Litcius/Paper detail

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

Cristina Parisi, Mimimorena Seggio, Aurore Fraix, Salvatore Sortino

2020ChemPhotoChem28 citationsDOI

Abstract

Abstract 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.

Topics & Concepts

ChromogenicFluorescenceChemistryMoietyPhotochemistryNitric oxideQuantum yieldPoloxamerCombinatorial chemistryMicelleAggregation-induced emissionOrganic chemistryPolymerChromatographyOpticsCopolymerAqueous solutionPhysicsPorphyrin and Phthalocyanine ChemistryLuminescence and Fluorescent MaterialsPhotochromic and Fluorescence Chemistry