A High‐Performing Metal‐Free Photoactivatable Nitric Oxide Donor with a Green Fluorescent Reporter,ChemPhotoChem

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A High‐Performing Metal‐Free Photoactivatable Nitric Oxide Donor with a Green Fluorescent Reporter
ChemPhotoChem ( IF 3.0 ) Pub Date : 2020-06-17 , DOI: 10.1002/cptc.202000100
Cristina Parisi ₁ , Mimimorena Seggio ₁ , Aurore Fraix ₁ , Salvatore Sortino ₁

Affiliation

Abstract: We report herein a novel nitric oxide (NO) donor activatable by visible blue light with an in‐built green fluorescence reporter. This NO photodonor, based on the amino‐nitro‐benzofurazan chromogenic skeleton, releases NO in solution with a quantum yield Φ_NO=0.15 which increases up to 0.80 in Pluronic® micelles, the largest values ever reported for nonmetal‐containing NO donors activatable by visible light. Besides, the large contrast between the fluorescence emission of the chromogenic moiety after and before the NO release (>10) permits the easy and in real‐time quantification of the amount of NO released, without the addition of external fluorescent probes. This NO photodonor can also be effectively entrapped in a Pluronic‐based thermoresponsive hydrogel with excellent preservation of its photochemical and photophysical behaviour. These properties, together with the facile synthetic procedure, make the present compound an intriguing candidate for fundamental and potential applicative research studies where spatiotemporally regulated NO delivery is required.

中文翻译：

高性能的无金属光活化一氧化氮供体，带有绿色荧光报告分子

摘要：我们在此报告了一种新型的一氧化氮（NO）供体，该供体可通过可见的蓝光和内置的绿色荧光报告分子激活。此NO photodonor，基于氨基酸硝基苯并呋咱生色骨架，释放NO与量子产率Φ溶液_NO= 0.15，在Pluronic®胶束中增加至0.80，这是有史以来针对可见光可活化的不含金属的NO供体的最大值。此外，在NO释放前后（> 10），发色部分的荧光发射之间存在较大的对比度，这使得可以轻松，实时地对NO释放量进行定量，而无需添加外部荧光探针。这种NO光供体还可以有效地保留在基于Pluronic的热响应水凝胶中，并具有出色的光化学和光物理性能。这些性质以及容易的合成方法使本发明的化合物成为需要时空调节NO传递的基础和潜在应用研究的有趣的候选者。

更新日期：2020-06-17

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