Near-infrared Fluorescence Emission Research Articles

Peroxynitrite-Responsive Near-Infrared Fluorescent Imaging Guided Synergistic Chemo-Photodynamic Therapy via Biomimetic Metal-Organic Frameworks.

Peroxynitrite (ONOO-) plays a crucial role in maintaining cellular redox homeostasis and regulating diffusive processes, cellular transport, and signal transduction. Extensive studies have revealed that increased ONOO- levels during tumor progression are associated with heightened levels of oxidative stress. However, current methods lack noninvasive visualization, immediate reporting, and highly sensitive fluorescence sensing. In light of this, we have designed a biomimetic fluorescent nanoplatform, named Z-C-T@CM, for peroxynitrite-responsive near-infrared fluorescent imaging guided cancer treatment. The nanoplatform comprises tetrakis(4-carboxyphenyl) porphyrin (TCPP) and curcumin (CCM) encapsulated within a zeolitic imidazolate framework-8 (ZIF-8), which is coated with a mouse breast cancer cell membrane for enhanced biocompatibility and targeting, while evading immune clearance. In vitro experimental results demonstrate that the as-prepared nanoplatform exhibits enhanced near-infrared fluorescence emission upon exposure to ONOO-, indicating a significant potential for noninvasive in vivo imaging of ONOO- during tumor progression. Additionally, Z-C-T@CM readily degrades in the tumor microenvironment, releasing TCPP and CCM, enabling a synergistic chemo-photodynamic therapy with near-infrared illumination. Further investigations indicate that Z-C-T@CM efficiently stimulates a tumor immune response and facilitates therapeutic efficiency. Collectively, this work introduces a novel noninvasive strategy for ONOO- detection, shedding new light on the integration of cancer diagnosis and efficient treatment.

Tumor microenvironment-based smart beacon drug delivery system for in situ visualization of tumor therapy

Real-time monitoring of the effectiveness of tumor-targeted drugs is crucial for assessing their impact. To address this need, we developed a beacon drug delivery system, MDB, which incorporates tumor targeting, anti-tumor effects, and near-infrared fluorescence emission for on-site visualization of tumor therapy. In non-cancerous cells, MDB remains inactive as a prodrug but is selectively activated within tumor cells when the borate ester group reacts with H2O2 in the tumor microenvironment (TME), releasing the beacon drug MDBRe. MDBRe can down-regulate the expression of the protein heme oxygenase 1 (HO-1), ultimately disrupting the mitochondrial energy supply system and leading to tumor cell death. It also emits near-infrared fluorescence for drug tracking under structured illumination microscopy (SIM). Both in vitro and in vivo experiments confirm the effective delivery of MDBRe by MDB to H2O2-enriched tumor tissues, resulting in a potent anti-tumor effect, visualization of drug distribution in tumors, and monitoring of therapy progress. In conclusion, our approach presents a novel method for targeted drug delivery to tumors and enables real-time visual monitoring of the treatment process.

A Deep-Red Emissive Sulfur-Doped Double [7]Helicene Photosensitizer: Synthesis, Structure and Chiral Optical Properties.

Doping of polycyclic conjugated hydrocarbons (PCHs) with sulfur atoms is becoming more and more important as a means of creating unique functional materials. Recently, thiophene-containing multiple helicenes have garnered enormous attention due to their intriguing electronic and (chir)optical properties compared with carbohelicenes. However, the efficient synthesis of thiopyran-containing multiple helicenes and the underlying sulfur doping mechanisms are rather unexplored. Herein, the synthesis and structural analysis of a thiopyran-containing double [7]helicene 3 are reported. X-ray crystallographic analysis reveals 3 and its dication with C2-symmetric propeller-shape structures and compact interactions in the solid state. 3 exhibits deep-red to near-infrared (NIR) fluorescence emission. Tunable aromaticity of the central benzene ring and thiopyran rings is found by chemical oxidation, which is further confirmed by nucleus-independent chemical shift (NICS), anisotropy of the induced current density (ACID) and harmonic oscillator model of aromaticity (HOMA) analysis. Furthermore, the chiral and photosensitizing characters of 3 are investigated. The excellent deep-red to NIR fluorescence, circularly polarized luminescence (CPL) and photosensitizing activities suggest that 3 can be used as an outstanding photosensitizer in photodynamic therapy (PDT) and bioimaging, especially paving the way for future CPL-PDT and CPL-bio-probe applications.

Interstitial Optical Fiber-Mediated Multimodal Phototheranostics Based on an Aggregation-Induced NIR-II Emission Luminogen for Orthotopic Breast Cancer Treatment.

One-for-all phototheranostics based on a single molecule is recognized as a convenient approach for cancer treatment, whose efficacy relies on precise lesion localization through multimodal imaging, coupled with the efficient exertion of phototherapy. To unleash the full potential of phototheranostics, advancement in both phototheranostic agents and light delivery methods is essential. Herein, an integrated strategy combining a versatile molecule featuring aggregation-induced emission, namely tBuTTBD, with a modified optical fiber to realize comprehensive tumor diagnosis and "inside-out" irradiation in the orthotopic breast tumor, is proposed for the first time. Attributed to the intense donor-acceptor interaction, highly distorted conformation, abundant molecular rotors, and loose intermolecular packing upon aggregation, tBuTTBD can synchronously undergo second near-infrared (NIR-II) fluorescence emission, photothermal and photodynamic generation under laser irradiation, contributing to a trimodal NIR-II fluorescence-photoacoustic (PA)-photothermal imaging-guided phototherapy. The tumor treatment is further carried out following the insertion of a modified optical fiber, which is fabricated by splicing a flat-end fiber with an air-core fiber. This configuration aims to enable effective in situ phototherapy by maximizing energy utilization for therapeutic benefits. This work not only enriches the palette of NIR-II phototheranostic agents but also provides valuable insight for exploring an integrated phototheranostic protocol for practical cancer treatment.

Imaging of intracellular mitochondrial membrane potential with a highly photostable NIR fluorescent probe

Mitochondrial membrane potential (ΔΨm) participated in important physiological processes such as ATP synthesis, ion exchange, and plays an important role in maintaining normal life activities of cells. Herein, we synthesized a fluorescent probe EDXB (3-ethyl-2-(2-(6-methoxy-2,3-dihydro-1H-xanthen-4-yl) vinyl) benzothiazol-3-ium iodide) with positive charge, which targets mitochondria by electrostatic attraction. The probe has twisted intramolecular charge transfer (TICT) characteristics, resulting in near-infrared fluorescence emission enhanced with the increase of viscosity, when the probe falls off from the mitochondrial membrane to the low-viscosity cytoplasmic aqueous phase, the fluorescence emission intensity is weakened. Therefore, the EDXB exhibited favorable targeting. In addition, EDXB also has good anti-bleaching and pH stability, which enables it to accurately feedback the change of ΔΨm. In the experiment, the intracellular imaging of EDXB certificated mitochondrial depolarization (decrease of ΔΨm) during various cell injury events including cell inflammation, apoptosis and mitophagy. We expect EDXB to be a useful tool for the analysis of ΔΨm changes.

A New Technology for Industrial Strain Mapping Using Single-Wall Carbon Nanotube Sensors

Measurements of mechanical strain are widely used in heavy industry to design and test new structures and to ensure the safety of installed infrastructure. However, the few practical methods for strain measurement all have serious limitations. To complement these methods, we have developed a new strain technology, called S4 for “strain-sensing smart skin,” which uses single-wall carbon nanotubes (SWCNTs) as microscopic sensors. Nanotubes dilutely embedded in a polymer are applied as a thin film to specimen surfaces of interest. Subsequent strains in the specimen are transmitted by load transfer through the film to the nanotubes, inducing axial compression or extension. Those small structural deformations of the SWCNTs alter the semiconducting band gaps in predictable ways, causing proportional shifts in the peak wavelengths of their near-infrared fluorescence emission. Shifts are quantified by optically exciting the specimen surface and spectrally analyzing the resulting fluorescence to deduce strain values at the probed locations. The S4 method has recently been implemented using hyperspectral imaging. We demonstrate measurements in less than one minute of strain maps containing hundreds of thousands of pixels with 50 microstrain noise levels and 0.2 mm spatial resolution. This technology has promising potential to become a large-scale commercialized application of carbon nanotechnology.

Near-infrared and multifunctional fluorescent probe enabled by cyanopyridine cyanine dye for bisulfite recognition and biological imaging

SO2 derivatives, sulfite/bisulfite, are widely employed in both the food processing and drug synthesis industries. Despite their widespread application, excessive levels of sulfite/bisulfite can negatively impact human health. Most probes for detecting sulfite/bisulfite are restricted by their fluorescence within the visible spectrum range and poor solubility in aqueous solution, which limit their use in food testing and biological imaging. Herein, a near-infrared probe comprising of the cyanopyridine cyanine skeleton, 4-((Z)−2-((E)−2-chloro-3-(2-cyano-2-(1-methylpyridine-4(1H)-ylidene)ethylidene)cyclohex-1-en-1-yl)−1-cyanovinyl)−1-methylpyridin-1-ium (abbreviated as CCP), was developed. This probe enables precise quantification of bisulfite (HSO3-) in almost pure buffered solutions, showing a near-infrared fluorescence emission at 784 nm with an impressively low detection limit of 0.32 μM. The probe stands out for its exceptional selectivity, minimal susceptibility to interference, and strong adaptability. The probe CCP utilizes the CC bond to trigger a near-infrared fluorescence quenching reaction with HSO3- via nucleophilic addition, which effectively disrupts the large delocalization within the molecule for accurate HSO3- identification. Moreover, the probe has been successfully applied in detecting HSO3- in various food products and living cells, simplifying the measurement of HSO3- content in water samples. This advancement not only enhances the analytical capabilities but also contributes to ensuring food safety and environmental protection. Environmental ImplicationSO2 derivatives including sulfite/bisulfite, serving dual roles as preservatives and antioxidants, have widespread application across various sectors including food preservation, water sanitation, and the pharmaceutical industry. Despite their widespread application, excessive levels of sulfite/bisulfite can affect human health. Developing methods for precisely and sensitively detecting sulfite/bisulfite in food products and biological samples is important for ensuring food safety and environmental protection. Here, a sensitive near-infrared and multifunctional fluorescent probe in a 99.9 % buffered solution, along with water gel encapsulation, has been successfully applied for the detection of bisulfite in food, authentic water samples, and biological cells.

Fast-Responsive HClO-Activated Near-Infrared Fluorescent Probe for In Vivo Diagnosis of Inflammatory Bowel Disease and Ex Vivo Optical Fecal Analysis.

Inflammatory bowel disease (IBD) is an idiopathic intestinal inflammatory disease, whose etiology is intimately related to the overproduction of hypochlorous acid (HClO). Optical monitoring of HClO in the living body favors real-time diagnosis of inflammatory diseases. However, HClO-activated near-infrared (NIR) fluorescent probes with rapid response and high inflammatory cell uptake are still lacking. Herein, we report an activatable acceptor-π-acceptor (A-π-A)-type NIR fluorescent probe (Cy-DM) bearing two d-mannosamine groups for the sensitive detection of HClO in early IBD and stool testing. Once reacted with HClO, nonfluorescent Cy-DM could be turned on within 2 s by generating a donor-π-acceptor (D-π-A) structure due to the enhanced intramolecular charge transfer mechanism, showing intense NIR fluorescence emission at 700 nm and a large Stokes shift of 115 nm. Moreover, it was able to sensitively and selectively image exogenous and endogenous HClO in the lysosomes of living cells with a detection limit of 0.84 μM. More importantly, because of the d-mannosamine modification, Cy-DM was efficiently taken up by inflammatory cells in the intestine after intravenous administration, allowing noninvasive visualization of endogenous HClO in a lipopolysaccharide-induced IBD mouse model with a high fluorescence contrast of 6.8/1. In addition, water-soluble Cy-DM has also been successfully applied in ex vivo optical fecal analysis, exhibiting a 3.4-fold higher fluorescence intensity in the feces excreted by IBD mice. We believe that Cy-DM is promising as an invaluable tool for rapid diagnosis of HClO-related diseases as well as stool testing.

A near-infrared fluorescent probe with thiadiazole unit as key skeleton for ICT and ESIPT mechanism and effective detection of Cu2+

Fluorescent probe L-I was synthesized to demonstrate that 1,3,4-thiadiazole is an attractive moiety and could be utilized as positive hydrogen bond acceptor for excited state intramolecular proton transfer (ESIPT) processes, guider of electrons movement for intramolecular charge transfer (ICT) process and identify group for mental ions. Furthermore, dicyanoisophorone framework was employed to improve the fluorescence characteristics and near-infrared (NIR) fluorescent emission at 695 nm accompanied by a Stoke's shift as large as 260 nm was obtained. L-I could selectively detect Cu2+ over other analytes taking advantages of high sensitivity, fast response within 30 s and low detection limit (0.026 μM). More important, L-I exhibited good performance for detection of Cu2+ in actual water samples, food products, traditional Chinese medicine and for cell imaging which demonstrates practical significance in the fields of environmental monitor, food safety and biotechnology.

Photochemistry of Bismuth- and Silver-Containing Glasses under Femtosecond Laser Irradiation: Energy Transfers and 3D-localized Background-Free Near-Infrared Fluorescence Emission

Photochemistry of Bismuth- and Silver-Containing Glasses under Femtosecond Laser Irradiation: Energy Transfers and 3D-localized Background-Free Near-Infrared Fluorescence Emission

Synergistic synthesis of gold nanoflowers as upconversion near-infrared nanoprobe energy acceptor and recognition unit for improved hydrogen sulfide sensing

A highly sensitive and selective upconversion near-infrared (NIR) fluorescence and colorimetric dual readout hydrogen sulfide (H2S) nanoprobe was constructed based on the excellent NIR fluorescence emission performance of upconversion nanomaterials (UCNPs), the specific recognition effect of synergistically synthesized gold nanoflowers (trypsin-stabled AuNFs (Try-AuNFs)) and the effective NIR fluorescence quenching capability. In this assay, the sensing strategy included three processes. First of all, the synthesized UCNPs can emit 803 nm NIR fluorescence when they were excited by 980 nm excitation light. Secondly, as a result of the principle of fluorescence resonance energy transfer (FRET), Try-AuNFs can effectively quench the NIR fluorescence of UCNPs at 803 nm, which can effectively improve the signal-to-background ratio of nanoprobes, thereby improving the sensitivity of the probes. Thirdly, in the presence of H2S, the Try protective layer on the surface of Try-AuNFs was specifically penetrated, which will subsequently cleave Try-AuNFs via the strong S–Au bond. As such, the NIR fluorescence of UCNPs will be restored, achieving high selectivity and sensitivity detection of H2S. Under optimized conditions, the linear response range of H2S was 0.1–300 μM, and the detection limit was 53 nM. It is worth noting that the Try on the surface of Try-AuNFs via the synergistic effect can increase the steric hindrance of the probe, and this can effectively prevent the interaction between the probe with biothiols (cysteine (Cys), homocysteine (Hcy)) and other natural amino acids (non-thiol-containing) with resultant in the high selectivity regarding the detection of H2S in human serum, which is unlikely to be achieved by AuNFs synthesized by the gold seed method (Se-AuNFs). This work not only provided a new type of UCNPs fluorescence quencher and recognition unit, but also exemplified that the use of the physical properties (steric hindrance) of protein ligands on the surface of nanoflowers can improve the specificity of the probe. This will provide new ideas for the design of other nanoprobes.

An AIE-based theranostic nanoplatform for enhanced colorectal cancer therapy: Real-time tumor-tracking and chemical-enhanced photodynamic therapy

The combination of diagnostic and therapeutic agents in the form of theranostic platforms to enhance tumor therapeutic efficacy is receiving increasing attention in recent years. However, simultaneous encapsulation, embedding or conjugation of various agents to traditional theranostic nanocarriers always require intricate synthetic process. Herein, a supramolecular drug-drug self-delivery nanosystem (DSDN) based on a newly developed aggregation-induced emission (AIE) photosensitizer (CBTM) and an anti-tumor tyroservaltide (YSV) was constructed for near-infrared (NIR) fluorescence imaging-guided photodynamic/chemotherapy of tumor. Transmission electron microscopy (TEM) and dynamic light scattering (DLS) confirmed that YSV and CBTM could co-assemble into YSV/CBTM nanoparticles, with regular round-shape morphology and homogeneous size. Inspiringly, YSV/CBTM nanoparticles could effectively overcome the aggregation-caused quenching (ACQ) effect, and enter CT26 tumor cells with a high NIR fluorescence emission, allowing preoperative diagnosis. Meanwhile, the as-prepared YSV/CBTM could efficiently generate reactive oxygen species (ROS) under NIR light irradiation, exhibiting photodynamic ablation of tumor cells. More importantly, the peptide drug of YSV not only improved the availability of CBTM nanoparticles, but also served as a toxic adjuvant to enhance the photodynamic therapy (PDT) efficacy of CBTM. In vitro and in vivo assays revealed that most of colorectal tumor cells and tumor tissues were thoroughly ablated by photodynamic-chemotherapy integrated nanoparticles, resulting in longer survival of tumor-bearing mice. Regarding the advantages of the YSV/CBTM nanosystem, we believe this research could offer valuable guidance for the design of nanodrugs with high performance for cancer theranostics.

Long-wavelength absorbing and mitochondria or lysosome organelle-targeting photosensitizers with flexible or rigid terminus for fluorescence imaging and high-performance photodynamic therapy

In this study, two chlorin photosensitizers (PSs) having long-wavelength absorbing (λmax 707 and 709 nm) and mitochondria or lysosome organelle-targeting abilities have been developed for use in photodynamic therapy (PDT). We simply modified two PSs, PS1 (N-propyl unit as a flexible terminus) and PS2 (N-propargyl unit as a rigid terminus), which displayed near-infrared absorption and fluorescence emission and high 1O2 quantum yield (0.720 and 0.593), indicating a suitable PS for PDT, resulting in high-performance photodynamic activity with low IC50 values (0.31–0.36 μM against A549 and HeLa cells). Importantly, PS1 and PS2 exhibited excellent mitochondrial or lysosomal organelle-targeting ability with high Pearson's correlation coefficient values (∼0.9). The excellent PDT effect of PS1 and PS2 was confirmed by fluorescence images of intracellular reactive oxygen species generation as well as live/dead staining images. Therefore, these two PSs have great potential as fluorescence imaging materials and PDT reagents.

A New Theranostic Platform Against Gram-Positive Bacteria Based on Near-Infrared-Emissive Aggregation-Induced Emission Nanoparticles.

Infections induced by Gram-positive bacteria pose a great threat to public health. Antibiotic therapy, as the first chosen strategy against Gram-positive bacteria, is inevitably associated with antibiotic resistance selection. Novel therapeutic strategies for the discrimination and inactivation of Gram-positive bacteria are thus needed. Here, a specific type of aggregation-induced emission luminogen (AIEgen) with near-infrared fluorescence emission as a novel antibiotic-free therapeutic strategy against Gram-positive bacteria is proposed. With the combination of a positively charged group into a highly twisted architecture, self-assembled AIEgens (AIE nanoparticles (NPs)) at a relatively low concentration (5µm) exhibited specific binding and photothermal effect against living Gram-positive bacteria both in vitro and in vivo. Moreover, toxicity assays demonstrated excellent biocompatibility of AIE NPs at this concentration. All these properties make the AIE NPs as a novel generation of theranostic platform for combating Gram-positive bacteria and highlight their promising potential for in vivo tracing of such bacteria.

β-Galactosidase-Activated and Red Light-Induced RNA Modification Strategy for Prolonged NIR Fluorescence/PET Bimodality Imaging.

Improving the retention of small-molecule-based therapeutic agents in tumors is crucial to achieve precise diagnosis and effective therapy of cancer. Herein, we propose a β-galactosidase (β-Gal)-activated and red light-induced RNA modification (GALIRM) strategy for prolonged tumor imaging. A β-Gal-activatable near-infrared (NIR) fluorescence (FL) and positron emission tomography (PET) bimodal probe 68Ga-NOTA-FCG consists of a triaaza triacetic acid chelator NOTA for 68Ga-labeling, a β-Gal-activated photosensitizer CyGal, and a singlet oxygen (1O2)-susceptible furan group for RNA modification. Studies have demonstrated that the probe emits an activated NIR FL signal upon cleavage by endogenous β-Gal overexpressed in the lysosomes, which is combined with the PET imaging signal of 68Ga allowing for highly sensitive imaging of ovarian cancer. Moreover, the capability of 68Ga-NOTA-FCG generating 1O2 under 690 nm illumination could be simultaneously unlocked, which can trigger the covalent cross-linking between furan and nucleotides of cytoplasmic RNAs. The formation of the probe-RNA conjugate can effectively prevent exocytosis and prolong retention of the probe in tumors. We thus believe that this GALIRM strategy may provide entirely new insights into long-term tumor imaging and efficient tumor treatment.

A Near-infrared Fluorescence and Positron Emission Tomography Bimodal Probe for In Vivo Imaging of Amyloid-β Species.

Noninvasive imaging of amyloid-β (Aβ) species in vivo is important for the early diagnosis of Alzheimer's disease (AD). In this paper, we report a near-infrared (NIR) fluorescence (FL) and positron emission tomography (PET) bimodal probe (NIR-[68Ga]) for in vivo imaging of both soluble and insoluble Aβ species. NIR-[68Ga] holds a high binding affinity, high selectivity and high sensitivity toward Aβ42 monomers, oligomers, and aggregates in vitro. In vivo imaging results show that NIR-[68Ga] can cross the blood-brain-barrier (BBB), and produce significantly higher PET and NIR FL bimodal signals in the brains of APP/PS1 transgenic AD mice relative to that of age-matched wild-type mice, which are also validated by the ex vivo autoradiography and histological staining images. Our results demonstrate that NIR-[68Ga] is an efficient NIR FL and PET bimodal probe for the sensitive imaging of soluble and insoluble Aβ species in AD mice.

Full-color peptide-based fluorescent nanomaterials assembled under the control of amino acid doping.

Peptide-based biofluorescents are of great interest due to their controllability and biocompatibility, as well as their potential applications in biomedical imaging and biosensing. Here, we present a simple approach to synthesizing full-color fluorescent nanomaterials with broad-spectrum fluorescence emissions, high optical stability, and long fluorescence lifetimes. By doping amino acids during the enzyme-catalyzed oxidative self-assembly of tyrosine-based peptides, we can precisely control the intermolecular interactions to obtain nanoparticles with fluorescence emission at different wavelengths. The synthesized peptide-based fluorescent nanomaterials with excellent biocompatibility and stable near-infrared fluorescence emission were shown to have potential for bioimaging applications. This research provides new ideas for the development of new bioluminescent materials that are cost-effective, environmentally friendly, and safe for biomedical use.

Development of a novel Near-Infrared fluorescent probe based on rhodamine derivative for highly selective and sensitive detection of phosgene

This study presents the development of a novel near-infrared (NIR) probe RBP for detecting phosgene. The probe RBP is based on a NIR rhodamine derivative incorporating o-phenylenediamine as the recognition moiety. RBP exhibits exceptional selectivity and sensitivity, along with near-infrared fluorescence emission (661 nm), a rapid response time (9 s), and an extraordinarily low detection limit (0.37 nM). Additionally, highly selective test strips have been successfully fabricated to detect gaseous phosgene, enabling the visualization of even trace concentrations of phosgene vapor. This research provides valuable insights into the design of near-infrared fluorescent probes for the detection of phosgene.

Broadband near-infrared amplified spontaneous emission of Er3+-doped germanate glass fiber.

Er3+-doped glass and fiber are very attractive for near-infrared (NIR) lasers and photonic applications. In this work, the full width at half maximum (FWHM) of NIR fluorescence emission of the Er3+-doped germanate glass can be broadened from 72 to 99 nm when Al2O3 was added. In addition, the spectroscopic properties, including absorption and emission spectra, Judd-Ofelt intensity parameters, absorption and emission cross sections, gain coefficient, and fluorescence lifetime, of the Al2O3-modified germanate glass were systematically investigated. What is more, silicate-clad heavily Er3+-doped germanate core multimaterial fibers were successfully drawn by a rod-in-tube method. Notably, broadband NIR amplified spontaneous emission (ASE) with an FWHM of 120 nm was achieved in this new fiber. To the best of our knowledge, this is the largest FWHM reported for Er3+-doped germanate glass fibers. These results suggest that the as-drawn Er3+-doped germanate glass fiber with superior performances is a promising candidate for broadband optical amplification.

Developing a novel benzothiazole-based red-emitting probe for intravital imaging of superoxide anion

Superoxide anion (O2•−), the first generated reactive oxygen species (ROS), is a critical player in cellular signaling network and redox homeostasis. Imaging of O2•−, particularly in vivo, is of concern for further understanding its roles in pathophysiological and pharmacological events. Herein, we designed a novel probe, (E)-4-(5-(2-(benzo[d]thiazol-2-yl)-2-cyanovinyl)furan-2-yl)phenyl trifluoromethane-sulfonate (BFTF), by modifying hydroxyphenyl benzothiazole (a widely used dye scaffold) which includes insertion of both an acrylonitrile unit and a furan ring to extend the total π-conjugation system and to enhance push-pull intramolecular charge transfer process, and utilization of trifluoromethanesulfonate as the response unit. Toward O2•−, the probe features near-infrared fluorescent emission (685 nm), large Stokes shift (135 nm), and deep tissue penetration (300 μm). With its help, we successfully mapped preferential generation of O2•− in HepG2 cells over L02 cells, as well as in A549 over BEAS-2B cells by β-lapachone (an anticancer agent that generates O2•−), and more importantly, visualized overproduction of O2•− in living mice with liver injury induced by acetaminophen (a well-known analgesic and antipyretic drug).