The design of small organic molecules with a predictable and desirable DNA-binding mechanism is a topical research task for biomedicine application. Herein, we demonstrate an attractive supramolecular strategy for controlling the non-covalent ligand-DNA interaction by binding with cucurbituril as a synthetic receptor. With a combination of UV/vis, CD and NMR experiments, we demonstrate that the bis-styryl dye with two suitable binding sites can involve double stranded DNA and cucurbituril in the formation of the supramolecular triad. The ternary assembly is formed as a result of the interaction of macrocyclic cucurbituril with one pyridinium fragment of the bis-styryl dye, while the second pyridinium fragment of the dye is effectively associated with DNA backbones, which leads to a change in the ligand-DNA binding mode from aggregation to a minor groove. This exciting outcome was supported by molecular docking studies that help to understand the molecular orientation of the supramolecular triad and elucidate the destruction of dye aggregates caused by cucurbituril. These studies provide valuable information on the mechanisms of DNA binding to small molecules and recognition processes in bioorganic supramolecular assemblies constructed from multiple non-covalent interactions.

中文翻译：

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葫芦[7]尿素驱动的三元组装配体-DNA相互作用的调节。

具有可预测和理想的DNA结合机制的有机小分子的设计是生物医学应用的一项局部研究任务。在这里，我们证明了一种有吸引力的超分子策略，通过与葫芦素作为合成受体结合来控制非共价配体-DNA相互作用。结合UV / vis，CD和NMR实验，我们证明具有两个合适结合位点的双苯乙烯基染料可在超分子三合体的形成中涉及双链DNA和葫芦素。三元组装是大环葫芦素与双苯乙烯基染料的一个吡啶鎓片段相互作用而形成的，而染料的第二个吡啶鎓片段则与DNA主链有效结合，这导致配体-DNA结合模式从聚集变为小沟。这一令人振奋的结果得到了分子对接研究的支持，这些研究有助于了解超分子三合会的分子取向，并阐明了葫芦素对染料聚集体的破坏。这些研究提供了有关DNA与小分子结合的机制以及由多种非共价相互作用构建的生物有机超分子组装中识别过程的有价值的信息。