title: Synthesis and enantioseparation behaviors of novel immobilized 3,5-dimethylphenylcarbamoylated polysaccharide chiral stationary phases.
abstract: Two new polysaccharide-derived chiral selectors, namely, 6-azido-6-deoxy-3,5-dimethylphenylcarbamoylated amylose and 6-azido-6-deoxy-3,5-dimethylphenyl carbamoylated cellulose, were synthesized under homogeneous conditions and immobilized onto aminized silica gel by the Staudinger reaction, resulting in two new immobilized polysaccharide chiral stationary phases (CSPs). Their enantioseparation performances were investigated under normal-phase mode by HPLC. Among 17 analytes, baseline separations of 12 pairs of enantiomers are achieved on the immobilized cellulose CSP, which demonstrates that this new cellulose material exhibits almost the same enantioseparation performance as the coated cellulose CSP. In addition, the amylose-derived CSP presents limited enantiorecognition ability but certain complementarity with the immobilized and coated cellulose-based materials. Neither metolachlor nor paclitaxel side chain acids are separated on two cellulose-derived CSPs, but effective separations are obtained on the immobilized amylose column.
authors.affiliation: School of Chemistry and Environment, South China Normal University, Guangzhou, P.R. China.
authors.forename: Yi
authors.initials: Y
authors.lastname: Tan
authors.forename: Jun
authors.initials: J
authors.lastname: Fan
authors.forename: Chun
authors.initials: C
authors.lastname: Lin
authors.forename: Hongsheng
authors.initials: H
authors.lastname: Tu
authors.forename: Shengrun
authors.initials: S
authors.lastname: Zheng
authors.forename: Weiguang
authors.initials: W
authors.lastname: Zhang
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation*; D048448:Phenylcarbamates / Q000737:chemistry*; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry*; D011134:Polysaccharides / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D048448:Phenylcarbamates; D011108:Polymers; D011134:Polysaccharides
keywords: Chiral stationary phase; Enantioseparation; Immobilization; Polysaccharide derivatives; Staudinger reaction