反應(yīng)型熒光探針分子的合成及其對肼的檢測研究
發(fā)布時間：2018-11-21 15:55
【摘要】：熒光分析法具有取樣小、靈敏度高、重現(xiàn)性好、快捷方便等優(yōu)點(diǎn),在理論亦或是應(yīng)用上都取得了迅速的發(fā)展,并被應(yīng)用于化學(xué)、生物、醫(yī)藥、農(nóng)業(yè)、環(huán)境保護(hù)等眾多領(lǐng)域。肼是一類重要的化工原料,但對人體或環(huán)境有危害。發(fā)展一種可靠性好、靈敏度高、選擇性好,并且方便的分析方法來用于檢測肼就顯得尤為重要,但肼檢測用熒光探針的相關(guān)研究報道仍較少。以熒光素、香豆素為母體熒光團(tuán),本論文設(shè)計并合成了三個用于檢測肼的熒光探針分子,并研究了在生理環(huán)境下探針對肼的檢測。此外通過修飾香豆素,合成出用于在酸性條件下識別NO_2~-的探針,最后是其它工作。具體內(nèi)容為:第一章:綜述部分,主要講述了熒光探針的基本概念以及檢測機(jī)理,重點(diǎn)闡述了相關(guān)肼檢測用熒光探針的研究現(xiàn)狀,同時提出課題的設(shè)計思路。第二章:基于熒光素母體設(shè)計合成出用于檢測肼的熒光探針,在熒光團(tuán)結(jié)構(gòu)上引入酯鍵、碳碳雙鍵,得到探針分子1,2;利用肼的強(qiáng)親核性實(shí)現(xiàn)了對肼的檢測,在HEPES緩沖溶液(pH=7.4)的體系中研究了該探針的紫外熒光性質(zhì),結(jié)果表明探針化合物2對N2H4有著很好的選擇性和專一性,是一個性能良好的反應(yīng)型熒光探針分子,并通過質(zhì)譜等推測了相應(yīng)的反應(yīng)檢測機(jī)理。第三章:基于7-羥基-4-甲基香豆素母體,設(shè)計合成用于檢測肼的熒光探針3,在HEPES緩沖溶液(pH=7.4)的體系中,對探針3與肼反應(yīng)的光學(xué)性能進(jìn)行了研究。結(jié)果表明,基于肼相繼串聯(lián)親核進(jìn)攻氟和碳碳雙鍵,使得母體7-OH的2-氟-4-硝基苯甲酸保護(hù)基脫除,母體熒光分子得以釋放,實(shí)現(xiàn)對肼的檢測,證實(shí)探針3也是一個性能良好的反應(yīng)型探針分子。第四章:在香豆素6位上引入氨基后,合成了香豆素衍生物探針,利用桑德梅爾反應(yīng)研究了其在酸性條件下識別NO_2~-時相關(guān)的光學(xué)性能。探針合成簡單,響應(yīng)時間快,選擇特異性好。
[Abstract]:Fluorescence analysis has the advantages of small sampling, high sensitivity, good reproducibility and convenience. It has made rapid development in theory and application, and has been applied in many fields such as chemistry, biology, medicine, agriculture, environmental protection and so on. Hydrazine is an important chemical raw material, but it is harmful to human body or environment. It is very important to develop a kind of analytical method with good reliability, high sensitivity, good selectivity and convenient analytical method for the detection of hydrazine. However, there are few reports on the fluorescence probe for hydrazine detection. Using fluorescein and coumarin as parent fluorescent groups, three fluorescent probe molecules were designed and synthesized for the detection of hydrazine, and the detection of hydrazine in physiological environment was studied. In addition, a probe was synthesized by modifying coumarin to recognize NO_2~- under acidic conditions. The main contents are as follows: chapter one: summary part, the basic concept and detection mechanism of fluorescent probe are mainly described, and the research status of fluorescent probe for detection of correlated hydrazine is emphasized, and the design idea of the subject is put forward at the same time. Chapter 2: based on the fluorescein matrix, a fluorescent probe was designed and synthesized for the detection of hydrazine. The probe molecule 1 / 2 was obtained by introducing ester bond and carbon / carbon double bond into the structure of fluorescence group. The detection of hydrazine was realized by using the strong nucleophilic property of hydrazine. The UV fluorescence properties of the probe were studied in HEPES buffer solution (pH=7.4) system. The results showed that the probe compound 2 had good selectivity and specificity to N2H4. It is a reactive fluorescent probe molecule with good performance, and the corresponding reaction detection mechanism is inferred by mass spectrometry. Chapter 3: based on 7-hydroxy-4-methylcoumarin matrix, a fluorescent probe 3 was designed and synthesized for the determination of hydrazine. The optical properties of the reaction of probe 3 with hydrazine in HEPES buffer solution (pH=7.4) system were studied. The results showed that the protection of 2-fluoro-4-nitrobenzoic acid from the parent 7-OH was removed and the fluorescence molecule of the parent was released to detect hydrazine based on the successive series of hydrazine nucleophilic attacks on fluorine and carbon-carbon bonds. It is proved that probe 3 is also a reactive probe molecule with good performance. Chapter 4: the coumarin derivative probe was synthesized by introducing amino groups into coumarin 6. The optical properties of coumarin derivative probe in NO_2~- recognition under acidic conditions were studied by Sandemer reaction. The probe synthesis is simple, the response time is fast, and the selection specificity is good.
【學(xué)位授予單位】：蘭州大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O657.3;TQ226.52
[Abstract]:Fluorescence analysis has the advantages of small sampling, high sensitivity, good reproducibility and convenience. It has made rapid development in theory and application, and has been applied in many fields such as chemistry, biology, medicine, agriculture, environmental protection and so on. Hydrazine is an important chemical raw material, but it is harmful to human body or environment. It is very important to develop a kind of analytical method with good reliability, high sensitivity, good selectivity and convenient analytical method for the detection of hydrazine. However, there are few reports on the fluorescence probe for hydrazine detection. Using fluorescein and coumarin as parent fluorescent groups, three fluorescent probe molecules were designed and synthesized for the detection of hydrazine, and the detection of hydrazine in physiological environment was studied. In addition, a probe was synthesized by modifying coumarin to recognize NO_2~- under acidic conditions. The main contents are as follows: chapter one: summary part, the basic concept and detection mechanism of fluorescent probe are mainly described, and the research status of fluorescent probe for detection of correlated hydrazine is emphasized, and the design idea of the subject is put forward at the same time. Chapter 2: based on the fluorescein matrix, a fluorescent probe was designed and synthesized for the detection of hydrazine. The probe molecule 1 / 2 was obtained by introducing ester bond and carbon / carbon double bond into the structure of fluorescence group. The detection of hydrazine was realized by using the strong nucleophilic property of hydrazine. The UV fluorescence properties of the probe were studied in HEPES buffer solution (pH=7.4) system. The results showed that the probe compound 2 had good selectivity and specificity to N2H4. It is a reactive fluorescent probe molecule with good performance, and the corresponding reaction detection mechanism is inferred by mass spectrometry. Chapter 3: based on 7-hydroxy-4-methylcoumarin matrix, a fluorescent probe 3 was designed and synthesized for the determination of hydrazine. The optical properties of the reaction of probe 3 with hydrazine in HEPES buffer solution (pH=7.4) system were studied. The results showed that the protection of 2-fluoro-4-nitrobenzoic acid from the parent 7-OH was removed and the fluorescence molecule of the parent was released to detect hydrazine based on the successive series of hydrazine nucleophilic attacks on fluorine and carbon-carbon bonds. It is proved that probe 3 is also a reactive probe molecule with good performance. Chapter 4: the coumarin derivative probe was synthesized by introducing amino groups into coumarin 6. The optical properties of coumarin derivative probe in NO_2~- recognition under acidic conditions were studied by Sandemer reaction. The probe synthesis is simple, the response time is fast, and the selection specificity is good.
【學(xué)位授予單位】：蘭州大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O657.3;TQ226.52
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2 王姍姍;;小分子熒光探針在硫醇檢測中的最新研究進(jìn)展[J];科技信息;2010年23期
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