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A novel “turn-on” mitochondria-targeting near-infrared fluorescent probe for determination and bioimaging cellular hydrogen sulfide
摘要： Hydrogen sulfide (H2S) has been regarded as an important gas transmitter playing vital role in cytoprotective processes and redox signaling. It is very meaningful to monitor and analyze it in biosystem for obtaining important physiological and pathological information. Despite numerous fluorescent probes for cellular H2S have been reported in past decades, only a few have capability to detect mitochondrial H2S with near-infrared (NIR) emission. Therefore, a new mitochondria-targeting NIR fluorescent probe (Mito-NSH) for detection of cellular H2S was developed by introducing 2,4-dinitrophenyl ether into a novel dye (Mito-NOH). A large "turn-on" NIR fluorescence response was obtained due to thiolysis of ether to hydroxyl group when Mito-NSH was treated with NaHS. Moreover, Mito-NSH could quantitatively detect H2S at concentration ranging from 0 to 30 μM with a detection limit of 68.2 nM, and it exerts some superior optical properties, such as large stokes shift (107 nm), highly selectively mitochondria location, fast response and high selectivity to H2S. More impressively, it was successfully applied to imaging exogenous and endogenously generated H2S in living HeLa cells via confocal fluorescence microscopy.
关键词： Fast response,NIR fluorescent probe,"Turn-on" response,Hydrogen sulfide,Mitochondria-targeting
更新于2025-09-23 15:23:52
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A novel “turn-on” mitochondria-targeting near-infrared fluorescent probe for H2S detection and in living cells imaging
摘要： Hydrogen sulfide (H2S) has been considered to be involved in cytoprotective processes and redox signaling. It is very meaningful to track and analyze it in mitochondria. Herein, we report a novel “turn-on” mitochondria-targeting near-infrared fluorescent probe (Mito-NIR-SH) for detection of H2S in living cells, which was designed and synthesized by introducing 2,4-dinitrophenyl as fluorescence quenching group and H2S response moiety into Changsha near-infrared fluorophore (CS-OH). The structure of the fluorophore and the probe were characterized by 1H NMR, 13C NMR and mass spectrometry. Meanwhile, Mito-NIR-SH could quantitatively detect H2S at concentrations ranging from 0 to 30 μM with a detection limit as low as 89.3 nM, showing good chemical stability, fast “turn-on” response, selectively mitochondrial location, as well as high sensitivity and selectivity toward H2S. Based on this, it was successfully applied to imaging exogenous and endogenous H2S in living HeLa cells via confocal fluorescence microscopy.
关键词： High sensitivity and selectivity,Near-infrared fluorescent probe,Hydrogen sulfide,Mitochondria-targeting,Bioimaging
更新于2025-09-23 15:22:29
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Imaging of anti-inflammatory effects of HNO <i>via</i> a near-infrared fluorescent probe in cells and in rat gouty arthritis model
摘要： Nitroxyl (HNO) plays a crucial role in anti-inflammatory effects via the inhibition of inflammatory pathways, but the details of the endogenous generation of HNO still remain challenging owing to the complex biosynthetic pathways, in which the interaction between H2S and NO simultaneously generates HNO and polysulfides (H2Sn) in mitochondria. Moreover, nearly all the available fluorescent probes for HNO are utilized for imaging HNO in cells and tissues, instead of the in situ real-time detection of the simultaneous formation of HNO and H2Sn in mitochondria and animals. Here, we have developed a mitochondria-targeting near-infrared fluorescent probe, namely, Mito-JN, to detect the generation of HNO in cells and a rat model. The probe consists of three moieties: Aza-BODIPY as a fluorescent signal transducer, a triphenylphosphonium cation as a mitochondria-targeting agent, and a diphenylphosphinobenzoyl group as an HNO-responsive unit. The response mechanism is based on an aza-ylide intramolecular ester aminolysis reaction with fluorescence emissions on. Mito-JN displays high selectivity and sensitivity for HNO over various other biologically relevant species. Mito-JN was successfully used for the detection of the endogenous generation of HNO, which is derived from the crosstalk between H2S and NO in living cells. The additional generation of H2Sn was also confirmed using our previous probe Cy-Mito. The anti-inflammatory effect of HNO was examined in a cell model of LPS-induced inflammation and a rat model of gouty arthritis. The results imply that our probe is a good candidate for the assessment of the protective effects of HNO in inflammatory processes.
关键词： H2S,fluorescent probe,HNO,polysulfides,gouty arthritis,anti-inflammatory,near-infrared,NO,mitochondria-targeting
更新于2025-09-19 17:15:36
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Mitochondria-Targeting Identification of a Fluorescent Apoptosis-Triggering Molecule by Mass Spectrometry Unravels Drug Tracking
摘要： The real-time tracking of localization and dynamics of small molecules in organelles helps to understand their function and lock their potential targets at the subcellular resolution. To identify the mitochondria-targeting effect of small molecules (NA-17 and NA-2a) in cancer cells, we used mass spectrometry to study the distribution and enrichment of small molecules in mitochondria and the residual cytoplasm, which enables to trace action process of therapeutic molecules. Colocalization analysis with an image-guided way suggests that both NA-17 and NA-2a have mitochondria-targeting effect. However, Mass Spectrometry (MS) analysis reveals that only NA-2a has mitochondria-targeting and enrichment effect, whereas NA-17 only distributes in the residual cytoplasm. A combination of mitochondria imaging, immunoblotting, and MS analysis in mitochondria indicate that NA-17 neither have the ability to enter mitochondria directly nor possess mitochondria-targeting effect. Further studies reveal that NA-17 could not enter mitochondria even though mitochondrial permeability has changed after NA-17 treatment in cells, evident by the ROS generation and cytochrome C release. In the process of cellular metabolism, NA-17 itself is firmly locked in the cytoplasm during the metabolic process, and its metabolites containing fluorophores could enrich in mitochondria for cell-imaging. Our present studies furnish new insights into drug metabolism process.
关键词： small molecule,mitochondria-targeting,mass spectrometry,drug tracking
更新于2025-09-10 09:29:36