A series of new dyes based on the fluorescent imidazo[1,5-a]pyridine moiety has been designed and synthesized specifically for fluorescence cell imaging application. The obtained molecules contain a carboxylic functional group inserted to increase the water solubility and to provide an effective conjugation site. Their structural and optical properties have been deeply investigated and compared with theoretical calculations. The suitability of the products as fluorescent labels for cell imaging applications has been investigated by laser scanning confocal microscopy, both in vivo on Arabidopsis thaliana seedlings and in vitro, on mouse fibroblast cells. The compounds displayed good permeability to the plant cell wall and plasma membrane, they were efficiently internalized in the inner plant tissues, and retained a strong fluorescence in aqueous media.

New substituted imidazo[1,5-a]pyridine and imidazo[5,1-a]isoquinoline derivatives and their application in fluorescence cell imaging

Giorgio Volpi;Claudio Garino;Emanuele Priola;Emma Artuso;Claudia Barolo;Andrea Fin;Andrea Genre;Cristina Prandi
2018

Abstract

A series of new dyes based on the fluorescent imidazo[1,5-a]pyridine moiety has been designed and synthesized specifically for fluorescence cell imaging application. The obtained molecules contain a carboxylic functional group inserted to increase the water solubility and to provide an effective conjugation site. Their structural and optical properties have been deeply investigated and compared with theoretical calculations. The suitability of the products as fluorescent labels for cell imaging applications has been investigated by laser scanning confocal microscopy, both in vivo on Arabidopsis thaliana seedlings and in vitro, on mouse fibroblast cells. The compounds displayed good permeability to the plant cell wall and plasma membrane, they were efficiently internalized in the inner plant tissues, and retained a strong fluorescence in aqueous media.
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https://www.sciencedirect.com/science/article/pii/S0143720818303966
imidazo[1,5-a]pyridine, imidazo[5,1-a]isoquinoline, luminescence, large Stokes’ shift, cell imaging, fluorescence labelling
Giorgio Volpi, Beatrice Lace, Claudio Garino, Emanuele Priola, Emma Artuso, Paolo Cerreia Vioglio, Claudia Barolo, Andrea Fin, Andrea Genre, Cristina Prandi
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/1668117
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