ANALYTICA CHIMICA ACTA, 2000, 403 (1-2) :173-178
[6]  
Chen ZL, 1999, J MICROCOLUMN SEP, V11, P534, DOI 10.1002/(SICI)1520-667X(1999)11:7<534::AID-MCS5>3.0.CO
[7]  
2-A
[8]  
Chen ZL, 2002, J SEP SCI, V25, P1197, DOI 10.1002/1615-9314(20021101)25:15/17<1197::AID-JSSC1197>3.0.CO
[9]  
2-2
[10]   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