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手性配体控制的超分子水凝胶。

A ligand-chirality controlled supramolecular hydrogel.

机构信息

Institute of Urban Environment, Chinese Academy of Sciences, Xiamen, 361021, China.

出版信息

Dalton Trans. 2010 Aug 14;39(30):7054-8. doi: 10.1039/c0dt00364f. Epub 2010 Jun 22.

Abstract

We report a novel example of ligand-chirality finely controlled in situ supramolecular hydrogel formation based on the coordination of phenylalanine (Phe) to Cu(II) with higher selectivity over other metal ions. As decreasing both enantiomeric excesses (ee%) of ligand Phe towards its D- and L-forms, the gelation ability of Phe-Cu(II) supramolecular metallogelator was found to be weakened and eventually disappeared, which likely resulted from the stereoselectivity of the ligand Phe. Intermolecular hydrogen bonding, hydrophobic and/or pi-pi stacking interactions were also found to be essential for forming the metallogel. We believe that the present work can open up a new entry for developing novel and promising chiral sensing and recognition platforms, i.e. visually sensing chiral molecules by naked eyes due to the feature of a sol-to-gel transition induced smartly by varying the ligand chirality.

摘要

我们报告了一个新的例子,即在手性配体控制的原位超分子水凝胶形成中,基于苯丙氨酸(Phe)与 Cu(II)的配位,对其他金属离子具有更高的选择性。随着手性配体 Phe 的对映体过量(ee%)向其 D-和 L-形式的逐渐降低,发现 Phe-Cu(II)超分子金属凝胶因子的凝胶能力减弱,最终消失,这可能是由于配体 Phe 的立体选择性所致。分子间氢键、疏水和/或 π-π 堆积相互作用也被发现对于形成金属凝胶是必不可少的。我们相信,本工作可以为开发新型有前途的手性传感和识别平台开辟新途径,即通过手性配体手性的变化智能地诱导溶液到凝胶的转变,通过肉眼可视化地感应手性分子。

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