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含氮芳香雜環(huán)化合物熒光探針的合成及離子識別

發(fā)布時間:2018-07-03 00:50

  本文選題:熒光探針 + 鋅離子 ; 參考:《渤海大學》2017年碩士論文


【摘要】:分子識別,作為超分子化學方向的重點研究內(nèi)容,在化學、環(huán)境及生命科學等領域具有重要的作用。一些含氮雜環(huán)化合物如咪唑并吡啶、苯并咪唑以及8-氨基喹啉等,因為其具有良好的發(fā)光性能而被廣泛地報道并應用在分子識別工作中。本文以這些化合物為底物設計合成了五種熒光探針,研究了它們的光譜性質(zhì)以及識別性能,具體的結果如下:1.以咪唑并吡啶類衍生物為熒光主體設計合成一種新型的熒光探針L1,該探針在乙腈/Tris 1:1(9:1,v/v,Tris-HCl 10 m M,pH=7.4)溶液中對Zn2+有選擇性識別,其飽和倍數(shù)為15倍,受體與Zn2+為1:1結合,檢測限為2.7×10-6 M,L1在pH 6-10的區(qū)間內(nèi)對鋅離子有較好的識別。2.以苯并咪唑衍生物為主體設計合成了一種氨基酸熒光探針L2。測試體系為HEPES/乙醇(9:1,v/v,HEPES 10 mM,pH=7.4),探針L2識別Hcy和Cys的飽和倍數(shù)均為100倍,對Hcy和Cys的檢測限分別為9.0×10-6 M和9.1×10-6 M。pH在6-8之間的識別效果較好。密度泛函理論計算結果表明,L2與Cys的產(chǎn)物具有激發(fā)態(tài)分子內(nèi)質(zhì)子轉(zhuǎn)移(ESIPT)性質(zhì),與Hcy的產(chǎn)物不具有ESIPT效應。因此,通過調(diào)控ESIPT過程,實現(xiàn)了L2對Hcy和Cys的識別。3.以8-氨基喹啉為熒光主體設計并合成了兩個席夫堿類熒光探針分子,即L3和L4。在DMSO-HEPES(1:1,v/v,10 m M,pH=7.4)體系中它們對鋅離子具有選擇性,飽和倍數(shù)為15倍,結合比為1:1。L3和L4對Zn2+的檢測限分別為9.7×10-5 M和1.6×10-5 M,探針L3,L4對Zn2+具有良好的熒光識別作用。4.以苯并咪唑衍生物為底物設計合成了一種銀離子熒光探針L5,探針在HEPES的體系中可識別Ag~(+),飽和倍數(shù)為10倍,結合比為1:1,檢測限為5×10-6 M,表明探針L5對Ag~(+)具有良好的識別效果。
[Abstract]:Molecular recognition, as the key research content of supramolecular chemical direction, plays an important role in the fields of chemistry, environment and life science. Some nitrogenous heterocyclic compounds, such as imidazole and pyridine, benzimidazole, and 8- amino quinoline, have been widely reported and used in molecular recognition because of their good luminescence properties. In this paper, five fluorescent probes are designed and synthesized with these compounds as substrates. Their spectral properties and recognition properties are studied. The specific results are as follows: 1. a novel fluorescent probe L1 is designed and synthesized using imidazolidic pyridine derivatives as the fluorescent body. The probe is used for Z in acetonitrile / Tris 1:1 (9:1, v/v, Tris-HCl 10 m M, pH=7.4) solution. N2+ has a selective recognition, its saturation multiple is 15 times, the receptor and Zn2+ are combined with 1:1, the detection limit is 2.7 x 10-6 M, and L1 has a better identification of zinc ions in the range of pH 6-10. A benzimidazole derivative is designed and synthesized to synthesize an amino acid fluorescent probe L2. test system for HEPES/ ethanol (9:1, v/v, HEPES 10, 10). The saturation multiple of Hcy and Cys is 100 times, and the detection limits for Hcy and Cys are 9 x 10-6 M and 9.1 x 10-6 M.pH respectively. The density functional theory results show that the products of L2 and Cys have the properties of the excited state intramolecular transfer (ESIPT) and do not have the ESIPT effect with the products of Hcy. Therefore, the ESIPT is regulated by the ESIPT. The process, realized the identification of Hcy and Cys by L2, and designed and synthesized two Schiff base fluorescent probes with 8- amino quinoline as the subject of fluorescence. That is, L3 and L4. have selectivity to zinc ions in DMSO-HEPES (1:1, v/v, 10 m M) system, and the saturation multiple is 15 times, and the detection limit of binding ratio is 9.7 x respectively. 5 M and 1.6 x 10-5 M, probe L3, L4 have good fluorescence recognition to Zn2+,.4. based on benzimidazole derivative as substrate, a silver ion fluorescent probe L5 is designed. The probe can identify Ag~ (+) in HEPES system, the saturation multiplier is 10 times, the binding ratio is 1:1, and the detection limit is 5 * 10-6 M. Fruit.
【學位授予單位】:渤海大學
【學位級別】:碩士
【學位授予年份】:2017
【分類號】:O657.3

【參考文獻】

相關期刊論文 前2條

1 黃振龍;湯立軍;;一種基于聯(lián)二萘酚的縮氨基硫脲化合物的合成及其對鋅離子的熒光識別[J];渤海大學學報(自然科學版);2014年02期

2 ;A colorimetric and fluorometric fluoride sensor based on a BODIPY-phenol conjugate[J];Science China(Chemistry);2011年05期

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