Quinone-Derived π-Extended Phenazines as New Fluorogenic Probes for Live-Cell Imaging of Lipid Droplets

Frontiers in Chemistry

Guilherme F. de Lima¹  Eufrânio N. da Silva Júnior¹  Gleiston G. Dias¹  Carlos A. de Simone²  Fabio de Moliner³  Marc Vendrell³  Aaron King³ 

[1] Institute of Exact Sciences, Department of Chemistry, Federal University of Minas Gerais, Belo Horizonte, Brazil;Institute of Physics, University of São Paulo, São Carlos, Brazil;Medical Research Council Centre for Inflammation Research, The University of Edinburgh, Edinburgh, United Kingdom;

关键词: fluorescence;    lapachones;    bioimaging;    phenazines;    lipids;   

DOI  :  10.3389/fchem.2018.00339

来源: DOAJ

【 摘 要 】

We describe a new synthetic methodology for the preparation of fluorescent π-extended phenazines from the naturally-occurring naphthoquinone lapachol. These novel structures represent the first fluorogenic probes based on the phenazine scaffold for imaging of lipid droplets in live cells. Systematic characterization and analysis of the compounds in vitro and in cells led to the identification of key structural features responsible for the fluorescent behavior of quinone-derived π-extended phenazines. Furthermore, live-cell imaging experiments identified one compound (P1) as a marker for intracellular lipid droplets with minimal background and enhanced performance over the lipophilic tracker Nile Red.

【 授权许可】

Unknown