title: Constructing chiral caves and efficiently separating enantiomers of glutamic acid with novel surface-imprinting technique.
abstract: Dimethylaminoethyl methacrylate (DMAEMA) was first graft-polymerized onto the surfaces of micron-sized silica gel particles in the manner of "grafting from" in a solution polymerization system, obtaining the grafted particles PDMAEMA/SiO(2). Then, the molecular imprinting towards the grafted PDMAEMA was conducted with one enantiomer of glutamic acid (Glu), L-Glu, as template molecule and with 2,2'-dichlorodiethylether (DCEE) as crosslinking agent by adopting the novel surface-molecular imprinting technique established by our research group, and the single enantiomer (L-Glu) molecule-imprinted material MIP-PDMAEMA/SiO(2) was obtained. With another enantiomer of glutamic acid, D-Glu, as the contrast compound, the recognition property of MIP-PDMAEMA/SiO(2) for L-Glu was investigated in depth with both static and dynamic methods, and its ability to separate L-Glu and D-Glu in the racemic solution was examined. The experiment results show that the surface-imprinted material MIP-PDMAEMA/SiO(2) has fine recognition selectivity and binding affinity for l-Glu, whereas its ability to combine D-Glu is poor. The selectivity coefficient of MIP-PDMAEMA/SiO(2) for L-Glu with respect to D-Glu is equal to 3.30, displaying an excellent chiral separation result. It is obvious that in this study, the substance separation at the molecular configuration level has been realized successfully.
authors: Department of Chemical Engineering, North University of China, Taiyuan 030051, China. gaobaojiao@126.com
authors: Baojiao
authors: B
authors: Gao
authors: Yingxin
authors: Y
authors: Chen
authors: Jiying
authors: J
authors: Men
mesh_terms: D002845:Chromatography / Q000295:instrumentation / Q000379:methods*; D018698:Glutamic Acid / Q000737:chemistry / Q000302:isolation & purification*; D008689:Methacrylates / Q000138:chemical synthesis / Q000737:chemistry*; D054802:Molecular Imprinting; D009757:Nylons / Q000138:chemical synthesis / Q000737:chemistry*; D012822:Silicon Dioxide / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D008689:Methacrylates; D009757:Nylons; C407037:poly(2-(dimethylamino)ethyl methacrylate); D018698:Glutamic Acid; D012822:Silicon Dioxide