Hydrophilic, Red‐Emitting, and Thermally Activated Delayed Fluorescence Emitter for Time‐Resolved Luminescence Imaging by Mitochondrion‐Induced Aggregation in Living Cells. Issue 5 (13th January 2019)

• Record Type: Journal Article
• Authors: Ni, Fan; Zhu, Zece; Tong, Xiao; Zeng, Weixuan; An, Kebin; Wei, Danqing; Gong, Shaolong; Zhao, Qiang; Zhou, Xiang; Yang, Chuluo
• Is Part Of: Advanced science. Volume 6:Issue 5(2019)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2019-01-13
• Subjects: aggregation‐induced delayed fluorescence enhancement -- mitochondria‐specific imaging -- thermally activated delayed fluorescence -- time‐resolved luminescence imaging; Science -- Periodicals; 505
• DOI: 10.1002/advs.201801729
• Languages: English
• ISSNs: 2198-3844

Abstract

Abstract: Thermally activated delayed fluorescence (TADF) materials have provided new strategies for time‐resolved luminescence imaging (TRLI); however, the development of hydrophilic TADF luminophores for specific imaging in cells remains a substantial challenge. In this study, a mitochondria‐induced aggregation strategy for TRLI is proposed with the design and utilization of the hydrophilic TADF luminophore ((10‐(1, 3‐dioxo‐2‐phenyl‐2, 3‐dihydro‐1H‐benzo[de]isoquinolin‐6‐yl)‐9, 9‐dimethyl‐9, 10‐dihydroacridin‐2‐yl)methyl)triphenylphosphonium bromide(NID‐TPP) . Using a nonconjugated linker to introduce a triphenylphosphonium (TPP + ) group into the 6‐(9, 9‐dimethylacridin‐10(9 H )‐yl)‐2‐phenyl‐1H‐benzo[ de ]isoquinoline‐1, 3(2 H )‐dione(NID) TADF luminophore preserves the TADF emission ofNID‐TPP .NID‐TPP shows clear aggregation‐induced delayed fluorescence enhancement behavior, which provides a practical strategy for long‐lived delayed fluorescence emission in an oxygen‐containing environment. Finally, the designed mitochondrion‐targeting TPP + group inNID‐TPP induces the adequate accumulation ofNID‐TPP and results in the first reported TADF‐based time‐resolved luminescence imaging and two‐photon imaging of mitochondria in living cells. Abstract : A hydrophilic, red‐emitting emitter NID‐TPP is constructed by using a nonconjugated linker to introduce a triphenylphosphonium group into the hydrophobic thermally activated delayed fluorescence emitter 6‐(9, 9‐dimethylacridin‐10(9 H )‐yl)‐2‐phenyl‐1H‐benzo[ de ]isoquinoline‐1, 3(2 H )‐dione(NID) . ((10‐(1, 3‐dioxo‐2‐phenyl‐2, 3‐dihydro‐1H‐benzo[de]isoquinolin‐6‐yl)‐9, 9‐dimethyl‐9, 10‐dihydroacridin‐2‐yl)methyl)triphenylphosphonium bromide(NID‐TPP) demonstrates obvious aggregation‐induced delayed fluorescence enhancement behavior, and its application for specific time‐resolved luminescence imaging by mitochondria‐induced aggregation in living cells is conducted.