類BODIPY熒光染料的合成及光學(xué)性能研究
發(fā)布時(shí)間:2018-01-06 21:27
本文關(guān)鍵詞:類BODIPY熒光染料的合成及光學(xué)性能研究 出處:《蘭州大學(xué)》2016年碩士論文 論文類型:學(xué)位論文
更多相關(guān)文章: 類BODIPY 熒光探針 汞離子 NO2-
【摘要】:熒光分析法由于具有靈敏度高、信噪比高、成本低、操作簡(jiǎn)單等優(yōu)點(diǎn)而被人們廣泛關(guān)注。大部分的熒光探針分子可以用于細(xì)胞成像,有些甚至可以實(shí)現(xiàn)生物小分子的識(shí)別、生物體內(nèi)特定蛋白質(zhì)的檢測(cè)以及DNA的測(cè)序等,這些技術(shù)為生物、醫(yī)學(xué)、環(huán)境等領(lǐng)域的研究提供了很大的幫助。因此,尋找一種選擇性好、靈敏度高、細(xì)胞滲透性和相容性好、細(xì)胞毒性小、對(duì)目標(biāo)分子能夠特異性識(shí)別的熒光染料分子具有非常重要的意義。氟化硼絡(luò)合吡咯二甲川(簡(jiǎn)稱BODIPY)類熒光探針,其具有結(jié)構(gòu)可修飾性好,光穩(wěn)定性好,有較高的熒光量子產(chǎn)率和摩爾消光系數(shù),半峰寬窄等優(yōu)點(diǎn)而廣泛地被人關(guān)注。然而傳統(tǒng)的BODIPY分子以吡咯為起始原料,合成產(chǎn)率低,分離困難,限制了其發(fā)展。本文在文獻(xiàn)的基礎(chǔ)上,合成了一類新型的類BODIPY熒光分子,完成了以下的工作:1.設(shè)計(jì)合成了一系列高選擇性的反應(yīng)型識(shí)別汞離子的熒光探針分子(C1-C4,圖1)。并利用汞離子的嗜硫性,基于下列反應(yīng)(圖2),C1-C4可以在水溶液中實(shí)現(xiàn)對(duì)汞離子的特異性識(shí)別,響應(yīng)速度快,選擇性好。細(xì)胞實(shí)驗(yàn)表明,該類染料分子具有很好的細(xì)胞滲透性,低毒,可以用于活體細(xì)胞中Hg2+的檢測(cè)。2.制備了氨基修飾的類BODIPY的熒光分子L(式1),利用桑德邁爾反應(yīng),成功實(shí)現(xiàn)了酸性條件下識(shí)別NO2-分子,識(shí)別特異性好,識(shí)別速度快,具有很好的應(yīng)用前景。
[Abstract]:Because of its high sensitivity, high signal-to-noise ratio, low cost and simple operation, fluorescence analysis has been widely concerned. Most fluorescent probe molecules can be used in cell imaging. Some can even realize the recognition of biological small molecules, the detection of specific proteins in organisms and the sequencing of DNA. These technologies have provided great help for the research of biology, medicine, environment and so on. Look for a kind of good selectivity, high sensitivity, good cell permeability and compatibility, little cytotoxicity. It is very important for the fluorescent dye molecules which can be specifically recognized by the target molecule. Boron fluoride complex pyrrole dimethylChuan (BODIPYY) fluorescent probe has good structural modifiability. Light stability, high fluorescence quantum yield and molar extinction coefficient, narrow half-peak width and other advantages have been widely concerned. However, the traditional BODIPY molecules with pyrrole as the starting material, the synthesis yield is low. In this paper, a new class of BODIPY like fluorescent molecules has been synthesized based on the literature. A series of highly selective fluorescent probe molecules, C1-C4, were designed and synthesized. Based on the following reactions (Fig. 2) C1-C4 can achieve specific recognition of mercury ions in aqueous solution, with fast response and good selectivity. This kind of dye molecules have good cell permeability and low toxicity, and can be used to detect Hg2 in living cells. 2. The fluorescent molecule L (Formula 1) of amino-modified BODIPY was prepared. The Sundmayer reaction was used to realize the recognition of no _ 2-molecule in acidic condition. It has good recognition specificity and fast recognition speed. It has a good prospect of application.
【學(xué)位授予單位】:蘭州大學(xué)
【學(xué)位級(jí)別】:碩士
【學(xué)位授予年份】:2016
【分類號(hào)】:O657.3
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