本文選題：羅薩明　切入點：熒光探針　出處：《鄭州大學(xué)》2016年碩士論文　論文類型：學(xué)位論文

【摘要】：羅薩明熒光團屬于羅丹明類熒光染料,是利用含不同取代基的芳香醛與3-氨基苯酚反應(yīng)后制成,產(chǎn)物單一,避免了羅丹明B染料在非質(zhì)子溶劑中內(nèi)酯結(jié)構(gòu)形成而導(dǎo)致的熒光淬滅。這類熒光染料的紫外最大吸收在550nm左右,最大熒光發(fā)射在570-590nm范圍移動。本文設(shè)計合成八種羅薩明類化合物,即RosN_3,RosCHO,RosBQ,RosBrNO_2,RosCH_3-NO_2,RospH,RosPG和RosGSH,它們的結(jié)構(gòu)經(jīng)~1H NMR、~(13)C NMR、IR、HR-MS表征和確證,對其光譜性質(zhì)進行探究,并將性能良好的熒光探針應(yīng)用于細(xì)胞成像。合成的目標(biāo)化合物中,RosN_3在DMF/PB(6:4 v/v,10 mM,pH=7.4)中對H_2S能夠?qū)Ｒ恍宰R別。探針識別機理被證明為:芳香疊氮基團還原為芳香氨基后,發(fā)生光誘導(dǎo)電子轉(zhuǎn)移(PET),熒光淬滅。該探針有較強的抗干擾能力,成功應(yīng)用于MGC-803細(xì)胞中H2S的檢測;RosCHO探針在Tris-HCl(10 mM)中加入NaHSO_3后,芳香醛與HSO_3-發(fā)生親核加成反應(yīng),熒光增強,該探針能夠在生物活細(xì)胞中檢測HSO_3-;RosBQ探針在10%CH_3CH_2OH的PB緩沖液中對ClO-有識別功能,并成功應(yīng)用于細(xì)胞實驗;RospH探針在CH_3CH_2OH/Tris-HCl體系中對pH敏感;RosGSH探針對生物硫醇有響應(yīng)。
[Abstract]:Rhodamine fluorescent group is a kind of Rhodamine fluorescent dye, which is prepared by the reaction of aromatic aldehydes containing different substituents with 3-aminophenol. The fluorescence quenching caused by the formation of lactone structure of Rhodamine B dye in non-proton solvent is avoided. The UV maximum absorption of this kind of dye is about 550 nm. The maximum fluorescence emission shifts in the range of 570-590nm. In this paper, eight rosamine compounds, RosN3N RosCHOO RosBQO RosBQO RosBrNO2N NORNO2S RosCH3-NO2S RosPG and RosGSH, have been designed and synthesized. Their structures have been characterized and confirmed by 1H NMR13C NMRIRHR-MS, and their spectral properties have been investigated, and the spectral properties of RosPG and RosGSH have been investigated. The fluorescence probe with good performance was applied to cell imaging. RosN _ 3 in the synthesized target compound was able to identify H2S specifically in DMF/PB(6:4 v / v ~ (10 m ~ (-1)) pH = 7.4). The mechanism of the probe identification was as follows: the aromatic azido group was reduced to aromatic amino group, and the molecular mechanism was proved to be that the aromatic azido group was reduced to aromatic amino group. Photoinduced electron transfer and fluorescence quenching were observed. The probe was successfully used to detect H2S in MGC-803 cells. When NaHSO_3 was added to the probe, aromatic aldehydes reacted with HSO3- and the fluorescence was enhanced. The probe can be used in living cells to detect that the HSO3-PQ probe has the ability to recognize ClO- in the PB buffer of Ch _ 3CHS _ 2O _ H at 10 and Ch _ 3CHS _ 2OH, and has been successfully used in the cell experiment to detect the pH sensitivity of the CH_3CH_2OH/Tris-HCl probe to biofilm in the presence of biologic mercaptan.
【學(xué)位授予單位】：鄭州大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2016
【分類號】：O657.3

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