Department of Chemistry, University of Victoria, P.O. Box 3065, STN CSC, Victoria, BC, Canada.
Org Lett. 2012 Mar 16;14(6):1512-5. doi: 10.1021/ol300243b. Epub 2012 Mar 7.
A synthetic route to produce a new family of trisulfonated calix[4]arenes bearing a single group, selectively introduced, that lines the binding pocket is reported. Ten examples, including new sulfonamide and biphenyl-substituted hosts, each with additional binding elements, demonstrate the tuning of guest affinities and selectivities. NMR titrations in phosphate-buffered water show that one of the new hosts binds to the modified amino acid trimethyllysine with the highest affinity and selectivity observed to date.
报道了一种合成新型三磺化杯[4]芳烃的方法，这些杯[4]芳烃带有一个选择性引入的基团，该基团位于结合口袋中。十个实例，包括新的磺酰胺和联苯取代的主体，每个都有额外的结合元件，证明了客体亲和力和选择性的调节。在磷酸盐缓冲水中的 NMR 滴定表明，其中一个新的主体与迄今观察到的最高亲和力和选择性的修饰氨基酸三甲基赖氨酸结合。
