In situ clicking methylglyoxal for hierarchical self-assembly of nanotubes in supramolecular hydrogel

In situ clicking methylglyoxal for hierarchical self-assembly of nanotubes in supramolecular hydrogel
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原位点击甲基乙二醛用于超分子水凝胶中纳米管的分层自组装

DOI:
10.1039/c5nr07179h
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发表时间:
2016
期刊:
影响因子:
6.7
通讯作者:
Liang Gaolin
Liang Gaolin
中科院分区:
材料科学2区
文献类型:
--
作者:
Liu Shuang;Luo Yufeng;Liang Gaolin

文献摘要

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甲基乙二醛(MGO)是一种存在于所有活细胞中的有毒二羰基代谢产物,其解毒作用受草甘膦酶I(GLOI)调节。本文中,我们合理地设计了前体邻苯二胺-Phe-Phe-OH(1),其与MGO“点击”反应以产生两亲性甲基喹喔啉-Phe-Phe-OH(2),从而自组装成超分子水凝胶II(凝胶II)。凝胶II的Cryo-TEM图像表明存在两级自组装形成32.8 nm宽的纳米管在水凝胶中。通过分析凝胶II系列稀释液的荧光、透射率和圆二色性数据,验证了该假设。干扰试验表明,1与MGO的水凝胶化不会受到一氧化氮(NO)的影响。我们的研究结果表明,1可以应用于特定的水凝胶与MGO,并可能在体外的MGO的去除。
Methylglyoxal (MGO) is a toxic, dicarbonyl metabolite in all living cells and its detoxification is regulated by glyoxalase I (GLOI). Herein, we rationally designed a precursor o-phenylenediamine-Phe-Phe-OH (1) which “click” reacts with MGO to yield amphiphilic methylquinoxaline-Phe-Phe-OH (2) to self-assemble into supramolecular hydrogel II (Gel II). Cryo-TEM images of Gel II suggested that there existed two orders of self-assembly to form the 32.8 nm width-nanotubes in the hydrogel. The hypothesis was validated with the analyses of the fluorescence, transmittance, and circular dichroism data of the serial dilutions of Gel II. Interference tests indicated that hydrogelation of 1 with MGO would not be affected by nitric oxide (NO). Our results suggest that 1 could be applied for specific hydrogelation with MGO, and potentially the removal of MGO in vitro.