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The role of amino acids on supramolecular co-assembly of naphthalenediimide–pyrene based hydrogelators

机译:氨基酸在萘二酰亚胺-py基水凝胶剂的超分子共组装中的作用

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This report describes the two component self-assembly of π-capped amino acid hydrogelators (serine (S), aspartic acid (D), glutamic acid (E) or lysine (K)) prepared from pyrene (Py) based donor and naphthalenediimide (NDI) based acceptor molecules. The co-assembly can be triggered to form hydrogels by varying the pH conditions and the major driving forces behind the hydrogelation were found to be the formation of a strong charge-transfer (CT) complex and hydrogen bonding interactions at suitable pH conditions. The NDI–Py blends with matched donor/acceptor amino acid pairs undergo self-assembly under acidic pH conditions, whereas the blend (NDI–S + Py–K) with a mismatched amino acid pair forms a stable hydrogel under physiological pH conditions. UV-Vis, FTIR and rheological studies clearly indicate the formation and the stability of these CT-induced hydrogels. These hydrogels are of nanofibrous morphology with an average diameter of about 6–9 nm as evidenced by TEM analysis. In addition, this novel NDI–Py mixed component system exhibited good biocompatibility towards PC3 cells. Overall, since hydrogels based on CT-mediated two-component assemblies are very rare, our newly discovered NDI–Py hydrogels provide chemical insights into the design of a CT-induced hydrogelator and might facilitate various applications in biomedical engineering.
机译:该报告描述了由pyr(Py)基供体和萘二酰亚胺(π)制备的π封端的氨基酸水凝胶化剂(丝氨酸(S),天冬氨酸(D),谷氨酸(E)或赖氨酸(K))的两个组分的自组装。 NDI)基受体分子。可以通过改变pH条件来触发共组装以形成水凝胶,并且发现水凝胶化背后的主要驱动力是在合适的pH条件下形成强电荷转移(CT)复合物和氢键相互作用。具有匹配供体/受体氨基酸对的NDI-Py共混物在酸性pH条件下会自组装,而具有不匹配氨基酸对的共混物(NDI-S + Py-K)在生理pH条件下会形成稳定的水凝胶。 UV-Vis,FTIR和流变学研究清楚地表明了这些CT诱导的水凝胶的形成和稳定性。这些水凝胶具有纳米纤维形态,平均直径约为6–9 nm,这可通过TEM分析证明。此外,这种新颖的NDI-Py混合组分系统对PC3细胞表现出良好的生物相容性。总体而言,由于基于CT介导的两组分组装的水凝胶非常罕见,因此我们新发现的NDI-Py水凝胶为CT诱导水凝胶仪的设计提供了化学见解,并可能促进生物医学工程中的各种应用。

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