Rosengren Jenny P, Karlsson Jesper G, Nicholls Ian A
Department of Chemistry and Biomedical Sciences, University of Kalmar, SE-391 82 Kalmar, Sweden.
Org Biomol Chem. 2004 Nov 21;2(22):3374-8. doi: 10.1039/B407996E. Epub 2004 Oct 11.
A series of molecularly imprinted polymer (MIP) synthetic receptors selective for the sedative thalidomide (5) have been designed and synthesized based upon the functional monomer 9-(2'-methacryloyloxyethyl)adenine (2). (1)H-NMR studies were used to establish the existence of DNA-like binding interactions between 2 and the template (5). A series of ethylene glycol dimethacrylate cross-linked copolymers was synthesized using either 2 or methacrylic acid, or a combination of these functional monomers. Zonal HPLC studies demonstrated enantioselectivity (alpha = 2.11) and ligand selectivity which could be attributed to the interaction of 2 with the imide moiety of 5. Compound 2 provided a more significant contribution to the binding of 5 than methacrylic acid, though a combination of these two functional monomers resulted in improved enantioselectivity. Frontal chromatographic and batch binding studies confirmed the observed differences in affinity of the imprinted and reference polymers for the template.
基于功能单体9-(2'-甲基丙烯酰氧基乙基)腺嘌呤(2)，设计并合成了一系列对镇静剂沙利度胺(5)具有选择性的分子印迹聚合物(MIP)合成受体。利用¹H-NMR研究确定了2与模板(5)之间存在类似DNA的结合相互作用。使用2或甲基丙烯酸，或这些功能单体的组合合成了一系列乙二醇二甲基丙烯酸酯交联共聚物。区域HPLC研究表明了对映选择性(α = 2.11)和配体选择性，这可归因于2与5的酰亚胺部分的相互作用。与甲基丙烯酸相比，化合物2对5的结合贡献更大，尽管这两种功能单体的组合导致对映选择性提高。前沿色谱和批量结合研究证实了印迹聚合物和参比聚合物对模板亲和力的观察差异。
