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    硫脲基桥联双四苯乙烯有机荧光传感器的制备及在水介质中叶黄素检测上的应用

    Preparation of Bridged Thiourea-Based Bis-Tetraphenylethylene Organic Fluorescent Sensor and Application in Detection of Lutein in Water Media

    • 摘要: 以4-羟基四苯乙烯与溴乙酸乙酯为起始原料设计并合成一种硫脲基桥联双四苯乙烯(Bis-S)有机荧光传感器。将Bis-S溶解在95%(体积分数)四氢呋喃溶液中制备Bis-S溶液,采用荧光光谱仪在激发波长360 nm、发射波长468 nm下测量叶黄素加入前后Bis-S体系的荧光强度。结果显示:在Bis-S溶液或含Bis-S的传感试纸中加入叶黄素,叶黄素与Bis-S按照物质的量比1∶1结合并被Bis-S空腔包裹,Bis-S体系亮蓝色荧光猝灭;在Bis-S溶液或含Bis-S的传感试纸中加入共存生物分子鸟嘌呤、色氨酸、果糖、胞嘧啶、腺嘌呤、胸腺嘧啶、维生素B1、维生素B2、淀粉、蔗糖、葡萄糖、咖啡因、脯氨酸后,Bis-S体系荧光强度无明显变化;在含叶黄素的Bis-S溶液中加入上述共存生物分子,体系荧光强度较未加入共存生物分子的变化不大,说明Bis-S传感器对于叶黄素具有良好的选择性和抗干扰性,且在比色法检测叶黄素方面具有一定应用前景。当Bis-S的浓度为1.00×10−5 mol·L−1时,Bis-S体系荧光强度随叶黄素浓度的增加而减弱,检测范围为0~2.00×10−5 mol·L−1,线性定量检测范围为0~0.06 µmol·L−1,检出限(2s/k)为1.21×10−9 mol·L−1;进行4个浓度水平的回收试验,叶黄素的回收率为94.0%~101%,测定值的相对标准偏差(n=6)为1.5%~4.1%。

       

      Abstract: A bridged thiourea-based bis-tetraphenylethylene (Bis-S) organic fluorescent sensor was designed and synthesized with 4-hydroxytetrastyrene and ethyl bromoacetate as starting materials. Bis-S was dissolved in the 95% (volume fraction) tetrahydrofuran solution, and Bis-S solution was prepared. Fluorescence spectrometer was used to measure the fluorescence intensity of the Bis-S system before and after the addition of lutein at excitation wavelength of 360 nm and emission wavelength of 468 nm. It was shown that lutein was added to Bis-S solution or a sensing test paper containing Bis-S, lutein bound to Bis-S at mole ratio of 1∶1, and the bright blue fluorescence of the Bis-S system was quenched due to the encapsulation of lutein by Bis-S cavities. After adding coexisting biomolecules induding guanine, tryptophan, fructose, cytosine, adenine, thymine, vitamin B1, vitamin B2, starch, sucrose, glucose, caffeine, and proline to Bis-S solution or a sensing test paper containing Bis-S, there was no significant change in the fluorescence intensity of the Bis-S system. The above-mentioned coexisting biomolecules were added into the Bis-S solution containing lutein, and there was little change in the fluorescence intensity of the system compared to the absence of coexisting biomolecules, indicating that the Bis-S sensor had the good selectivity and anti-interference property for lutein, and had certain application prospects in colorimetric detection of lutein. The fluorescence intensity of Bis-S system decreased with the increase of lutein concentration at the Bis-S concentration of 1.00×10−5 mol·L−1, giving the detection range within 2.00×10−5 mol·L−1, and linear quantitative detection range within 0.06 µmol·L−1, with detection limit (2s/k) of 1.21×10−9 mol·L−1. Test for recovery was made at 4 concentration levels, giving recoveries in the range of 94.0%-101%, and RSDs (n=6) of the determined values ranged from 1.5% to 4.1%.

       

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