本文選題：合成 + 咪唑并吡啶　； 參考：《貴州大學(xué)》2017年碩士論文

【摘要】：熒光探針法操作簡單、靈敏度高、經(jīng)濟(jì)性好,現(xiàn)已應(yīng)用于環(huán)境科學(xué)、生物化學(xué)、醫(yī)學(xué)、材料學(xué)等領(lǐng)域。熒光探針主要分為熒光基團(tuán)、識別基團(tuán)、連接部分,發(fā)揮主要作用的是熒光基團(tuán)與識別基團(tuán),識別基團(tuán)與待測物結(jié)合導(dǎo)致熒光基團(tuán)的熒光信號發(fā)生改變,引起光譜性質(zhì)的改變,以此來達(dá)到檢測目標(biāo)分子的目的。近年來熒光探針法檢測含硫化合物受到越來越多的關(guān)注和研究。本文設(shè)計合成3個熒光探針分子:以咪唑并[1,2-a]吡啶為熒光基團(tuán)、溴乙�；鶠樽R別基團(tuán)設(shè)計合成了探針分子YA;以1-甲基-1H-吲哚為熒光基團(tuán),醛基為識別基團(tuán)設(shè)計合成探針分子YD;以咪唑并[1,2-a]嘧啶為熒光基團(tuán)、醛基為識別基團(tuán)設(shè)計合成了探針分子YC,并通過1H NMR、MS、IR、13C NMR對它們的化學(xué)結(jié)構(gòu)進(jìn)行了表征。運用紫外吸收光譜和熒光發(fā)射光譜,研究這3個探針化合物對硫脲、硫醇的識別機(jī)理和特點,考察不同溶劑、不同待測物濃度、不同干擾物等對探針光譜的影響。運用高斯軟件對探針分子識別前后分子構(gòu)型進(jìn)行了模擬計算,得到相應(yīng)前線軌道信息。結(jié)果證明這3個探針都能對硫化物響應(yīng),有著不同程度的熒光信號變化,其中探針YC在濃度為1μM,MeOH/H2O為溶劑的條件下能實現(xiàn)對L-半胱氨酸的選擇性識別。模擬計算結(jié)果發(fā)現(xiàn),各個探針分子的結(jié)構(gòu)不同導(dǎo)致分子內(nèi)部電子云分布差異,從而引起熒光光譜位移、熒光強(qiáng)度的不同。密度泛函理論計算合理地解釋了探針對待測硫化物的光譜行為。
[Abstract]:Fluorescence probe method is simple, sensitive and economical. It has been applied in environmental science, biochemistry, medicine, materials science and so on. The fluorescence probe is mainly divided into fluorescent group, recognition group, connecting part. The main function is the fluorescence group and the recognition group. The combination of the recognition group and the object to be tested results in the change of the fluorescence signal of the fluorescence group and the change of the spectral property. In this way, the target molecule can be detected. In recent years, more and more attention has been paid to the detection of sulfur compounds by fluorescence probe method. In this paper, we designed and synthesized three fluorescent probe molecules, I. e., imidazolido [1o 2-a] pyridine as fluorescence group, bromoacetyl group as recognition group, and 1-methyl-1H-indole as fluorescence group. The probe molecule YC was synthesized by using imidazo [1a] pyrimidine as fluorescence group and aldehyde group as recognition group, and its chemical structure was characterized by 1H NMR-MS IR ~ (13) C NMR. The recognition mechanism and characteristics of the three probe compounds to thiourea and mercaptan were studied by means of UV absorption spectrum and fluorescence emission spectrum. The effects of different solvents, different concentrations of substances to be measured and different interfering substances on the probe spectra were investigated. By using Gao Si software, the molecular configuration before and after recognition of probe molecules was simulated and calculated, and the corresponding frontier orbital information was obtained. The results show that the three probes can respond to sulfides and have varying fluorescence signals. The probe YC can selectively recognize L- cysteine when the concentration of YC is 1 渭 m 路m ~ (-1) MeOH / H _ 2O as solvent. The simulation results show that the different structure of each probe molecule leads to the difference of electron cloud distribution within the molecule, which leads to the difference of fluorescence spectrum shift and fluorescence intensity. The density functional theory (DFT) calculation reasonably explains the spectral behavior of the probe in the determination of sulfides.
【學(xué)位授予單位】：貴州大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O657.3

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