Water-soluble hexakis-imidazolium cages: synthesis and selective binding of sodium urate

Literature Information

Publication Date 2023-11-27
DOI 10.1039/D3QO01780J
Impact Factor 5.281
Authors

Sheng-Yi Zhuang, Gang Wu, Jian-Da Sun, Jiangshan Zhang, Jiabin Xing, Yan Wu, Hui Wang, Zhan-Ting Li, Dan-Wei Zhang


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Abstract

Three hexakis-imidazolium-incorporated molecular cages o-, m- and p-HiCages have been prepared through the condensation of 1,3,5-tri(imidazolyl)benzene and o-, m- or p-xylylene dibromide. The new hexacationic molecular cages are highly water-soluble. It is demonstrated that among various purines, m- and p-HiCages have the ability to bind uric acid selectively in water. The binding constants of their complexes with uric acid are determined by isothermal titration calorimetric experiments to be (5.86 ± 0.30) × 104 M−1 and (2.61 ± 0.06) × 104 M−1, and the structures of both complexes are confirmed by X-ray diffraction analysis. These imidazolium-derived molecular cages exhibit low cytotoxicity and hemolysis rates, providing the possibility for subsequent biological applications.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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