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PyrAtes: Modular Organic Salts with Large Stokes Shifts for Fluo-rescence Microscopy.

Iakovos SaridakisMargaux RiometOliver John V BellezaGuilhem CoussanesNadja K SingerNina KastnerYi XiaoElliot SmithVeronica TonaAurélien de la TorreEric F LopesPedro A Sánchez-MurciaLeticia GonzálezHarald H SitteNuno Maulide
Published in: Angewandte Chemie (International ed. in English) (2024)
The deployment of small-molecule fluorescent agents plays an ever-growing role in medicine and drug development. Herein, we complement the portfolio of powerful fluorophores, reporting the serendipitous discovery and development of a novel class with an imidazo[1,2-a]pyridinium triflate core, which we term PyrAtes. These fluorophores are synthesized in a single step from readily available materials (>60 examples) and display Stokes shifts as large as 240 nm, while also reaching NIR-I emissions at λ max as long as 720 nm. Computational studies allow the development of a platform for the prediction of λ max and λ Em . Furthermore, we demonstrate the compatibility of these novel fluorophores with live cell imaging in HEK293 cells, suggesting PyrAtes as potent intracellular markers.
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