Application of diaza-18-crown-6-capped β-cyclodextrin bonded silica particles as chiral stationary phases for ultrahigh pressure capillary liquid chromatography

被引:32
作者
Gong, YH
Xiang, YQ
Yue, BF
Xue, GP
Bradshaw, JS
Lee, HK
Lee, ML
机构
[1] Brigham Young Univ, Dept Biochem & Chem, Provo, UT 84602 USA
[2] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
关键词
enantiomeric separations; chiral stationary phases; LC; diaza-18-crown-6-capped beta-cyclodextrin bonded silica;
D O I
10.1016/S0021-9673(03)00732-5
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Two bonded chiral stationary phases (CSPs), 8-aminoquinoline-2-ylmethyl- and 8-aminoquinoline-7-ylmethyl-diaza-18-crown-6-capped [3-(2-O-beta-cyclodextrin)-2-hydroxypropoxy]propylsilyl silica particles (non-porous, 1.5 mum), have been prepared and evaluated using capillary liquid chromatography at high pressures (greater than or equal to8000 p.s.i.). High column efficiency (up to 400 000 plates m(-1)) was achieved for chiral separations. These CSPs with two recognition sites, i.e. substituted-diaza-18-crown-6 and P-cyclodextrin combined with high chromatographic efficiency provide good resolution of a variety of enantiomers and positional isomers in relatively short times under reversed-phase conditions. After inclusion of a Ni (II) ion from the mobile phase, the positively charged crown ether-capped P-cyclodextrin facilitates specific static, dipolar, and host-guest complexation interactions with solutes. (C) 2003 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:63 / 70
页数:8
相关论文
共 34 条
  • [1] Mechanism of capillary electrophoresis enantioseparations using a combination of an achiral crown ether plus cyclodextrins
    Armstrong, DW
    Chang, LW
    Chang, SSC
    [J]. JOURNAL OF CHROMATOGRAPHY A, 1998, 793 (01) : 115 - 134
  • [2] CYCLODEXTRIN BONDED PHASES FOR THE LIQUID-CHROMATOGRAPHIC SEPARATION OF OPTICAL, GEOMETRICAL, AND STRUCTURAL ISOMERS
    ARMSTRONG, DW
    DEMOND, W
    [J]. JOURNAL OF CHROMATOGRAPHIC SCIENCE, 1984, 22 (09) : 411 - 415
  • [3] Barder TJ, 1997, LC GC-MAG SEP SCI, V15, P918
  • [4] BOER T, 2000, ELECTROPHORESIS, V21, P3220
  • [5] Synthesis and properties of 5-chloro-8-hydroxyquinoline-substituted azacrown ethers: A new family of highly metal ion-selective lariat ethers
    Bordunov, AV
    Bradshaw, JS
    Zhang, XX
    Dalley, NK
    Kou, XL
    Izatt, RM
    [J]. INORGANIC CHEMISTRY, 1996, 35 (25) : 7229 - 7240
  • [6] Enantiomeric separations by capillary electrochromatography using a macrocyclic antibiotic chiral stationary phase
    Carter-Finch, AS
    Smith, NW
    [J]. JOURNAL OF CHROMATOGRAPHY A, 1999, 848 (1-2) : 375 - 385
  • [7] Preparation and characterization of 3-(aza-18-crown-6) propylsilyl bonded phase for reversed-phase liquid chromatography
    Da, SL
    Feng, YQ
    Da, HN
    Gong, YH
    Zhang, YW
    [J]. JOURNAL OF CHROMATOGRAPHIC SCIENCE, 1999, 37 (05) : 137 - 144
  • [8] Dermaux A, 1999, ELECTROPHORESIS, V20, P3027, DOI 10.1002/(SICI)1522-2683(19991001)20:15/16<3027::AID-ELPS3027>3.0.CO
  • [9] 2-Z
  • [10] EASTON CJ, 1999, MODIFIED CYCLODEXTRI, pCH2