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

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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 profiles via coupled-cluster calculations, making HINA an interesting model for future method development.

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

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Article information


Submitted
07 Oct 2020
Accepted
25 Nov 2020
First published
25 Nov 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2021, Advance Article
Article type
Edge Article

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

R. Kang, L. Talamini, E. D'Este, B. M. Estevão, L. De Cola, W. Klopper and F. Biedermann, Chem. Sci., 2021, Advance Article , DOI: 10.1039/D0SC05557C

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