Near‐Infrared Phosphorescent Switch of Diarylethene Phenylpyridinium Derivative and Cucurbit[8]uril for Cell Imaging

Near‐infrared (NIR) pure organic room‐temperature phosphorescence (RTP) materials have received growing research interest due to their wide application in the fields of high‐resolution bioimaging and luminescent materials. In this work, the authors report a macrocycle‐confined pure organic RTP supra...

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Published in:Small (Weinheim an der Bergstrasse, Germany) Germany), 2022-05, Vol.18 (21), p.e2201821-n/a
Main Authors: Wang, Conghui, Liu, Yao‐Hua, Liu, Yu
Format: Article
Language:English
Subjects:
Bridged-Ring Compounds
cucurbituril
Diagnostic Imaging
diarylethene
Heterocyclic Compounds, 2-Ring
Imidazoles
Imidazolidines
Luminescence
macrocycle
Macrocyclic Compounds
near‐infrared
phosphorescence
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Summary:Near‐infrared (NIR) pure organic room‐temperature phosphorescence (RTP) materials have received growing research interest due to their wide application in the fields of high‐resolution bioimaging and luminescent materials. In this work, the authors report a macrocycle‐confined pure organic RTP supramolecular assembly, which is constructed by diarylethene phenylpyridinium derivative (DTE‐TP) and cucurbit[8]uril (CB[8]). Compared with CB[6] and CB[7], the larger cavity of CB[8] induces molecular folding and enhances the intramolecular charge transfer interactions, which leads to the obtained assembly emitting efficient NIR phosphorescence at 700 nm. Due to the photochromism of the diarylethene core, the NIR phosphorescence is reversibly regulated by light irradiation at wavelengths of 365 and >600 nm. Furthermore, cell‐based experiments show that this supramolecular assembly is located in the lysosomes and displays a NIR phosphorescence at 650–750 nm. In addition, by means of phosphorescence resonance energy transfer, the obtained assembly exhibits a red‐shifted NIR emission at 817 nm. This supramolecular phosphorescent switch provides a convenient path for the modular design of water‐soluble pure organic room‐temperature NIR phosphorescent materials. Cucurbit[8]uril induces the folding of a diarylethene phenylpyridinium derivative to form a macrocycle‐confined supramolecular pure organic room‐temperature phosphorescence switch, which not only displays NIR emission at 700 nm, but is also successfully applied in photo‐controlled lysosome‐targeted cell imaging.
ISSN:1613-6810
1613-6829
DOI:10.1002/smll.202201821