A BODIPY-Based Fluorescent Sensor for Amino Acids Bearing Thiol

Herein, we describe the synthetic route to access a red-emitting BODIPY from its α-diformylated precursor. The photophysical signatures of this dye are sensitive to the presence of thiol-containing amino acids (like cysteine, homocysteine, and glutathione) in the surrounding environment. This sensor...

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Detalles Bibliográficos
Autores: Avellanal-Zaballa, Edurne, Ramos Torres, Ágata, Prieto Castañeda, Alejandro, García Garrido, Fernando, Bañuelos, Jorge, Rodríguez Agarrabeitia, Antonia, Ortiz García, María Josefa
Tipo de recurso: artículo
Fecha de publicación:2019
País:España
Institución:Universidad Complutense de Madrid (UCM)
Repositorio:Docta Complutense
Idioma:inglés
OAI Identifier:oai:docta.ucm.es:20.500.14352/8287
Acceso en línea:https://hdl.handle.net/20.500.14352/8287
Access Level:acceso abierto
Palabra clave:dye chemistry
fluorescent sensors
BODIPY
amino acids
Wittig reaction
Química orgánica (Química)
2306 Química Orgánica
Descripción
Sumario:Herein, we describe the synthetic route to access a red-emitting BODIPY from its α-diformylated precursor. The photophysical signatures of this dye are sensitive to the presence of thiol-containing amino acids (like cysteine, homocysteine, and glutathione) in the surrounding environment. This sensor provides up to three detection channels to monitor and quantify these biomolecules, even at low concentrations (down to micromolar). Moreover, owing to the pronounced splitting of the spectral band profile induced by these amino acids, the detection can be visualized following just the evolution of the fluorescence color by the naked eye.