New ICT-Based Ratiometric Two-Photon near Infrared Probe for Imaging Tyrosinase in Living Cells, Tissues, and Whole Organisms
Metadatos
Mostrar el registro completo del ítemAutor
Valverde Pozo, Javier; Paredes Martínez, José Manuel; García Rubiño, María Eugenia; Widmann, Thomas J.; Griñán Lisón, Carmen; Lobon Moles, Silvia; Marchal Corrales, Juan Antonio; Álvarez Pez, José María; Talavera Rodríguez, Eva MaríaEditorial
MDPI
Materia
Tyrosinase NIR sensor Two-photon excitation Melanoma Zebrafish Bioimaging
Fecha
2023-02-16Referencia bibliográfica
Valverde-Pozo, J... [et al.]. New ICT-Based Ratiometric Two-Photon near Infrared Probe for Imaging Tyrosinase in Living Cells, Tissues, and Whole Organisms. Chemosensors 2023, 11, 145. [https://doi.org/10.3390/chemosensors11020145]
Patrocinador
Ministerio de Ciencia e Innovacion(MCIN/AEI) PID2020-113059GB-C21 RTI2018-101309-B-C22 A-FQM-230-UGR20; Conocimiento y Universidades/Proyecto P18-FR-2470; Consejeria de Economia, Conocimiento, Empresas y Universidad de la Junta de Andalucia (European Regional Development Fund) FPU17/04749; Chair "Doctors Galera-Requena in cancer stem cell research" RH-0019-2020; Consejeria de Salud y Familias (CSyF) of the Regional Government of Andalusia, Spain PAIDI 2021-FEDER funds-POSTDOC_21_638; Plan Andaluz de Investigacion, Desarrollo e Innovacion PID2020-114256RB-I00Resumen
Melanoma is a type of highly malignant and metastatic skin cancer. In situ molecular imaging
of endogenous levels of the melanoma biomarker tyrosinase (TYR) may decrease the likelihood
of mortality. In this study, we proposed the weakly fluorescent probe 1-(4-(2-(4-(dicyanomethylene)-
4H-chromen-2-yl)vinyl)phenyl)-3-(4-hydroxybenzyl)urea (DCM-HBU), which releases a strong redshifted
fluorescent signal after a TYR-mediated oxidation followed by hydrolysis of the urea linkage.
The large Stokes shift of the dye is owed to the recovery of the intramolecular charge transfer
(ICT) effect. The resulting probe derivate shows a highly ratiometric fluorescence output. Furthermore,
the simultaneous excitation by two near-infrared (NIR) photons of the released derivative
of dicyanomethylene-4H-pyran (DCM-NH2) fluorophore could avoid the usual drawbacks, such
as cellular absorption, autofluorescence, and light scattering, due to an usually short wavelength
of the excitation light on biological systems, resulting in images with deeper tissue penetration. In
addition, the probe is useful for the quantitative sensing of TYR activity in vivo, as demonstrated in
zebrafish larvae. This new ratiometric two-photon NIR fluorescent probe is expected to be useful for
the accurate detection of TYR in complex biosystems at greater depths than other one-photon excited
fluorescent probes.