RESUMO
A robust lipophilic dye, based on the structures of the benzothiadiazole heterocycle, was shown to be a potent fluorescent stain for the selective imaging of lipid droplets (LDs) within both live and fixed human cells. Its small molecular framework, large Stokes shift, and vastly improved photostability over that of the current status quo, Nile Red, highlight its tremendous potential as a versatile chemical tool for facilitating LD imaging and research.
Assuntos
Corantes Fluorescentes/química , Gotículas Lipídicas/metabolismo , Tiadiazóis/química , Células HeLa , Humanos , Gotículas Lipídicas/química , Coloração e Rotulagem/métodosRESUMO
An unexpected nucleophilic aromatic substitution lead to a novel benzothiadiazole scaffold that bore the functional group pattern associated with benzyl-type photocleavable protecting groups. The new molecules display efficient photochemical release of leaving groups with blue light. The performance of both ortho- and meta-substituted derivatives was probed through both structural manipulation and computational metrics to improve performance.
RESUMO
A new class of push-pull dyes based on the reactive isobenzofuran core have been synthesized. The new dyes have a smaller HOMO-LUMO gap than a related class of dyes based on benzofurazan and allow for isolation of structural factors that contribute to environmental sensitivity. Experimental and theoretical evidence implicate different photophysical processes are responsible for a reversal of emissive behavior that is observed between isobenzofuran and benzofurazan analogues.