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Self-assembly of photoresponsive azo-containing phospholipids with a polar group as the tail

机译:用极性组作为尾部的含有光反应偶氮的磷脂的自组装

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Vesicles or micelles prepared from amphiphiles with azobenzene ( Az ) moieties and long alkyl chains have attracted much attention in drug delivery systems. To induce release behavior from smart carriers via trans – cis photoisomerization of the Az groups, UV light exposure is typically used, but it can damage DNA and hardly penetrates cells. In this paper, Az -containing phospholipids without long alkyl tails were designed and synthesized; in these compounds, the end group of the Az moiety was substituted with a –NO _(2) and –OCH _(3) group (abbreviated N6 and M6 , respectively). N6 self-assembled into H-aggregates with an interdigitated bilayered structure in water through the antiparallel orientation due to π–π interactions of the Az group, the attractive van der Waals forces, and the interactions and bending behavior of the phosphocholine groups. Vesicles showing visible light stimuli-responsive behavior were obtained by mixing N6 and M6 , and the release of encapsulated calcein was triggered by visible light.
机译:用偶氮烯(AZ)部分和长烷基链从两亲物制备的囊泡或胶束引起了药物递送系统中的许多关注。为了诱导来自AZ组的反式载波的智能载体的释放行为,通常使用紫外线曝光,但它可能损伤DNA并且几乎不穿透细胞。在本文中,设计并合成了无长烷基尾部的磷脂的AZ - 甲醇。在这些化合物中,AZ部分的端基被-NO _(2)和-3)组(分别分别缩写N6和M6)取代。由于AZ组的π-π相互作用,通过反平行取向自组​​装成H-聚集在水中,通过反向取向,具有AZ组的π-π相互作用,具有吸引力的范德华的相互作用和相互作用和弯曲行为。通过混合N6和M6获得显示可见光刺激行为的囊泡,并通过可见光触发包封的Calcein的释放。

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