Litcius/Paper detail

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

Iakovos Saridakis, Margaux Riomet, Oliver John V. Belleza, Guilhem Coussanes, Nadja K. Singer, Nina Kastner, Yi Xiao, E. B. Smith, Veronica Tona, Aurélien de la Torre, Eric F. Lopes, Pedro A. Sánchez‐Murcia, Leticia González, Harald H. Sitte, Nuno Maulide

2024Angewandte Chemie International Edition11 citationsDOIOpen Access PDF

Abstract

Abstract 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.

Topics & Concepts

Modular designChemistryTrifluoromethanesulfonateFluorescencePyridiniumNanotechnologyFluorescence microscopeIntracellularBiophysicsCombinatorial chemistryMaterials scienceComputer scienceBiochemistryBiologyPhysicsOpticsOperating systemCatalysisMedicinal chemistryLuminescence and Fluorescent MaterialsPorphyrin and Phthalocyanine ChemistryMolecular Sensors and Ion Detection