Recent years have witnessed the significant role of anion-π interactions in many areas, which potentially brings the opportunity for the development of aggregation-induced emission (AIE) systems. Here, a new strategy that utilized anion-π interactions to block detrimental π-π stacking was first proposed to develop inherent-charged AIE systems. Two AIE-active luminogens, namely, 1,2,3,4-tetraphenyloxazolium (TPO-P) and 2,3,5-triphenyloxazolium (TriPO-PN), were successfully synthesized. Comprehensive techniques such as single-crystal analysis, theoretical calculation, and conductivity measurement were used to illustrate the effects of anion-π interactions on the AIE feature. Their analogues tetraphenylfuran (TPF) and 2,4,5-triphenyloxazole (TriPO-C) without anion-π interactions suffered from the aggregation-caused emission quenching in the aggregate state, demonstrating the important role of anion-π interactions in suppressing π-π stacking. TriPO-PN was biocompatible and could specifically target lysosome in fluorescence turn-on and wash-free manners. This suggested that it was a promising contrast agent for bioimaging.
Lipid droplets are highly associated with obesity, diabetes, inflammatory disorders and cancer. A reliable two-photon dye for specific lipid droplets imaging in live cells and live tissues at ultra-low concentration has rarely been reported. In this work, four new aggregation-induced emission luminogens (AIEgens) based on the naphthalene core were designed and synthesized for specific two-photon lipid droplets staining. The new molecules, namely NAP AIEgens, exhibit large Stokes shift (>110 nm), high solid-state fluorescence quantum yield (up to 30%), good two-photon absorption cross section (45-100 GM at 860 nm), high biocompatibility and good photostability. They could specifically stain lipid droplets at ultra-low concentration (50 nM) in a short time of 15 min. Such ultra-low concentration is the lowest value for lipid droplets staining in live cells reported so far. In vitro and ex vivo two-photon imaging of lipid droplets in live cells and live mice liver tissues were successfully demonstrated. In addition, selective visualization of lipid droplets in live mice liver tissues could be achieved at a depth of about 70 μm. These excellent properties render them as promising candidates for investigating lipid droplets-associated physiological and pathological processes in live biological samples.
The intrinsically sluggish kinetics of oxygen reduction reaction (ORR) and overuse of expensive and unstable Pt-based catalysts have severely hampered the development of clean energy technologies. Herein, a type of...
Tumor hypoxia seriously impairs the therapeutic outcomes of type II photodynamic therapy (PDT), which is highly dependent upon tissue oxygen concentration. Herein, a facile strategy of acceptor planarization and donor rotation is proposed to design type I photosensitizers (PSs) and photothermal reagents. Acceptor planarization can not only enforce intramolecular charge transfer to redshift NIR absorption but also transfer the type of PSs from type II to type I photochemical pathways. Donor rotation optimizes photothermal conversion efficiency (PCE). Accordingly, three 3,6-divinylsubstituted diketopyrrolopyrrole (DPP) derivatives, 2TPAVDPP, TPATPEVDPP, and 2TPEVDPP, with different number of rotors were prepared. Experimental results showed that three compounds were excellent type I PSs, and the corresponding 2TPEVDPP nanoparticles (NPs) with the most rotors possessed the highest PCE. The photophysical properties of 2TPEVDPP NPs are particularly suitable for in vivo NIR fluorescence imaging-guided synergistic PDT/PTT therapy. The proposed strategy is helpful for exploiting type I phototherapeutic reagents with high efficacy for synergistic PDT and PTT.
An aggregation induced emission (AIE) based bioimaging probe, TPE-Gal, was designed for light-up imaging of β-galactosidase in living cells. The applicability of TPE-Gal in imaging endogenous β-galactosidase activity was confirmed in OVCAR-3 cells.
Many aggregation-induced emission
(AIE) materials are featured
by the diphenylethene (DPE) moiety which exhibits rich photophysical
and photochemical activities. The understanding of these activities
behind AIE is essential to guide the design of fluorescent materials
with improved performance. Herein by fusing a flexible DPE with a
rigid spiro scaffold, we report a class of novel deep-blue material
with solid-state fluorescent quantum yield (ΦF) up
to 99.8%. Along with the AIE phenomenon, we identified a reversible
photocyclization (PC) on DPE with visible chromism, which is, on the
contrary, popularized in solutions but blocked by aggregation. We
studied the steric and electronic effects of structural perturbation
and concluded that the PC is a key process behind the RIMs (restriction
of intramolecular motions) mechanism for these materials. Mitigation
of the PC leads to enhanced fluorescence in solutions and loss of
the AIE characteristics.
A positively charged multifunctional AIEgen was developed for selective imaging and photodynamic killing of cancer cells as well as Gram-positive bacteria.
Carbon
monoxide (CO) is a significant gasotransmitter that naturally
modulates inflammatory responses. Visualization of CO in situ would help to reveal its physiological/pathological functions. Unfortunately,
most existing CO fluorescent probes show aggregation-caused quenching
(ACQ) properties. Herein, we report the reaction-based fluorescent
probe (BTCV-CO) with aggregation-induced emission (AIE) characteristics
for CO detection and imaging. This ratiometric AIE probe showed excellent
stability, high sensitivity (detection limit of 30.8 nM), and superior
selectivity. More importantly, this CO-responsive AIE probe could
be facilely designed and easily obtained by two-step synthesis with
high yield, providing an easy-to-handle AIE toolbox for real-time
visualization of CO in a living system.
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