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Comparison of Reactive Sites in 2(1H)-Quinolone Derivatives for the Detection of Biologically Important Sulfur Compounds

Novel fluorescent probes based on 2(1H)-quinolone skeleton containing a malonate group (Q1–Q3) were synthesized and proposed for biothiols detection. Their chemical reactivity toward thiols was compared to the reactivity of derivative having a dicyanovinyl group (Q4) as a reactive site. The detailed...

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Detalles Bibliográficos
Autores principales: Kolińska, Jolanta, Grzelakowska, Aleksandra, Szala, Marcin, Podsiadły, Radosław
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10459984/
https://www.ncbi.nlm.nih.gov/pubmed/37630217
http://dx.doi.org/10.3390/molecules28165965
Descripción
Sumario:Novel fluorescent probes based on 2(1H)-quinolone skeleton containing a malonate group (Q1–Q3) were synthesized and proposed for biothiols detection. Their chemical reactivity toward thiols was compared to the reactivity of derivative having a dicyanovinyl group (Q4) as a reactive site. The detailed photophysical properties of these compounds were assessed through the determination of absorption and fluorescence spectra, fluorescence quantum yield, and fluorescence lifetime. In the presence of biothiols, an increase in the fluorescence intensity of compounds Q1–Q3 and a hypsochromic shift in their emission bands were observed. In contrast, the compound with the dicyanovinyl group (Q4) in the presence of biothiols and cyanide ion showed the quenching of fluorescence, while a fluorescence “turn on” effect was observed toward reactive sulfur species.