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Título: | Fluorescence mechanism switching from ICT to PET by substituent 1 chemical manipulation: Macrophage cytoplasm imaging probes |
Autor: | Fueyo-González, Francisco CSIC ORCID; González-Vera, Juan A. CSIC ORCID; Alkorta, Ibon CSIC ORCID ; Infantes, L. CSIC ORCID; Jimeno, M. Luisa CSIC ORCID; Fernández-Gutiérrez, Mar CSIC ORCID ; González-García, M. Carmen; Orte, Angel; Herranz, Rosario CSIC ORCID | Palabras clave: | Fluorescence probes Naphthalimide derivatives Quinolimide derivatives Macrophage dyes Off-On water sensors pH sensors |
Fecha de publicación: | 31-dic-2019 | Editor: | Elsevier | Citación: | Dyes and Pigments (2019) | Resumen: | The lack of polarity sensing fluorophores with OFF-ON features when increasing the environment polarity has limited the monitoring of biological processes that involve an increase in local hydrophilicity. In this work, replacement of a hydroxyl group by a dimethylamino group transformed solvatochromic ICT naphthalimide- and quinolimide-based fluorophores into reversed solvatochromic ones, with higher emission in polar than in apolar environments. Excited-state dynamics studies, TD-DFT calculations, X-ray and NMR support the existence of a folded conformation for the 2-(dimethylamino)ethyl chain upon the imide ring in apolar solvents, where the dimethylamino group would quench the fluorescence by a PET effect, while in polar solvents the chain has an extended conformation, where the PET is hindered. These PET fluorophores have given rise to H2O and pH sensors in organic solvents as well as to bright macrophage cytoplasm imaging probes. | Versión del editor: | http://dx.doi.org/10.1016/j.dyepig.2019.108172 | URI: | http://hdl.handle.net/10261/197545 | DOI: | 10.1016/j.dyepig.2019.108172 | ISSN: | 0143-7208 | E-ISSN: | 1873-3743 |
Aparece en las colecciones: | (IQM) Artículos (IQF) Artículos (CENQUIOR) Artículos |
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j.dyepig.2019.108172.pdf | Artículo principal | 1,18 MB | Adobe PDF | Visualizar/Abrir |
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