| Biothiols and ClO-/HClO play important roles in biological systems, and their detection are of importance. Among various detection methods, fluorescent detection by molecular probes is particularly attractive due to its simplicity, low cost, high sensitivity and capable of detection both in vivo and in vitro. Notably, coumarin exhibits several meritorious features, such as easy of preparation, high fluorescent quantum yield, large Stokes shift, excellent light stability and so on. Based on this, in this thesis, we developed two kinds of coumarin-based fluorescent probes for biothiols and ClO-/HClO and investigated their sensing properties. The main research work is as follows:1. In this thesis, the first chapter briefly described the fluorescence probe technology and the research progress of the biothiols and ClO-/HClO fluorescent probes.2. In the second part of the thesis, we presented a coumarin-based fluorescent probe 2-1 for biothiols and its structural was confirmed. This probe shows several appealing sensing properties including high sensitivity, high selectivity, and fast response for biothiols in aqueous solution under mild conditions, together with distinct colorimetric and fluorescence turn-on signal changes. Notably, this probe can be used in a very low dosage (< 20 nM) to detect biothiols efficiently. In addition, this probe can also be used in a low dosage for cell imaging studies, holding great potential for biological applications.3. In the third part of the thesis, we synthesised probe 2-1 based on coumarin-rhodamine and its structural was confirmed. The probe is a highly selective and sensitive ratiometric NIR fluorescent probe that can be used for real-time detection of the biologically important ClO-HClO with colorimetric and significant NIR fluorescent turn-on signal changes at NIR excitation wavelength. In addition, experiments showed that this probe can be applied to detect ClO- in tap water, serum samples, and bioimage ClO- in living cells with low cytotoxicity. |
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