Issue 48, 2016

Fluorescent flavonoids for endoplasmic reticulum cell imaging

Abstract

Visualization of subcellular organelles in vivo is critical for basic biomedical research and clinical applications. Two new flavonoids with an amide substituent were synthesized and characterized. The flavonoids were nearly non-fluorescent in aqueous environment, but exhibited two emission peaks (one λem at 495–536 nm and the other at 570–587 nm) in organic solvents, which were assigned to the excited normal (N*) and tautomer (T*) emission. When the dyes were examined on oligodendrocyte cells, they were found to selectively accumulate in the endoplasmic reticulum (ER), a eukaryotic organelle involved in lipid and protein synthesis, giving fluorescence turn-on. The ER-selective flavonoids could be a valuable tool due to its low molecular mass (<500), large Stokes' shift, low toxicity, and biocompatibility.

Graphical abstract: Fluorescent flavonoids for endoplasmic reticulum cell imaging

Supplementary files

Article information

Article type
Paper
Submitted
20 Sep 2016
Accepted
16 Nov 2016
First published
23 Nov 2016

J. Mater. Chem. B, 2016,4, 7902-7908

Fluorescent flavonoids for endoplasmic reticulum cell imaging

L. McDonald, B. Liu, A. Taraboletti, K. Whiddon, L. P. Shriver, M. Konopka, Q. Liu and Y. Pang, J. Mater. Chem. B, 2016, 4, 7902 DOI: 10.1039/C6TB02456D

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