發(fā)布時間：2018-07-07 20:09

  本文選題：熒光探針 + 次氯酸根　； 參考：《西北大學(xué)》2017年碩士論文

【摘要】：人體內(nèi)的活性氧物質(zhì)(ROS)是產(chǎn)生各種疾病的重要因素,次氯酸(HOC1),作為活性氧物質(zhì)之一,與許多疾病的致病機(jī)制有著十分密切的關(guān)聯(lián)�，F(xiàn)如今,各種活性氧物質(zhì)的識別與檢測已經(jīng)成為化學(xué)與生物學(xué)科發(fā)展中具有挑戰(zhàn)性的非常重要的前沿課題。隨著人類各種金屬用品的使用以及環(huán)境污染的加劇,使生物體內(nèi)金屬離子(尤其是重金屬離子)的含量都有所增加,并可能造成生物體各系統(tǒng)的紊亂,甚至?xí)鹨幌盗屑膊〉陌l(fā)生,嚴(yán)重影響了生命體的健康。正是由于次氯酸和金屬離子與人類的身體健康有著密切關(guān)聯(lián),因此發(fā)展高效、及時、靈敏的次氯酸和金屬離子的檢測方法顯得尤為重要,并且對生命及環(huán)境科學(xué)具有是很重要的意義。羅丹明類衍生物具有優(yōu)良的光學(xué)性能,在熒光分析中一直以來有著非常廣泛的應(yīng)用,是設(shè)計(jì)合成性質(zhì)優(yōu)良的熒光探針的一個良好平臺。本論文設(shè)計(jì)合成了四大類(按功能劃分)羅丹明螺環(huán)隱色體熒光探針(RBP和RBT,RBAI、RGAI和RGNC,BOS1-BOS7,BMS1-BMS5);對所有探針進(jìn)行表征并通過研究光譜性質(zhì)討論了對受體的識別機(jī)理;探究了部分探針對活體細(xì)胞的毒性、細(xì)胞染色及生物活體標(biāo)記,取得了比較好的結(jié)果。主要研究內(nèi)容有:1.以羅丹明B結(jié)構(gòu)為熒光發(fā)色團(tuán),二甲酰肼結(jié)構(gòu)為C1O-的特異性氧化位點(diǎn),設(shè)計(jì)合成了 2種C1O-熒光探針。通過光譜性質(zhì)證明探針RBP和RBT對C1O-良好的檢測能力。對識別機(jī)理進(jìn)行了理論分析和HRMS(ESI)實(shí)驗(yàn)驗(yàn)證。將探針成功應(yīng)用于L929活細(xì)胞及小鼠體內(nèi)熒光成像,表明探針RBP和RBT具有較低細(xì)胞毒性,良好的細(xì)胞穿透性,可用于生物體內(nèi)ClO-的檢測及成像,在生物學(xué)檢測方面具有潛在的應(yīng)用價值。2.以羅丹明B及羅丹明6G結(jié)構(gòu)為熒光發(fā)色團(tuán),進(jìn)行修飾和改進(jìn),設(shè)計(jì)合成了 3種Hg2+熒光探針(RBAI、RGAI、RGNC)。通過光譜性質(zhì)研究確定了探針對Hg2+的光學(xué)識別性能。獲得了探針RBAI的單晶結(jié)構(gòu)。對識別機(jī)理進(jìn)行了理論剖析和HRMS(ESI)驗(yàn)證。將探針RBAI、RGAI拓展于吸附固體表面檢測Hg2+,及成功用于L929活細(xì)胞及小鼠體內(nèi)熒光成像,證明了它們在環(huán)境檢測、生物染色方面的應(yīng)用價值。3.以羅丹明B為熒光發(fā)色團(tuán),鄰苯二胺為連接臂,N和O原子為金屬離子主要結(jié)合位點(diǎn),設(shè)計(jì)合成了 7種單一分子同時檢測A13+、Cr3+、Zn2+、Cu2+的多功能探針BOS1-BOS7。該系列探針的紫外吸收及熒光發(fā)射光譜對上述四種金屬離子,發(fā)光波段、發(fā)光強(qiáng)度均有所不同,且裸眼檢測中可以明顯觀察到不同的顏色及熒光差異,從而達(dá)到多功能識別的效果。應(yīng)用于SGC-7901活細(xì)胞成像,驗(yàn)證了探針的細(xì)胞染色效果。4.以羅丹明B為熒光發(fā)色團(tuán),間苯二胺為連接臂,N和O原子為金屬離子主要結(jié)合位點(diǎn),設(shè)計(jì)合成了 5種檢測Al3+、Cr3+的探針BMS1-BMS5。光譜性質(zhì)研究發(fā)現(xiàn),探針可以在眾多金屬離子中選擇性識別Al3+、Cr3+,并且可以實(shí)現(xiàn)裸眼檢測。
[Abstract]:Reactive oxygen species (Ros) are important factors of various diseases. Hypochlorite (HOC1), as one of reactive oxygen species, is closely related to the pathogenesis of many diseases. Nowadays, the identification and detection of various reactive oxygen species has become a very important and challenging subject in the development of chemistry and biology. With the use of various metal supplies by human beings and the intensification of environmental pollution, the content of metal ions (especially heavy metal ions) in organisms has increased and may lead to the disruption of biological systems, It can even cause a series of diseases, seriously affecting the health of life. It is precisely because hypochlorite and metal ions are closely related to human health that the development of efficient, timely and sensitive methods for the detection of hypochlorite and metal ions is particularly important. And it is of great significance to the science of life and environment. Rhodamine derivatives have excellent optical properties and have been widely used in fluorescence analysis, which is a good platform for the design and synthesis of fluorescent probes with excellent properties. In this paper, four kinds of Rhodamine snail ring cryptosomal fluorescence probes (RBP and RBTX RBAIGai RGAI and RGNCN BBOS1-BOS7 BMS1-BMS5) were designed and synthesized, all the probes were characterized and the recognition mechanism of the receptors was discussed by studying the spectral properties. The toxicity of some probes to living cells, cell staining and biological in vivo labeling were investigated, and good results were obtained. The main research contents are: 1. Two kinds of C1O- fluorescent probes were designed and synthesized with rhodamine B as fluorescent chromophore and dimethylhydrazide as the specific oxidation site of C1O-. The detection ability of the probe RBP and RBT for C 1O-was proved by spectral properties. The recognition mechanism is analyzed theoretically and verified by HRMS (ESI) experiment. The probe was successfully applied to the fluorescence imaging of L929 living cells and mice. The results showed that the probe RBP and RBT had low cytotoxicity and good cell penetration, and could be used for the detection and imaging of ClO- in vivo. It has potential application value in biological detection. Using Rhodamine B and Rhodamine 6G as fluorescent chromophore, three Hg2 fluorescent probes (RBAIRGAIN RGNC) were designed and synthesized. The optical recognition performance of the probe to Hg _ 2 was determined by the study of spectral properties. The single crystal structure of probe RBAI was obtained. The recognition mechanism is analyzed theoretically and verified by HRMS (ESI). The probe RBAIRGAI was extended to adsorbed solid surface to detect Hg2, and was successfully used in fluorescence imaging of L929 living cells and mice, which proved their application value in environmental detection and biological staining. Using rhodamine B as fluorescent chromophore and o-phenylenediamine as the main binding site of metal ions, seven multifunctional probes BOS1-BOS7 were designed and synthesized for simultaneous detection of A13 Cr3Zn2 / Cu2. The UV absorption and fluorescence emission spectra of the probes are different in the luminescence band and luminescence intensity of the four metal ions mentioned above, and different colors and fluorescence differences can be observed in the naked eye detection. In order to achieve the effect of multi-function recognition. It was applied to SGC-7901 living cell imaging to verify the cell staining effect of the probe. 4. Using rhodamine B as fluorescent chromophore and resorcinenediamine as connecting arm N and O atoms as the main binding sites of metal ions, five probes BMS1-BMS5 were designed and synthesized for the detection of Al3 cr _ 3. It is found that the probe can selectively recognize Al3 and Cr3 in many metal ions, and can be used for naked eye detection.
【學(xué)位授予單位】：西北大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O657.3

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本文編號：2106126