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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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A selective and sensitive azido near-infrared fluorescent probe for tris(2-carboxyethyl)phosphine quantitative detection and its application for <i>E. coli</i> determination
摘要： We developed a sensitive near-infrared fluorescent probe, azido hemicyanine (HC-N3), for the detection of tris(2-carboxyethyl)phosphine (TCEP) with the lowest LOD (92 nM) so far. HC-N3 has good selectivity for TCEP among thiols and 20 kinds of natural amino acid. The quantification of E. coli (101–103 cfu mL?1) demonstrated its practicability in complicated biosystems.
关键词： E. coli determination,near-infrared fluorescent probe,selectivity,sensitivity,TCEP detection
更新于2025-09-19 17:15:36
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Iminocoumarin-based red to near-infrared fluorescent turn-on probe with a large Stokes shift for imaging H2S in living cells and animals
摘要： The development of organic dye-based fluorescent probes for detection of H2S in living systems has attracted considerable attention in recent years. In this work, a novel tetrahydroquinoxaline iminocoumarin-based red to near-infrared (red-to-NIR) fluorescent probe was developed for detection of H2S. This probe shows a rapid and distinct red-to-NIR fluorescent turn-on detection process for H2S with high selectivity and sensitivity (the detection limit was determined to be as low as 10 nM at physiological pH). In addition, this probe exhibits a remarkable large Stokes shift (128 nm) and low cytotoxicity, and can be applied for imaging H2S in living cells and animals. All these results demonstrated that this new probe is promising for detection of H2S both in vitro and in vivo.
关键词： large Stokes shift,hydrogen sulfide,living cells and animals,near-infrared fluorescent probe,iminocoumarin
更新于2025-09-04 15:30:14
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A molecular design strategy to construct the near-infrared fluorescent probe for selectively sensing human cytochrome P450 2J2
摘要： Cytochrome P450 2J2 (CYP2J2), a key enzyme responsible for oxidative metabolism of various xenobiotics and endogenous compounds, participates in a diverse array of physiological and pathological processes in humans. Its biological role in tumorigenesis and cancer diagnosis remains poorly understood, owing to the lack of molecular tools suitable for real-time monitoring CYP2J2 in complex biological systems. Using molecular design principles we were able to modify the distance between the catalytic unit and metabolic recognition moiety, allowing us to develop a CYP2J2 selective fluorescent probe using a near-infrared fluorophore (E)-2-(2-(6-hydroxy-2, 3-dihydro-1H-xanthen-4-yl)vinyl)-3,3-dimethyl-1-propyl-3H-indol-1-ium iodide (HXPI). To improve the reactivity and isoform specificity, a self-immolative linker was introduced to the HXPI derivatives in order to better fit the narrow substrate channel of CYP2J2, the modification effectively shortened the spatial distance between the metabolic moiety (O-alkyl group) and catalytic center of CYP2J2. After screening a panel of O-alkylated HXPI derivatives, BnXPI displayed the best combination of specificity, sensitivity and applicability for detecting CYP2J2 in vitro and in vivo. Upon O-demethylation by CYP2J2, a self-immolative reaction occurred spontaneously via 1,6-elimination of p-hydroxybenzyl resulting in the release of HXPI. Allowing BnXPI to be successfully used to monitor CYP2J2 activity in real-time for various living systems including cells, tumor tissues, and tumor-bearing animals. In summary, our practical strategy could help the development of a highly specific and broadly applicable tool for monitoring CYP2J2, which offers great promise for exploring the biological functions of CYP2J2 in tumorigenesis.
关键词： Cytochrome P450 2J2,near-infrared fluorescent probe,real-time monitoring,molecular design,CYP2J2,tumorigenesis
更新于2025-09-04 15:30:14