Applying styryl quinolinium fluorescent probes for imaging of ribosomal RNA in living cells

Abed Saady, Eli Varon, Avi Jacob, Yaron Shav-Tal, Bilha Fischer

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

The detection of subcellular domains in cells can be obtained by specific fluorescent markers. Here we report the use of styryl quinolinium dyes that selectively stain ribosomal RNA (rRNA) in nucleoli and in the cytoplasm of mammalian cells. Specifically, we synthesized a series of 1-methyl-4-(substituted) styryl-quinolinium derivatives, 12a–l. We developed highly efficient microwave-assisted synthesis which prevents the formation of side-products, leading to the products in yields greater than 90%. Compounds 12c-f and 12i in various solvents exhibited maximum absorbance at 500–660 nm, molar extinction coefficient of 25400–49000 M−1cm−1, and emitted at 630–715 nm. Dyes 12a–l are highly photochemically stable. Dye 12e specifically stained nucleoli and the cytoplasm and is non-toxic. Various tests showed the markedly higher affinity of the dye for rRNA. We demonstrate that 12e is an attractive staining reagent for visualizing and assessing rRNA in both fixed and living cells.

Original languageEnglish
Article number107986
JournalDyes and Pigments
Volume174
DOIs
StatePublished - Mar 2020

Bibliographical note

Publisher Copyright:
© 2019 Elsevier Ltd

Keywords

  • Flow cytometry
  • Fluorescence
  • Knoevenagel condensation
  • Live cells
  • Microscopy
  • Microwave chemistry
  • Styryl quinolinium dyes

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