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含活性官能團(tuán)的熒光性小分子的合成及其識(shí)別性質(zhì)的研究

發(fā)布時(shí)間:2017-12-30 18:39

  本文關(guān)鍵詞:含活性官能團(tuán)的熒光性小分子的合成及其識(shí)別性質(zhì)的研究 出處:《延邊大學(xué)》2016年碩士論文 論文類型:學(xué)位論文


  更多相關(guān)文章: 熒光化學(xué)傳感器 硫醇類氨基酸 谷胱甘肽檢測(cè) 半胱氨酸檢測(cè) 熒光成像 氰離子檢測(cè)


【摘要】:在過(guò)去的十年間,生物化學(xué)界對(duì)熒光傳感器的應(yīng)用越來(lái)越廣泛,開(kāi)發(fā)一系列用于檢測(cè)人體內(nèi)有益有害物質(zhì)的功能化有機(jī)分子無(wú)論對(duì)生物學(xué)、醫(yī)學(xué)還是人們的生活等都起著至關(guān)重要的作用。熒光化學(xué)傳感器因其具有高靈敏度、高選擇性、操作簡(jiǎn)便、極低的檢測(cè)極限、活體細(xì)胞中生物成像等優(yōu)點(diǎn)而備受研究者的青睞。香豆素染料具有很強(qiáng)的熒光性能,將其與3,4-二甲氧基苯硫酚連接合成了基于二乙胺基香豆素的硫醇類氨基酸化學(xué)傳感器(Probe 1),通過(guò)紫外光譜和熒光發(fā)射光譜測(cè)試對(duì)Probe 1對(duì)硫醇類氨基酸的選擇性、干擾性、響應(yīng)時(shí)間等方面進(jìn)行研究,測(cè)試結(jié)果表明:Probe 1在熒光發(fā)射光譜547 nm處對(duì)GSH有著很高的選擇性,在475 nm處對(duì)Cys、Hcy也有著很好的選擇性,為了區(qū)分Cys和Hcy,將緩沖溶液的pH值變更為6.0,在發(fā)射波長(zhǎng)為445 nm處對(duì)Cys具有很好的選擇性,進(jìn)而可以區(qū)分Cys和Hcy。 Probe 1與GSH的響應(yīng)時(shí)間基本可以在90s內(nèi)達(dá)到平衡,因其快速的響應(yīng)時(shí)間可以大大提高檢測(cè)硫醇類氨基酸的效率,使得檢測(cè)過(guò)程更加便捷。我們又成功實(shí)現(xiàn)了在活體細(xì)胞中檢測(cè)硫醇類氨基酸的熒光成像實(shí)驗(yàn),并且Probe 1與GSH、Cys、Hcy都是1:1化學(xué)計(jì)量比反應(yīng)。因此Probe1具有在環(huán)境體系和生物體系中定性定量檢測(cè)硫醇類氨基酸的應(yīng)用前景。DPP作為一種具有較高斯托克斯位移的熒光染料具有作為近紅外熒光傳感器的潛力,因此,將其與苯并噻唑亞銨鹽連接合成了Probe 2,并利用紫外吸收光譜和熒光發(fā)射光譜對(duì)Probe 2的光物理性質(zhì)和各種陰陽(yáng)離子的傳感識(shí)別進(jìn)行了研究。測(cè)試結(jié)果表明在乙腈和Tris緩沖溶液中Probe 2在539nm激發(fā)時(shí),沒(méi)有熒光發(fā)射現(xiàn)象。當(dāng)加入CN-后在波長(zhǎng)為596nm處出現(xiàn)熒光發(fā)射峰使熒光強(qiáng)度增至35倍左右,從而達(dá)到對(duì)CN-識(shí)別。該探針對(duì)CN-具有很高的選擇性,并且與CN-的反應(yīng)計(jì)量比為1:1,因此Probe 2具有在環(huán)境體系和生物體系中對(duì)微量CN-檢測(cè)的應(yīng)用潛力。
[Abstract]:In the past decade, biochemistry has been widely used in fluorescent sensors, developing a series of functional organic molecules for the detection of harmful substances in the human body, whether biological or not. Because of its high sensitivity, high selectivity, simple operation and very low detection limit, fluorescent chemical sensor plays an important role in medicine and people's life. The advantages of biometric imaging in living cells have attracted the attention of researchers. Coumarin dyes have strong fluorescence properties, which are combined with 3. 4-dimethoxyphenylthiophenol was used to synthesize thiol amino acid chemical sensor Probe1 based on diethylaminocoumarin. The selectivity, interference and response time of Probe 1 to mercaptan amino acids were studied by UV and fluorescence emission spectra. The results show that: Probe1 has a high selectivity for GSH at 547nm and a good selectivity for Cys-Hcy at 477nm. In order to distinguish the Cys from the Cys, the pH value of the buffer solution was changed to 6.0, and the selectivity of Cys was obtained at 445nm. Furthermore, the response time of Cys and Hcy. Probe 1 and GSH can be balanced in 90 s. Because of its rapid response time can greatly improve the efficiency of detection of thiol amino acids, making the detection process more convenient, we have successfully achieved the detection of mercaptan amino acids in living cells fluorescence imaging experiment. And Probe 1 and GSH Cys. Hcy is 1:. 1 stoichiometric reaction.DPP is a fluorescent dye with high Stokes shift, so it has the application prospect of qualitative and quantitative determination of mercaptan amino acids in environmental and biological systems. It has the potential as a near infrared fluorescence sensor. Therefore, Probe _ 2 was synthesized by ligating it with benzothiazole ammonium sulfite. The UV absorption and fluorescence emission spectra of Probe were also used. The photophysical properties of Probe _ 2 and the sensing recognition of various anions were studied. The results showed that Probe _ 2 was excited at 539nm in acetonitrile and Tris buffer solution. There was no fluorescence emission phenomenon. The fluorescence emission peak appeared at 596 nm after the addition of CN-, and the fluorescence intensity increased to about 35 times. Thus, CN- recognition is achieved. The probe has a high selectivity to CN-, and the molar ratio of CN- to CN- is 1: 1. Therefore, Probe 2 has the potential to be applied to the detection of trace CN- in both environmental and biological systems.
【學(xué)位授予單位】:延邊大學(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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