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2,6,8‐Trisubstituted 3‐Hydroxychromone Derivatives as Fluorophores for Live‐Cell Imaging
Authors:Christine Dyrager M. Sc.  Annika Friberg Dr.  Kristian Dahlén Dr.  Maria Fridén‐Saxin M. Sc.  Karl Börjesson M. Sc.  L. Marcus Wilhelmsson Prof. Dr.  Maria Smedh Dr.  Morten Grøtli Prof. Dr.  Kristina Luthman Prof. Dr.
Affiliation:1. Department of Chemistry—Medicinal Chemistry, University of Gothenburg, 412 96 G?teborg (Sweden), Fax: (+46)?31‐7723840;2. Department of Chemical and Biological Engineering—, Physical Chemistry, Chalmers University of Technology, 412 96 G?teborg (Sweden);3. Centre for Cellular Imaging, The Sahlgrenska Academy, University of Gothenburg, Box 35, 405 30 G?teborg (Sweden)
Abstract:We present the synthesis and photophysical characterisation of a series of structurally diverse, fluorescent 2,6,8‐trisubstituted 3‐hydroxychromone derivatives with high fluorescence quantum yields and molar extinction coefficients. Two of these derivatives ( 9 and 10 a ) have been studied as fluorophores for cellular imaging in HeLa cells and show excellent permeability and promising fluorescence properties in a cellular environment. In addition, we have demonstrated by photophysical characterisation of 3‐isobutyroxychromone derivatives that esterification of the 3‐hydroxyl group results in acceptable and useful fluorescence properties.
Keywords:cellular imaging  excited‐state intramolecular proton transfer (ESIPT)  fluorescence  fluorophores  hydroxychromones
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