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Saridakis, I; Riomet, M; Belleza, OJV; Coussanes, G; Singer, NK; Kastner, N; Xiao, Y; Smith, E; Tona, V; de, la, Torre, A; Lopes, EF; Sánchez-Murcia, PA; González, L; Sitte, HH; Maulide, N.
PyrAtes: Modular Organic Salts with Large Stokes Shifts for Fluo-rescence Microscopy.
Angew Chem Int Ed Engl. 2024; 63(19): e202318127
Doi: 10.1002/anie.202318127
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- Co-authors Med Uni Graz
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Sánchez Murcia Pedro Alejandro
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- 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 λmax as long as 720 nm. Computational studies allow the development of a platform for the prediction of λmax and λEm. 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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Humans - administration & dosage
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Fluorescent Dyes - chemistry
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HEK293 Cells - administration & dosage
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Microscopy, Fluorescence - administration & dosage
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Salts - chemistry
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Molecular Structure - administration & dosage
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Fluorescence
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Dyes
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Stokes shift
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Imidazo[1,2-a]pyridinium
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Fluorophore