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含芴環(huán)近紅外分子開關(guān)的合成與性質(zhì)研究

發(fā)布時(shí)間:2019-06-12 17:57
【摘要】:隨著社會(huì)的進(jìn)步,科學(xué)技術(shù)的發(fā)展,熒光探針愈加受到人們的關(guān)注,由于熒光探針具有光物理與光化學(xué)特性,靈敏度高、動(dòng)態(tài)響應(yīng)范圍寬等優(yōu)點(diǎn),適合應(yīng)用于生命體內(nèi)的生理環(huán)境,已經(jīng)被廣泛應(yīng)用在生命科學(xué)的研究領(lǐng)域。將設(shè)計(jì)好的熒光探針引入到組織或細(xì)胞之后,它可以富集在細(xì)胞或組織的特定成分中,通過熒光顯微鏡不但可以觀察到細(xì)胞和組織切片,而且還可以對(duì)生物大分子、活細(xì)胞的結(jié)構(gòu)等實(shí)現(xiàn)實(shí)時(shí)觀察與檢測(cè),并且能夠結(jié)合熒光光譜儀來獲取熒光圖像。此外,熒光技術(shù)還被廣泛應(yīng)用于探測(cè)與分析DNA和蛋白質(zhì)的結(jié)構(gòu)等方面。近紅外熒光探針,相比于紫外或者可見光區(qū)的熒光探針,由于其吸收和發(fā)射光譜的波長(zhǎng)范圍在650 nm-900 nm的近紅外區(qū),可有效避免生物體和組織的自發(fā)熒光、自吸收以及光散射的干擾,最為關(guān)鍵的是近紅外區(qū)檢測(cè)對(duì)生命體的損傷小,適用于在活體細(xì)胞以及組織內(nèi)進(jìn)行分析和檢測(cè)。因此,近年來,對(duì)近紅外熒光探針的研究引起了科學(xué)家們的極大興趣。本論文設(shè)計(jì)并合成了一類新穎的以芴環(huán)為母體的含有VA嗪和VA唑啉類開關(guān)單元的有機(jī)小分子熒光探針ⅡB,ⅢB,ⅣB,并對(duì)其進(jìn)行了光譜性質(zhì)的表征。三種化合物在二氯甲烷中其開環(huán)結(jié)構(gòu)對(duì)應(yīng)的紫外吸收均達(dá)到了600 nm以上,對(duì)應(yīng)的熒光發(fā)射均達(dá)到了800 nm左右,到達(dá)了近紅外區(qū)。我們研究了三種探針在不同條件下的紫外吸收光譜和熒光發(fā)射光譜,從光譜性質(zhì)可以看出:化合物開環(huán)結(jié)構(gòu)的鹽受溶劑作用的影響很大,具有負(fù)溶劑化作用;三種化合物都具有水致變色和酸致變色的性質(zhì);對(duì)熒光性質(zhì)最好的IVB分子繼續(xù)研究,其展示出了非常好的光致變色性質(zhì)和良好的抗疲勞性。由此可見,新型的含有VA嗪和VA唑啉類開關(guān)單元的近紅外熒光探針與普通的探針分子相比已經(jīng)展示出了豐富的外界刺激響應(yīng)性能,運(yùn)用于生命體,將反映出復(fù)雜生命體系中更多的信息,為其在蛋白質(zhì)標(biāo)記、生物分析與檢測(cè)方面的應(yīng)用奠定了基礎(chǔ)。
[Abstract]:With the progress of society and the development of science and technology, fluorescence probe has been paid more and more attention. Because of its photophysical and photochemical properties, high sensitivity and wide dynamic response range, fluorescent probe has been widely used in the field of life science because it is suitable for the physiological environment of life. After the designed fluorescence probe is introduced into the tissue or cell, it can be enriched in the specific components of the cell or tissue. Not only the cells and tissue sections can be observed by fluorescence microscope, but also the biological macromolecules and the structure of living cells can be observed and detected in real time, and the fluorescence image can be obtained by combining fluorescence spectrometer. In addition, fluorescence technique has been widely used to detect and analyze the structure of DNA and protein. The near infrared fluorescence probe, compared with the UV or visible region fluorescence probe, can effectively avoid the interference of spontaneous fluorescence, self absorption and light scattering of organisms and tissues because the wavelength range of absorption and emission spectra is in the near infrared region of 650 nm-900 nm. The most important thing is that the near infrared region detection is less damage to living organisms, which is suitable for analysis and detection in living cells and tissues. Therefore, in recent years, the study of near-infrared fluorescence probes has attracted great interest of scientists. In this paper, a class of novel organic small molecule fluorescence probes II B, III B, IV B with viazines and VA azolin switches based on fluorene ring were designed and synthesized, and their spectral properties were characterized. The UV absorption of the ring-opening structure of the three compounds in dichloromethane is above 600 nm, and the corresponding fluorescence emission is about 800 nm, reaching the near infrared region. The UV absorption spectra and fluorescence emission spectra of the three probes under different conditions have been studied. It can be seen from the spectral properties that the salt of the ring-opening structure of the compound is greatly affected by solvent action and has negative solvation; all of the three compounds have the properties of water-induced and acid-induced discoloration; and the IVB molecules with the best fluorescence properties continue to study, which show very good photochromic properties and good fatigue resistance, which can be seen as follows: the UV absorption spectra and fluorescence emission spectra of the three probes under different conditions show that the salt of the ring-opening structure of the compound is greatly affected by the solvent action and has the negative solvation effect. Thus, compared with the common probe molecules, the new near infrared fluorescence probe containing Vazosin and VA azolin switch units has shown rich external stimulation response performance and will reflect more information in complex life system, which lays a foundation for its application in protein labeling, biological analysis and detection.
【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】:2014
【分類號(hào)】:R914.5

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