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A Reduction-Sensitive Fluorous Fluorogenic Coumarin
Synlett ( IF 1.7 ) Pub Date : 2019-12-18 , DOI: 10.1055/s-0039-1690770 Margeaux A Miller 1 , Rachael A Day 1 , Daniel A Estabrook 1 , Ellen M Sletten 1
Synlett ( IF 1.7 ) Pub Date : 2019-12-18 , DOI: 10.1055/s-0039-1690770 Margeaux A Miller 1 , Rachael A Day 1 , Daniel A Estabrook 1 , Ellen M Sletten 1
Affiliation
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Fluorophores that are sensitive to their environment are useful tools for sensing chemical changes and probing biological systems. Here, we extend responsive fluorophores to the fluorous phase with the synthesis of a reduction-sensitive fluorous-soluble fluorogenic coumarin. We demonstrate that this fluorophore responds to various reducing agents, most notably glutathione, a key biological reductant. The fluorous solubility of this probe allows for its encapsulation into two different fluorous nanomaterials: perfluorocarbon nanoemulsions and fluorous core-shell micelles. The fluorogenic coumarin allows us to study how efficiently these vehicles protect the contents of their interior from the external environment. In the presence of glutathione, we observe different degrees of release for micelles and emulsions. This understanding will help guide future applications of fluorous nanomaterials as drug delivery vehicles.
中文翻译：
还原敏感的含氟荧光香豆素
对其环境敏感的荧光团是感知化学变化和探测生物系统的有用工具。在这里，我们通过合成还原敏感的氟可溶性荧光香豆素将响应荧光团扩展到氟相。我们证明这种荧光团对各种还原剂有反应，最显着的是谷胱甘肽，一种关键的生物还原剂。该探针的氟溶解度使其可以封装到两种不同的氟纳米材料中：全氟化碳纳米乳液和氟核壳胶束。荧光香豆素使我们能够研究这些车辆如何有效地保护其内部内容免受外部环境的影响。在谷胱甘肽存在的情况下，我们观察到胶束和乳液的不同程度的释放。
更新日期：2019-12-18
中文翻译：
还原敏感的含氟荧光香豆素
对其环境敏感的荧光团是感知化学变化和探测生物系统的有用工具。在这里，我们通过合成还原敏感的氟可溶性荧光香豆素将响应荧光团扩展到氟相。我们证明这种荧光团对各种还原剂有反应，最显着的是谷胱甘肽，一种关键的生物还原剂。该探针的氟溶解度使其可以封装到两种不同的氟纳米材料中：全氟化碳纳米乳液和氟核壳胶束。荧光香豆素使我们能够研究这些车辆如何有效地保护其内部内容免受外部环境的影响。在谷胱甘肽存在的情况下，我们观察到胶束和乳液的不同程度的释放。
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