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Conformationally restrained pentamethine cyanines and use in reductive single molecule localization microscopy

  1. Author:
    Matikonda,Siddharth
    Götz, Ralph
    McLaughlin,Ryan
    Sauer, Markus
    Schnermann,Martin
  2. Author Address

    Chemical Biology Laboratory, Center for Cancer Research, National Cancer Institute, National Institutes of Health, Frederick, MD, United States., Department of Biotechnology and Biophysics, Biocenter, Julius Maximilian University W 252;rzburg, W 252;rzburg, Germany., Chemical Biology Laboratory, Center for Cancer Research, National Cancer Institute, National Institutes of Health, Frederick, MD, United States. Electronic address: schnermannmj@mail.nih.gov.,
    1. Year: 2020
    2. Epub Date: 2020 06 15
  1. Journal: Methods in enzymology
    1. 641
    2. Pages: 225-244
  2. Type of Article: Article
  3. ISSN: 0076-6879
  1. Abstract:

    Pentamethine cyanines are a class of far-red fluorophores that find extensive use in single-molecule localization microscopy (SMLM), as well as a broad range of other techniques. A drawback of this scaffold is its relatively low quantum yields, which is due to excited state deactivation via trans-to-cis chromophore isomerization. Here we describe a synthetic strategy to improve the photon output of these molecules. In the key synthetic transformation, a protected dialdehyde precursor undergoes a cascade reaction that forms a tetracyclic ring system. The resulting conformationally restrained analogs exhibit improved fluorescence quantum yield and extended fluorescence lifetimes. These properties, together with their ability to efficiently recover from hydride reduction, enable a uniquely simple form of single-molecule localization microscopy (SMLM). © 2020 Elsevier Inc. All rights reserved.

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External Sources

  1. DOI: 10.1016/bs.mie.2020.04.042
  2. PMID: 32713524
  3. WOS: 000556316000011
  4. PII : S0076-6879(20)30170-1

Library Notes

  1. Fiscal Year: FY2019-2020
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