Core remodeling leads to long wavelength fluoro-coumarins.

Chemical Science
Siddharth S MatikondaMartin J Schnermann

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.

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Apr 11, 2020·The Journal of Organic Chemistry·Siddharth S MatikondaMartin J Schnermann

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Citations

Nov 10, 2021·Organic Letters·Donald R CaldwellMartin J Schnermann
Oct 23, 2021·Photochemistry and Photobiology·Harrison C DalyMartin J Schnermann

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Methods Mentioned

BETA
confocal microscopy

Software Mentioned

Selectfluor

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