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Core remodeling leads to long wavelength fluoro-coumarins

  1. Author:
    Matikonda,Siddharth
    Ivanic,Joseph
    Gomez, Miguel
    Hammersley, Gabrielle
    Schnermann,Martin

  2. Author Address

    NCI, Chem Biol Lab, Ctr Canc Res, NIH, Frederick, MD 21702 USA.Frederick Natl Lab Canc Res, Adv Biomed Computat Sci, Frederick, MD 21702 USA.
    1. Year: 2020
    2. Date: JUL 28
    3. Epub Date: 2020 07 03
  2. Journal: CHEMICAL SCIENCE
  3. ROYAL SOC CHEMISTRY,
    1. 11
    2. 28
    3. Pages: 7302-7307
  5. Type of Article: Article
  6. ISSN: 2041-6520
  1. 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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External Sources

  1. View Full Text
  2. DOI: 10.1039/d0sc02566f
  3. PMID: 34123014
  4. PMCID: PMC8159424
  5. View record in Web of Science®
  6. WOS: 000550969100029

Library Notes

  1. Fiscal Year: FY2019-2020
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