UNIGE document Scientific Article
previous document  unige:80718  next document
add to browser collection
Title

Selective Imaging of Late Endosomes with a pH-Sensitive Diazaoxatriangulene Fluorescent Probe

Authors show hidden authors show all authors [1 - 9]
Published in Journal of the American Chemical Society. 2016, vol. 138, no. 6, p. 1752-1755
Abstract Late endosomes are a major trafficking hub in the cell at the crossroads between endocytosis, autophagy, and degradation in lysosomes. Herein is disclosed the first small molecule allowing their selective imaging and monitoring in the form of a diazaoxatriangulene fluorophore, 1a (hexadecyl side chain). The compound is prepared in three steps from a simple carbenium precursor. In nanospheres, this pH-sensitive (pKa = 7.3), photochemically stable dye fluoresces in the red part of visible light (601 and 578 nm, acid and basic forms, respectively) with a quantum yield between 14 and 16% and an excited-state lifetime of 7.7–7.8 ns. Importantly, the protonated form 1a·H+ provokes a specific staining of late endosome compartments (pH 5.0–5.5) after 5 h of incubation with HeLa cells. Not surprisingly, this late endosome marking depends on the intra-organelle pH, and changing the nature of the lipophilic chain provokes a loss of selectivity. Interestingly, fixation of the fluorophore is readily achieved with paraformaldehyde, giving the possibility to image both live and fixed cells.
Identifiers
Full text
Article (Published version) (2.3 MB) - document accessible for UNIGE members only Limited access to UNIGE
Other version: http://pubs.acs.org/doi/abs/10.1021/jacs.5b09972
Structures
Research groups Groupe Lacour
Groupe Gruenberg
Groupe Vauthey
Groupe Bakker
Citation
(ISO format)
WALLABREGUE, Antoine et al. Selective Imaging of Late Endosomes with a pH-Sensitive Diazaoxatriangulene Fluorescent Probe. In: Journal of the American Chemical Society, 2016, vol. 138, n° 6, p. 1752-1755. https://archive-ouverte.unige.ch/unige:80718

131 hits

5 downloads

Update

Deposited on : 2016-02-17

Export document
Format :
Citation style :