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羧基化的柱[n]芳烃(n = 5-7)主体分子:在水中具有高亲和力和选择性的结合。

Carboxylated pillar[n]arene (n = 5-7) host molecules: high affinity and selective binding in water.

机构信息

Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China.

出版信息

Org Biomol Chem. 2019 May 28;17(20):5106-5111. doi: 10.1039/c9ob00684b. Epub 2019 May 9.

DOI:10.1039/c9ob00684b
PMID:31070210
Abstract

Water-soluble carboxylated pillar[n]arenes (n = 5-7) or WPns were discovered to be high affinity host molecules with selective binding for different guests based on a systematic investigation. We chose 22 dyes or guests and determined the value of K for 51 supramolecular complexes. It was discovered that the electrostatic interactions, π-π stacking and hydrophobic effect were the driving force for high affinity supramolecular encapsulation. WPns had selective binding toward suitable guests based on their sizes and molecular structures. Based on the above discovery, a guest (guest 21) was designed, which bound with WP7 3.3-fold tighter compared to methyl viologen.

摘要

水溶性羧基化柱芳烃(n=5-7)或 WPn 被发现是高亲和性的主体分子,可根据系统研究,对不同客体进行选择性结合。我们选择了 22 种染料或客体,并确定了 51 个超分子配合物的 K 值。发现静电相互作用、π-π 堆积和疏水作用是超分子包合的高亲和力驱动力。WPn 根据其大小和分子结构对合适的客体具有选择性结合。基于上述发现,设计了一种客体(客体 21),它与 WP7 的结合比甲紫精强 3.3 倍。

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