Coupled Excited-State Dynamics in N-Substituted 2-Methoxy-9-Acridones
Metadatos
Mostrar el registro completo del ítemAutor
González García, María del Carmen; Herrero-Foncubierta, Pilar; Castro, Silvia; Resa, Sandra; Álvarez Pez, José María; Miguel, Delia; Cuerva Carvajal, Juan Manuel; García-Fernández, Emilio; Orte Gutiérrez, ÁngelEditorial
Frontiers Media
Materia
Excited-state dynamics Excited-state proton transfer Computational photophysics Fluorophores Excimers
Fecha
2019-03-12Referencia bibliográfica
Gonzalez-Garcia MC, Herrero-Foncubierta P, Castro S, Resa S, Alvarez-Pez JM, Miguel D, Cuerva JM, Garcia-Fernandez E and Orte A (2019) Coupled Excited-State Dynamics in N-Substituted 2-Methoxy-9-Acridones. Front. Chem. 7:129.
Patrocinador
This work has been funded with Grant CTQ2017- 85658-R (Spanish Ministry of Economy and Competitiveness; Agencia Estatal de Investigacion, AEI; and European Regional Development Fund, ERDF) and P12-FQM-790 (Junta de Andalucia).Resumen
Fluorophores of the acridone family have been widely employed in many applications,
such as DNA sequencing, the detection of biomolecules, and themonitoring of enzymatic
systems, as well as being the bases of intracellular sensors and even antitumoral
agents. They have been widely used in fluorescence imaging due to their excellent
photophysical properties, in terms of quantum yield and stability. However, frequently, the
fluorescence emission data from acridones are not easily interpretable due to complex
excited-state dynamics. The formation of p-stacking aggregates and excimers and
excited-state proton transfer (ESPT) reactions usually result in emission features that
are dependent on the experimental conditions. Therefore, an in-depth understanding
of the dynamics involved in the excited-state transients of these dyes is mandatory for
their appropriate application. Herein, we synthesized and fully characterized different
2-methoxy-9-acridone dyes. Their transient fluorescence emission spectra exhibited a
complex dynamic behavior that can be linked to several excited-state reactions. We
performed a thorough study of the excited-state dynamics of these dyes by means of
time-resolved fluorimetry supported by computational calculations. All this allowed us to
establish a multistate kinetic scheme, involving an ESPT reaction coupled to an excimer
formation process. We have unraveled the rich dynamics behind this complex behavior,
which provides a better understanding of the excited states of these dyes.