Detection of Lysosome by a Fluorescent Heterocycle: Development of Fused Pyrido–Imidazo–Indole Framework via Cu-Catalyzed Tandem N‑Arylation
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-dire...
Gespeichert in:
Veröffentlicht in: | Journal of organic chemistry 2018-11, Vol.83 (21), p.13011-13018 |
---|---|
Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | 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. |
---|---|
ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.8b01513 |