發(fā)布時(shí)間：2018-06-07 22:03

  本文選題：熒光染料 + 氧雜蒽�。� 參考：《鄭州大學(xué)》2017年碩士論文

【摘要】：近年來(lái),熒光探針的研究備受關(guān)注。由于其具有選擇性好、靈敏度高、操作簡(jiǎn)便快速、毒性小、易實(shí)現(xiàn)實(shí)時(shí)原位檢測(cè)和觀察等優(yōu)點(diǎn),已被廣泛用于活細(xì)胞與活體組織中生物分子的檢測(cè)。其中,氧雜蒽熒光團(tuán)因其光穩(wěn)定好、摩爾消光系數(shù)高、Stokes位移大及相對(duì)較長(zhǎng)的發(fā)射波長(zhǎng)等優(yōu)點(diǎn)而被廣泛用于熒光探針構(gòu)建。尼羅紅染料因?yàn)榫哂懈叩臒晒饬孔赢a(chǎn)率,最大發(fā)射位于紅光區(qū)(500-700 nm),受樣品背景干擾相對(duì)較少等優(yōu)點(diǎn),在熒光探針構(gòu)建方面有較大應(yīng)用潛力。本文主要設(shè)計(jì)合成了三個(gè)基于氧雜蒽-香豆素的熒光探針(L1-L3)和一個(gè)基于尼羅紅的熒光探針L4,對(duì)它們的識(shí)別性能進(jìn)行了研究,并應(yīng)用于細(xì)胞成像和環(huán)境的檢測(cè);目標(biāo)化合物(L1-L4)的結(jié)構(gòu)均經(jīng)過(guò)1H NMR,13C NMR,HR-MS的確證。具體內(nèi)容如下:1、基于氧雜蒽-香豆素的ClO~-熒光探針L1和L2的合成及其應(yīng)用。這兩個(gè)探針能夠在乙醇/PB的緩沖體系中選擇性識(shí)別ClO~-,識(shí)別前后有明顯的顏色變化,可實(shí)現(xiàn)對(duì)ClO~-裸眼識(shí)別,具有良好的生物相容性,能夠用于活細(xì)胞內(nèi)Cl O~-的細(xì)胞熒光成像,除此之外,我們也做了相關(guān)的試紙實(shí)驗(yàn),應(yīng)用效果良好。2、基于氧雜蒽-香豆素的HSO_3~-熒光探針L3的合成及其應(yīng)用。該探針能夠在純的Tris-HCl緩沖體系選擇性識(shí)別HSO_3~-,識(shí)別前后顏色變化明顯,可用于裸眼識(shí)別,生物相容性好,并成功應(yīng)用于活細(xì)胞內(nèi)HSO_3~-的熒光成像。3、基于尼羅紅-NBD的熒光探針L4的合成及其應(yīng)用。該探針能夠用于識(shí)別小分子的生物硫醇(半胱氨酸和谷胱甘肽)和HS-。探針在熒光發(fā)射543 nm處可以專(zhuān)一性識(shí)別半胱氨酸,在熒光發(fā)射636 nm處的可依據(jù)動(dòng)力學(xué)選擇性識(shí)別HS-,識(shí)別前后有顯著顏色變化,并成功應(yīng)用于活細(xì)胞成像。
[Abstract]:In recent years, the study of fluorescent probes has attracted much attention. It has been widely used in the detection of biomolecules in living cells and living tissues because of its advantages of good selectivity, high sensitivity, simple and rapid operation, low toxicity and easy to realize real-time in situ detection and observation. Among them, oxyanthracene fluorescence group is widely used in fluorescent probe construction because of its advantages of good light stability, high molar extinction coefficient, large Stokes shift and relatively long emission wavelength. Because of its high fluorescence quantum yield and its maximum emission in the red region of 500-700 nm, the Nile red dye has the advantages of relatively little interference from the background of the sample, so it has great application potential in the construction of fluorescent probe. In this paper, three fluorescent probes L1-L3 based on oxyanthracene-coumarin and a fluorescent probe L4 based on Nile red were designed and synthesized. Their recognition properties were studied and applied to cell imaging and environmental detection. The structure of the target compound L1-L4 was confirmed by 1H-NMR-13C NMR-HR-MS. The main contents are as follows: 1. Synthesis and application of ClON-fluorogenic probes L1 and L2 based on oxyanthracene-coumarin. These two probes can selectively recognize ClO- in the buffer system of ethanol / PB, and have obvious color changes before and after recognition. They can realize the recognition of ClO- by naked eye, have good biocompatibility, and can be used in the fluorescence imaging of living cells. In addition, we have also done the relevant test paper experiments, the application effect is good. 2. The synthesis and application of HSO _ 3C _ 3 fluorescence probe L3 based on oxyanthracene-coumarin. The probe can selectively recognize HSOs 3s in the pure Tris-HCl buffer system, and the color changes are obvious before and after recognition. The probe can be used for naked eye recognition and has good biocompatibility. It has been successfully applied to the fluorescence imaging of HSO _ 3- in living cells, and to the synthesis and application of the fluorescence probe L4 based on Nile red -NBD. The probe can be used to recognize biological mercaptan (cysteine and glutathione) and HS-. The probe can specifically recognize cysteine at 543 nm of fluorescence emission and HS-selective recognition at 636 nm of fluorescence emission. It has significant color changes before and after recognition and has been successfully used in living cell imaging.
【學(xué)位授予單位】：鄭州大學(xué)
【學(xué)位級(jí)別】：碩士
【學(xué)位授予年份】：2017
【分類(lèi)號(hào)】：O657.3

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本文編號(hào)：1992941