三腳架型熒光探針化合物的合成及性質(zhì)研究
發(fā)布時間:2018-03-03 05:06
本文選題:熒光探針 切入點:三腳架 出處:《貴州大學(xué)》2016年碩士論文 論文類型:學(xué)位論文
【摘要】:金屬離子和陰離子廣泛存在于生物體內(nèi)和環(huán)境中,在生命、環(huán)境、醫(yī)學(xué)科學(xué)和化學(xué)過程中起著重要作用,同時金屬離子和陰離子在環(huán)境和人體健康方面的協(xié)同影響作用日益受到人們的重視。因此,需要快速、簡便、低成本的分析方法,使之能廣泛用于環(huán)境、生物和臨床研究中的相關(guān)金屬離子、陰離子的分析。熒光探針是一類能將分子識別事件通過熒光信號有效表達的人工分子器件,具有靈敏度高、選擇性好以及操作簡便、重現(xiàn)性好、設(shè)備簡單,能適時反映微觀區(qū)域的作用,能進行可視化成像等特點。已被廣泛應(yīng)用于生物和環(huán)境相關(guān)離子的痕量和微量分析、生物分子識別、細胞成像等不同領(lǐng)域。本論文首先對熒光探針的結(jié)構(gòu)特點,識別及熒光響應(yīng)機理做了簡單地敘述。然后,對近年來三腳架類熒光探針研究現(xiàn)狀和最新進展進行了綜合評述。鑒于三腳架熒光探針在分子識別過程中具有突出的協(xié)同識別能力、對干擾客體的屏蔽作用,以及良好的修飾性能。針對三腳架熒光探針識別和信號易于相互干擾,機理不夠新穎的弱點。在文獻調(diào)研基礎(chǔ)上,我們設(shè)計了三種類型的新型三角架熒光探針,期望能得到對多種離子的具有高靈敏度、高選擇性并能同時測定的新型熒光探針。圍繞這一目的,本論文主要進行了以下兩個方面的研究工作:1.利用三(2-氨乙基)胺的三個氨基易于修飾這一優(yōu)點,設(shè)計合成了2個含單一種類熒光基團的三腳架熒光探針。合成了7種含兩類不同熒光基團的以及4種含三類不同熒光基團的新型三腳架熒光探針。通過1H-NMR、13C-NMR、ESI-MS等物理化學(xué)方法對合成的中間體和最終產(chǎn)物的結(jié)構(gòu)進行了表征,證實了設(shè)計與合成產(chǎn)物的結(jié)構(gòu)。2.利用紫外吸收光譜、熒光光譜、核磁共振譜等對探針4和探針7的離子識別性能進行了研究。研究表明,探針4是一種優(yōu)良的雙通道光學(xué)探針?梢杂米鰿o2+、Fe3+、Cu2+的高選擇性、高靈敏性紫外光譜探針以及Zn2+、Hg2+、Al3+和Cu2+的高選擇性、高靈敏性的熒光探針,實現(xiàn)了單探針多目標(biāo)、多模式的識別,并將探針4用于對Zn2+、Hg2+、Al3+和Cu2+的細胞成像。通過實驗證實了探針的作用機理是基于熒光共振能量轉(zhuǎn)移與羅丹明開環(huán)-閉環(huán)機理以及C=N雙鍵異構(gòu)化相結(jié)合的熒光響應(yīng)機理。探針4也可以用作金屬離子檢測的分子開關(guān)型傳感器。探針7可以用作Al3+和I-兩種離子的高靈敏度、高選擇性熒光及比色化學(xué)傳感器。
[Abstract]:Metal ions and anions are widely found in organisms and in the environment, and play an important role in life, environment, medical science and chemical processes. At the same time, the synergistic effects of metal ions and anions on the environment and human health are receiving increasing attention. Therefore, rapid, simple and low-cost analytical methods are needed to enable them to be widely used in the environment, Analysis of related metal ions and anions in biological and clinical studies. Fluorescent probe is a kind of artificial molecular device which can effectively express molecular recognition events through fluorescence signal. It has high sensitivity, good selectivity and simple operation. It has been widely used in trace and trace analysis of biological and environment-related ions, biomolecules recognition, and so on. In this paper, the structure characteristics, recognition and fluorescence response mechanism of fluorescent probe are briefly described. In this paper, the research status and latest progress of tripod fluorescent probes in recent years are reviewed. In view of the outstanding cooperative recognition ability of tripod fluorescent probes in the process of molecular recognition, the shielding effect of tripod fluorescent probes on interfering objects is discussed. Aiming at the weakness of tripod fluorescence probe recognition and signal interference, the mechanism is not novel enough. Based on the literature research, we designed three kinds of new tripod fluorescent probe. A novel fluorescent probe with high sensitivity, selectivity and simultaneous determination for a variety of ions is expected to be obtained. In this paper, the following two aspects of research work were carried out: 1.Using the advantage of the three amino groups of triamines, the amino groups were easy to modify. Two tripod fluorescent probes with a single fluorescent group were designed and synthesized. Seven new fluorescent probes containing two different fluorescent groups and four novel tripod fluorescent probes containing three different fluorescent groups were synthesized. The physical properties of these probes were measured by 1H-NMR-13C-NMR-ESI-MS. The structure of the intermediate and the final product were characterized by chemical method. The structure of the product was confirmed. The ion recognition properties of probe 4 and probe 7 were studied by UV absorption spectrum, fluorescence spectrum and nuclear magnetic resonance spectroscopy. Probe 4 is an excellent two-channel optical probe, which can be used as a high selectivity, a highly sensitive UV spectrum probe for Co2 Fe _ 3O _ 2 and a highly selective and highly sensitive fluorescent probe for Zn2 Hg2 + Al _ 3 and Cu2. Multi-pattern recognition, The probe 4 was used to image the cells of Zn2, Hg2, Al3 and Cu2. The experimental results show that the mechanism of the probe is based on the combination of fluorescence resonance energy transfer with Rhodamine's open loop closed loop mechanism and Con N double isomerization. Probe 4 can also be used as a molecular switch sensor for metal ion detection. Probe 7 can be used as a high sensitivity for both Al3 and I- ions. High selective fluorescence and colorimetric chemical sensors.
【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】:2016
【分類號】:O657.3
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本文編號:1559641
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