ja408093p_si_002.mpg (4.58 MB)
Multicomponent Reactions for de Novo Synthesis of BODIPY Probes: In Vivo Imaging of Phagocytic Macrophages
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posted on 2016-02-18, 13:16 authored by Ana Vázquez-Romero, Nicola Kielland, María
J. Arévalo, Sara Preciado, Richard J. Mellanby, Yi Feng, Rodolfo Lavilla, Marc VendrellMulticomponent reactions
are excellent tools to generate complex
structures with broad chemical diversity and fluorescent properties.
Herein we describe the adaptation of the fluorescent BODIPY scaffold
to multicomponent reaction chemistry with the synthesis of BODIPY
adducts with high fluorescence quantum yields and good cell permeability.
From this library we identified one BODIPY derivative (PhagoGreen)
as a low-pH sensing fluorescent probe that enabled imaging of phagosomal
acidification in activated macrophages. The fluorescence emission
of PhagoGreen was proportional to the degree of activation of macrophages
and could be specifically blocked by bafilomycin A, an inhibitor of
phagosomal acidification. PhagoGreen does not impair the normal functions
of macrophages and can be used to image phagocytic macrophages in vivo.
