Ratiometric fluorescent probe with AIE property for monitoring endogenous hydrogen peroxide in macrophages and cancer cells

Abstract

Hydrogen peroxide (H2O2) plays a key role in the progression of human illnesses, such as autoimmune and auto-inflammatory diseases, infectious diseases, diabetes, and cancer, etc. In this work, we have discribed a novel probe, TPE-TLE, which remarkably displayed AIE property and ratiometric fluorescence emission profiles in the presence of H2O2. This ratiometric fluorescent probe with AIE property exhibits outstanding features such as the well-resolved emission peaks, high sensitivity, high selectivity, low cytotoxicity, and good cell-membrane permeability. These excellent attributes enable us to demonstrate the ratiometric imaging of endogenously produced H2O2 in macrophages and cancer cells based on the novel ratiometric probe with AIE property for the first time. By comparing two kinds of cells, it is firstly found that cancer cells should contain much more endogenous H2O2 than macrophages. We expect that TPE-TLE will be useful fluorescent platform for the development of a variety of ratiometric fluorescent probes with AIE property to achieve unique biological applications.

Endoplasmic Reticulum-Directed Ratiometric Fluorescent Probe for Quantitive Detection of Basal H2O2

“…The specificity of α-Naph toward H 2 O 2 was evaluated. The probe was incubated with various reactive oxygen species (ROSs), reactive nitrogen species (RNSs), and reactive sulfur species (RSSs), including 1 O 2 , ONOO – , ClO – , NO, tert -butyl hydroperoxide (TBHP), • OH, O 2 •– , cysteine (Cys), glutathione (GSH), hydrogen sulfide (H 2 S), and homocysteine (Hcy), which may interfere in sulfonic ester- or boronate-based probes. − As can be seen, only H 2 O 2 induces a dramatic fluorescence enhancement, while other ROSs, RNSs, and RSSs trigger limited changes (Figure ). Additionally, other biologically relevant species, including cations (Na + , K + , Ca 2+ , Zn 2+ , Cu 2+ , Co 2+ , Mg 2+ , Fe 2+ , and Fe 3+ ) and anions (NO 3 – , NO 2 – , CH 3 COO – , S 2 O 3 2– , PO 4 3– , CO 3 2– , SO 3 2– , and SO 4 2– ), do not cause any changes of the fluorescence intensity (Figure S3, Supporting Information).…”

A Monochromophoric Approach to Succinct Ratiometric Fluorescent Probes without Probe-Product Crosstalk

“…Based on excited-state intramolecular proton transfer (ESIPT), elegant ratiometric probes were reported. 30,31 Yet, their disadvantage is the low-fluorescence quantum yield of ESIPT-type fluorophores. The limitations of the existing approaches for ratiometric probes prompted us to develop alternative design principles.…”

Hydrogen Peroxide-Responsive AIE Probe for Imaging-Guided Organelle Targeting and Photodynamic Cancer Cell Ablation

“…[25][26][27][28] To date, several works have been reported to implement a "turn -on" fluorescence by utilizing AIE bioprobe to selectively react with H2O2 and achieve aggregatio n-induced emission in cytoplasm or specific organelles. [29][30][31][32] Moreover , reasonable regulation of energy in the excited state enables AIE bioprobe to image H2O2 in living cells and simultaneously ablate cancer cells by photodynamic therapy (PDT) and photothe rmal therapy (PTT). 33,34 However, rar e research has focus on the real-time monitoring of H2O2 and visualizing dynamic change of organelles, especially for the mitochondria, in the process of PDT.…”