Enantioseparation of a novel "click" chemistry derived native beta-cyclodextrin chiral stationary phase for high-performance liquid chromatography.
A novel native beta-cyclodextrin chiral stationary phase was prepared via "click" chemistry with cuprous iodide-triphenylphosphine complex as the catalyst and applied for enantioseparation of Dns-amino acids, substituted phenyl and phenoxy group modified propionic acids, flavonoids, and some pharmaceutical compounds such as nimodipine, propranolol, brompheniramine and bendroflumethiazide in reversed-phase high-performance liquid chromatography. The studied analytes could be resolved under different separation conditions. The resolution of Dns-DL-Leu could reach 5.08 using a mobile phase consisting of 1% (w/w) triethylammonium acetate buffer (pH 4.11) and methanol (50:50 v/v). The effects of buffer pH and the content of organic modifier on enantioseparation of Dns-amino acids by this novel chiral phase were being investigated. The separation results demonstrate that click chemistry, a versatile reaction, affords a facile approach towards the preparation of stable chiral stationary phases.
Wang
Yong
Y
School of Chemical and Biomedical Engineering, Nanyang Technological University, Singapore.
Ong
Teng-Teng
TT
Li
Lai-Sheng
LS
Tan
Timothy Thatt Yang
TT
Ng
Siu-Choon
SC
D000596:Amino Acids / Q000032:analysis; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D003619:Dansyl Compounds / Q000032:analysis; D005419:Flavonoids / Q000032:analysis; D006863:Hydrogen-Ion Concentration; D004364:Pharmaceutical Preparations / Q000032:analysis; D011422:Propionates / Q000032:analysis; D013237:Stereoisomerism; D047392:beta-Cyclodextrins / Q000737:chemistry*
D000596:Amino Acids; D003619:Dansyl Compounds; D005419:Flavonoids; D004364:Pharmaceutical Preparations; D011422:Propionates; D047392:beta-Cyclodextrins; C031215:betadex