Supramolecular Assembly of TPE‐Based Glycoclusters with Dicyanomethylene‐4H‐pyran (DM) Fluorescent Probes Improve Their Properties for Peroxynitrite Sensing and Cell Imaging

Two red‐emitting dicyanomethylene‐4H‐pyran (DM) based fluorescent probes were designed and used for peroxynitrite (ONOO−) detection. Nevertheless, the aggregation‐caused quenching effect diminished the fluorescence and restricted their further applications. To overcome this problem, tetraphenylethyl...

Full description

Saved in:
Bibliographic Details
Published in:Chemistry : a European journal 2020-11, Vol.26 (63), p.14445-14452
Main Authors: Dong, Lei, Fu, Mengqi, Liu, Lifang, Han, Hai‐Hao, Zang, Yi, Chen, Guo‐Rong, Li, Jia, He, Xiao‐Peng, Vidal, Sébastien
Format: Article
Language:English
Subjects:
Assembly
cell imaging
Chemistry
Fluorescence
Fluorescent Dyes - chemistry
Fluorescent Dyes - standards
Fluorescent indicators
glycoclusters
Glycoconjugates - chemistry
Optical Imaging - methods
Peroxynitrite
peroxynitrite detection
Peroxynitrous Acid - analysis
Probes
Pyrans - chemistry
Selectivity
self-assembly
Stilbenes - chemistry
tetraphenylethylene
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Two red‐emitting dicyanomethylene‐4H‐pyran (DM) based fluorescent probes were designed and used for peroxynitrite (ONOO−) detection. Nevertheless, the aggregation‐caused quenching effect diminished the fluorescence and restricted their further applications. To overcome this problem, tetraphenylethylene (TPE) based glycoclusters were used to self‐assemble with these DM probes to obtain supramolecular water‐soluble glyco‐dots. This self‐assembly strategy enhanced the fluorescence intensity, leading to an enhanced selectivity and activity of the resulting glyco‐dot comparing to DM probes alone in PBS buffer. The glyco‐dots also exhibited better results during fluorescence sensing of intracellular ONOO− than the probes alone, thereby offering scope for the development of other similar supramolecular glyco‐systems for chemical biological studies. Self‐assembly of TPE‐based glycoclusters with fluorogenic probes allowed for the detection of peroxynitrite in vitro and in cell assays through the recovery of proper water solubility and fluorescence emission.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.202002772