Three novel luminescent iridium(III) dyes functionalized with a tryptophan amino acid and bearing two cyclometalated 2-phenylpyridines, 2-(2,4-difluorophenyl)pyridines or 2-phenylquinolines have been prepared and well characterized. They emit at 522-561 nm with a luminescence quantum yield in the range 0.33-0.98. All the dyes are able to stain neuronal cells in rat cerebellum tissue, as evidenced by fluorescence microscopy, showing affinity for granule neurons. The complexes bearing cyclometalated 2-(2,4-difluorophenyl)pyridines or 2-phenylquinolines also have a good affinity for brain white matter. The dye with two cyclometalated 2-phenylquinolines is characterized by the best luminescence quantum yield (0.98). Besides, giving the greatest image contrast, the dye with two cyclometalated 2-phenylquinolines shows the strongest affinity for a distinct subtype of neurons found in cerebellum tissue, the purkinje neurons (as evidenced with fluorescence microscopy).

An attractive family of cyclometalated Ir(III) dyes functionalized with tryptophan for potential neuroimaging applications / G. De Soricellis, F. Fagnani, A. Colombo, C. Dragonetti, D. Roberto, D. Marinotto, D.H. Hartnell, M.J. Hackett, M. Massi, B. Carboni, V. Guerchais. - In: DYES AND PIGMENTS. - ISSN 0143-7208. - 210:(2023), pp. 111012.1-111012.8. [10.1016/j.dyepig.2022.111012]

An attractive family of cyclometalated Ir(III) dyes functionalized with tryptophan for potential neuroimaging applications

G. De Soricellis
Primo
;
F. Fagnani
Secondo
;
A. Colombo
;
C. Dragonetti;D. Roberto;
2023

Abstract

Three novel luminescent iridium(III) dyes functionalized with a tryptophan amino acid and bearing two cyclometalated 2-phenylpyridines, 2-(2,4-difluorophenyl)pyridines or 2-phenylquinolines have been prepared and well characterized. They emit at 522-561 nm with a luminescence quantum yield in the range 0.33-0.98. All the dyes are able to stain neuronal cells in rat cerebellum tissue, as evidenced by fluorescence microscopy, showing affinity for granule neurons. The complexes bearing cyclometalated 2-(2,4-difluorophenyl)pyridines or 2-phenylquinolines also have a good affinity for brain white matter. The dye with two cyclometalated 2-phenylquinolines is characterized by the best luminescence quantum yield (0.98). Besides, giving the greatest image contrast, the dye with two cyclometalated 2-phenylquinolines shows the strongest affinity for a distinct subtype of neurons found in cerebellum tissue, the purkinje neurons (as evidenced with fluorescence microscopy).
Iridium dyes; Cyclometalated iridium(III) phenanthroline; complexes; Phosphorescence; Bio-imaging; Optical markers; Brain tissue staining
Settore CHIM/03 - Chimica Generale e Inorganica
7-dic-2022
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/949212
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