Low molecular weight, uncharged far-red and NIR dyes would be enabling for a range of imaging applications. Rational redesign of the coumarin scaffold leads to Fluoro-Coumarins (FCs), the lowest molecular weight dyes with emission maxima beyond 700, 800, and 900 nm. FCs display large Stokes shifts and high environmental sensitivity, with a 40-fold increase in emission intensity in hydrophobic solvents. Untargeted variants exhibit selective lipid droplet and nuclear staining in live cells. Furthermore, sulfo-lipid derivatization enables active targeting to the plasma membrane. Overall, these studies report a promising platform for the development of biocompatible, context-responsive imaging agents. This journal is
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Matikonda, S. S., Ivanic, J., Gomez, M., Hammersley, G., & Schnermann, M. J. (2020). Core remodeling leads to long wavelength fluoro-coumarins. Chemical Science, 11(28), 7302–7307. https://doi.org/10.1039/d0sc02566f