4.7 Article

Detection of Lysosome by a Fluorescent Heterocycle: Development of Fused Pyrido-Imidazo-Indole Framework via Cu-Catalyzed Tandem N-Arylation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 21, Pages 13011-13018

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b01513

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Funding

  1. CSIR [ESC0103, HCP010]
  2. DBT [GAP 346]
  3. DST [GAP 336, GAP 339]
  4. UGC
  5. J.C. Bose National Fellowship
  6. DBT

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Fluorescent active small molecules for organelle-specific bioimaging are in great demand. We synthesized 20 different pyrido-imidazo-indole fused heterocycles (6-5-5-6 ring) via copper catalyzed tandem N-arylation reaction in moderate to good yields. Due to decent fluorescent property, lysosome-directing moieties were attached on two of these heterocycles. Delightfully, those molecules tracked lysosome with bright blue fluorescence and colocalized with a known lysosome marker (Lysotracker Red) in human/murine cells. Therefore, it may be considered as a rapid (10 min) lysosome staining probe.

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