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一种新型手性分离材料:由手性凝胶剂形成的聚合有机凝胶用于分离D-和L-苯丙氨酸。

A novel chiral separation material: polymerized organogel formed by chiral gelators for the separation of D- and L-phenylalanine.

作者信息

Fu Xinjian, Yang Yang, Wang Ningxia, Wang Hong, Yang Yajiang

机构信息

Department of Chemistry, Huazhong University of Science and Technology, Wuhan 430074, China.

出版信息

J Mol Recognit. 2007 Jul-Aug;20(4):238-44. doi: 10.1002/jmr.831.

Abstract

N-Stearine-N'-stearyl-L-phenylalanine, a chiral compound, was synthesized and used as a gelator for the gelation of polymerizable solvents, such as ss-hydroxyethyl methacrylate (HEMA), styrene, etc. The scanning electron microscope (SEM) images of the gelator aggregates show fibril-like helices, typical chiral aggregates with diameters of 100-200 nm. The solvent molecules were immobilized by capillary forces in the three-dimensional network structures of the organogels. The HEMA organogels containing crosslinker polyethylene glycol dimethacrylates (PEG200DMA) were subsequently polymerized by in situ UV irradiation. A porous polymerized organogels were obtained after removal of gelator aggregates through ethanol extraction. The chiral separation of D- and L-phenylalanine was carried out by the adsorption of the polymerized organogels. The adsorption efficiency of L-phenylalanine on the polymerized organogels was found to be dependent on the concentration of the gelator and crosslinker.

摘要

N-硬脂酰-N'-硬脂基-L-苯丙氨酸,一种手性化合物,被合成并用作可聚合溶剂(如甲基丙烯酸β-羟乙酯(HEMA)、苯乙烯等)凝胶化的凝胶剂。凝胶剂聚集体的扫描电子显微镜(SEM)图像显示出纤维状螺旋结构,这是典型的手性聚集体,直径为100 - 200纳米。溶剂分子通过毛细管力固定在有机凝胶的三维网络结构中。随后,通过原位紫外光照射使含有交联剂聚乙二醇二甲基丙烯酸酯(PEG200DMA)的HEMA有机凝胶发生聚合反应。通过乙醇萃取除去凝胶剂聚集体后,得到了多孔的聚合有机凝胶。通过聚合有机凝胶的吸附作用实现了D-苯丙氨酸和L-苯丙氨酸的手性分离。研究发现,L-苯丙氨酸在聚合有机凝胶上的吸附效率取决于凝胶剂和交联剂的浓度。

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