College of Chemistry, Nankai University, 94 Weijin Road, Tianjin 300071, China.
J Chromatogr A. 2011 Mar 4;1218(9):1310-3. doi: 10.1016/j.chroma.2011.01.005. Epub 2011 Jan 8.
A novel chiral restricted access material was synthesized via a combination of atom transfer radical polymerization (ATRP) and click chemistry. Poly(2-methyl-3-butyn-2-ol methacrylate) (pMBMA) was grafted onto porous silica gel by a surface-initiated ATRP in order to synthesize an inner layer for β-cyclodextrin (β-CD) immobilization. The azide-modified β-CD was bound to pMBMA by click chemistry. The results demonstrate that click chemistry provides an effective route for the immobilization of β-CD for chiral discrimination. A second ATRP reaction was then used to graft external poly(glycidyl methacrylate) (pGMA) layer onto the silica gel. The external hydrophilic layer was subsequently created by hydrolysis of the epoxy groups of the pGMA. This bi-layer grafted material exhibited both enantioseparation and protein exclusion. It can be used for the efficient separation of chiral compounds in biological samples with direct injection into an HPLC system.
通过原子转移自由基聚合（ATRP）和点击化学的结合，合成了一种新型的手性受限进入材料。通过表面引发的 ATRP，将聚（2-甲基-3-丁炔-2-醇甲基丙烯酸酯）（pMBMA）接枝到多孔硅胶上，以合成用于β-环糊精（β-CD）固定化的内层。叠氮改性的β-CD 通过点击化学键合到 pMBMA 上。结果表明，点击化学为β-CD 的固定化提供了一种有效的手性识别方法。然后，第二次 ATRP 反应用于将外部聚（甲基丙烯酸缩水甘油酯）（pGMA）层接枝到硅胶上。随后通过 pGMA 上的环氧基团的水解形成外部亲水性层。这种双层接枝材料表现出对映体分离和蛋白质排斥。它可以用于在 HPLC 系统中直接进样的生物样品中高效分离手性化合物。
