Selective Recognition of Highly Hydrophilic Molecules in Water by Endo-Functionalized Molecular Tubes
Selective Recognition of Highly Hydrophilic Molecules in Water by Endo-Functionalized Molecular Tubes
复制标题
内功能化分子管选择性识别水中的高亲水性分子
DOI：
10.1021/jacs.6b09472
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发表时间：
2016-11-09
影响因子：
15
通讯作者：
Jiang, Wei
中科院分区：
文献类型：
--
作者：
Huang, Guo-Bao;Wang, Sheng-Hua;Jiang, Wei
选择性识别水中的中性亲水分子是超分子化学的一个挑战，但在自然界中很常见。通过模拟天然受体的结合口袋，内功能化分子管被提出来满足这一挑战。我们发现，两个分子管与向内指向的氢键供体识别高亲水性溶剂分子在水中具有高选择性。在配合物中，氢键发生在深的疏水空腔中。氢键和疏水作用的协同作用是其高亲和性和选择性的主要原因。分子受体是荧光的，可以检测1，4-二氧杂环己烷的浓度-一种已知的致癌物质和水中的持久性环境污染物，极限为119 ppb。该方法简化了这种高度亲水性分子的分析程序。
Selective recognition of neutral hydrophilic molecules in water is a challenge for supramolecular chemistry but commonplace in nature. By mimicking the binding pocket of natural receptors, endo-functionalized molecular tubes are proposed to meet this challenge. We found that two molecular tubes with inwardly directed hydrogen-bond donors recognize highly hydrophilic solvent molecules in water with high selectivity. In the complexes, hydrogen bonding occurs in the deep and hydrophobic cavity. The cooperative action between hydrogen bonding and hydrophobic effects accounts for the high affinity and selectivity. The molecular receptor is fluorescent and can detect concentrations of 1,4-dioxane-a known carcinogen and persistent environmental contaminant in water at a limit of 119 ppb. The method simplifies the analytic procedure for this highly hydrophilic molecule.