A Modular Phosphorylated Glycoluril‐Derived Molecular Tweezer for Potent Binding of Aliphatic Diamines
作者:Michael Heilmann、Konrad Tiefenbacher
DOI:10.1002/chem.201902556
日期:2019.10.8
capable of binding organic amines in aqueous solution. This work reports the Ka values for 30 complexes of this molecular tweezer and amine guests, determined by means of 1 H NMR titrations. Both the hydrophobic cavity and the phosphate groups contribute to the binding. Bulkier molecules and molecules bearing negatively charged groups like carboxylates in amino acids bind less tightly due to a steric clash
合成了基于带有四个磷酸酯基团的基于甘脲的骨架的分子镊子,该分子镊子能够结合水溶液中的有机胺。这项工作报告了通过1 H NMR滴定确定的该分子镊子和胺客体的30种配合物的Ka值。疏水腔和磷酸基团均有助于结合。由于空间冲突和库仑排斥,较松散的分子和带有负电荷基团的分子(如氨基酸中的羧酸盐)的结合较不紧密。磷酸基团与铵客体的狭窄空腔和强离子相互作用有利于脂肪族二胺的结合。这些结合特性使该系统与结构上相关的分子夹和镊子明显区分开。