title: Novel molecularly imprinted microsphere using a single chiral monomer and chirality-matching (S)-ketoprofen template.
abstract: We designed and synthesized a cinchonine derivative to be used as a novel chiral monomer. It was employed in a dual role of functional monomer and cross-linking monomer, displaying multi-binding sites for the template (S)-ketoprofen. Monodisperse molecularly imprinted core-shell microspheres were prepared using surface imprinting method on silica gel. The results show a substantial synergistic effect in the enantioselective recognition, confirming our initial hypothesis. Computational simulation of the monomer and template pre-arrangement strongly supports our proposed chiral recognition mechanism for the imprinted microspheres.
authors.affiliation: Department of Chemistry, South China Normal University, Guangzhou 510006, China.
authors.forename: Jiabing
authors.initials: J
authors.lastname: Jiang
authors.forename: Kesheng
authors.initials: K
authors.lastname: Song
authors.forename: Zhi
authors.initials: Z
authors.lastname: Chen
authors.forename: Qi
authors.initials: Q
authors.lastname: Zhou
authors.forename: Youwen
authors.initials: Y
authors.lastname: Tang
authors.forename: Fenglong
authors.initials: F
authors.lastname: Gu
authors.forename: Xiongjun
authors.initials: X
authors.lastname: Zuo
authors.forename: Zhiguang
authors.initials: Z
authors.lastname: Xu
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D002930:Cinchona Alkaloids / Q000737:chemistry*; D003198:Computer Simulation; D006863:Hydrogen-Ion Concentration; D007660:Ketoprofen / Q000737:chemistry* / Q000302:isolation & purification; D008855:Microscopy, Electron, Scanning; D008863:Microspheres; D054802:Molecular Imprinting / Q000379:methods*; D012822:Silicon Dioxide / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism
chemical_list: D002930:Cinchona Alkaloids; D012822:Silicon Dioxide; D007660:Ketoprofen; C010086:cinchonine