Astonishingly, 3-hydroxyisonicotinealdehyde (HINA) is despite its small size a green-emitting push-pull fluorophore in water (QY of 15%) and shows ratiometric emission response to biological relevant pH differences (pKa2∼ 7.1). Moreover, HINA is the first small-molecule fluorophore reported that possesses three distinctly emissive protonation states. This fluorophore can be used in combination with metal complexes for fluorescent-based cysteine detection in aqueous media, and is readily taken up by cells. The theoretical description of HINA's photophysics remains challenging, even when computing Franck-Condon profilesviacoupled-cluster calculations, making HINA an interesting model for future method development.

Discovery of a size-record breaking green-emissive fluorophore : small, smaller, HINA / R. Kang, L. Talamini, E. D'Este, B.M. Estevao, L. De Cola, W. Klopper, F. Biedermann. - In: CHEMICAL SCIENCE. - ISSN 2041-6520. - 12:4(2021 Jan 28), pp. 1392-1397. [10.1039/d0sc05557c]

Discovery of a size-record breaking green-emissive fluorophore : small, smaller, HINA

L. De Cola;
2021-01-28

Abstract

Astonishingly, 3-hydroxyisonicotinealdehyde (HINA) is despite its small size a green-emitting push-pull fluorophore in water (QY of 15%) and shows ratiometric emission response to biological relevant pH differences (pKa2∼ 7.1). Moreover, HINA is the first small-molecule fluorophore reported that possesses three distinctly emissive protonation states. This fluorophore can be used in combination with metal complexes for fluorescent-based cysteine detection in aqueous media, and is readily taken up by cells. The theoretical description of HINA's photophysics remains challenging, even when computing Franck-Condon profilesviacoupled-cluster calculations, making HINA an interesting model for future method development.
Settore CHIM/03 - Chimica Generale e Inorganica
25-nov-2020
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/861361
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