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Fluorescent supramolecular hydrogels self-assembled from tetraphenylethene (TPE)/single amino acid conjugates

机译:从四苯基乙烯(TPE)/单氨基酸缀合物自组装荧光超分子水凝胶

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摘要

Herein, we report the synthesis of simple TPE/single amino acid conjugates, TPE-Ser and TPE-Asp with side-chains featuring functional groups that may provide an additional hydrogen bonding network for hydrogelation in aqueous medium. TPE-Ser, which has the lowest molecular weight, containing hydroxyl groups undergoes self-assembly into supramolecular hydrogels under physiological pH conditions. TPE-Asp with a carboxylic group side chain undergoes the self-assembly and hydrogelation processes under slightly acidic conditions (pH = 6.0). UV-vis, IR, PL and rheological studies clearly indicate the formation, stability and fluorescence properties of TPE-amino acid hydrogels. TEM micrographs of the hydrogels indicate that the compounds are self-assembled into a nanosheet morphology with random size and shape. Further, in vitro analysis of TPE-Ser and TPE-Asp with 3A6 cells shows that the compounds exhibit unique fluorescence signals in microcellular environments thus making them suitable candidates for bioimaging applications. Overall, these findings highlight the importance of the structure-hydrogelation relationship and provide new insights into the design of single amino-acid-based supramolecular hydrogels.
机译:此,我们报告的简单TPE /单氨基酸偶联物,TPE-Ser和TPE-天冬氨酸与侧链设有可用于在水性介质中水凝胶提供一个额外的氢键网络的官能团的合成。 TPE-SER,其具有最低的分子量,含羟基基团经历自组装成生理pH条件下的超分子水凝胶。 TPE-天冬氨酸与羧酸基侧链经历微酸性条件下(pH = 6.0)下的自组装和水凝胶化过程。紫外 - 可见,红外,PL和流变学研究清楚地表明TPE-氨基酸的水凝胶的形成,稳定性和荧光性质。水凝胶的TEM显微照片表明,该化合物是自组装成具有随机尺寸和形状的纳米片形态。此外,与3A6细胞显示TPE-Ser和TPE-Asp组成体外分析,所述化合物表现出独特的荧光信号在微蜂窝环境中,从而使它们对于生物成像应用中的合适候选者。总的来说,这些研究结果强调结构,水凝胶化关系的重要性,并提供新的见解单为主氨基酸超分子水凝胶的设计。

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  • 来源
    《RSC Advances》 |2018年第37期|共6页
  • 作者单位

    Natl Chiao Tung Univ Dept Mat Sci &

    Engn Hsinchu 300 Taiwan;

    Natl Chiao Tung Univ Dept Mat Sci &

    Engn Hsinchu 300 Taiwan;

    Natl Chiao Tung Univ Dept Mat Sci &

    Engn Hsinchu 300 Taiwan;

    Natl Chiao Tung Univ Dept Mat Sci &

    Engn Hsinchu 300 Taiwan;

    Natl Chiao Tung Univ Dept Mat Sci &

    Engn Hsinchu 300 Taiwan;

    Natl Chiao Tung Univ Dept Mat Sci &

    Engn Hsinchu 300 Taiwan;

    Natl Chiao Tung Univ Dept Mat Sci &

    Engn Hsinchu 300 Taiwan;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 化学;
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