DNA-targeted NO release photoregulated by green light
| Autor: | Stefano Guglielmo, Roberta Fruttero, Barbara Rolando, Aurore Fraix, Francesca Spyrakis, Loretta Lazzarato, Cristina Parisi, Alberto Gasco, Salvatore Sortino |
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| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Nitrosamines
Light 010402 general chemistry Photochemistry Nitric Oxide 01 natural sciences Catalysis Electron transfer chemistry.chemical_compound Molecule Moiety Alkyl Fluorescent Dyes chemistry.chemical_classification photochemistry 010405 organic chemistry Organic Chemistry Acridine orange General Chemistry DNA Photochemical Processes Fluorescence Acridine Orange 0104 chemical sciences Spectrometry Fluorescence chemistry Covalent bond fluorescence |
| Popis: | A novel molecular hybrid has been designed and synthesized in which acridine orange (AO) is covalently linked to an N-nitrosoaniline derivative through an alkyl spacer. Photoexcitation of the AO antenna with the highly biocompatible green light results in intense fluorescence emission and triggers NO detachment from the N-nitroso appendage via an intramolecular electron transfer. The presence of the AO moiety encourages the binding with DNA through both external and partially intercalative fashions, depending on the DNA:molecular hybrid molar ratio. Importantly, this dual-mode binding interaction with the biopolymer does not preclude the NO photoreleasing performances of the molecular hybrid, permitting NO to be photogenerated nearby DNA with an efficiency similar to that of the free molecule. These properties make the presented compound an intriguing candidate for fundamental and potential applicative research studies where NO delivery in the DNA proximity precisely regulated by harmless green light is required. |
| Databáze: | OpenAIRE |
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