title: Enantioseparation of a novel "click" chemistry derived native beta-cyclodextrin chiral stationary phase for high-performance liquid chromatography.
abstract: 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.
authors.affiliation: School of Chemical and Biomedical Engineering, Nanyang Technological University, Singapore.
authors.forename: Yong
authors.initials: Y
authors.lastname: Wang
authors.forename: Teng-Teng
authors.initials: TT
authors.lastname: Ong
authors.forename: Lai-Sheng
authors.initials: LS
authors.lastname: Li
authors.forename: Timothy Thatt Yang
authors.initials: TT
authors.lastname: Tan
authors.forename: Siu-Choon
authors.initials: SC
authors.lastname: Ng
mesh_terms: 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*
chemical_list: D000596:Amino Acids; D003619:Dansyl Compounds; D005419:Flavonoids; D004364:Pharmaceutical Preparations; D011422:Propionates; D047392:beta-Cyclodextrins; C031215:betadex