Issue 28, 2020

Core remodeling leads to long wavelength fluoro-coumarins

Abstract

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.

Graphical abstract: Core remodeling leads to long wavelength fluoro-coumarins

Supplementary files

Article information

Article type
Edge Article
Submitted
06 may. 2020
Accepted
22 jun. 2020
First published
03 jul. 2020
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2020,11, 7302-7307

Core remodeling leads to long wavelength fluoro-coumarins

S. S. Matikonda, J. Ivanic, M. Gomez, G. Hammersley and M. J. Schnermann, Chem. Sci., 2020, 11, 7302 DOI: 10.1039/D0SC02566F

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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