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基于菲并咪唑、香豆素和氧杂蒽的新型荧光探针的合成与性能研究

发布时间:2018-05-25 01:23

  本文选题:荧光探针 + 分子识别 ; 参考:《郑州大学》2017年硕士论文


【摘要】:荧光探针具有选择性好、灵敏度高、响应时间短等优点,作为一种优越的生物分子传感器,已被广泛地应用于生物成像、疾病诊断、分子识别及发光材料等领域。至今为止,基于不同荧光团(氧杂蒽、香豆素、氟硼二吡咯等)的用于检测生物相关的阳离子、阴离子和有机小分子的探针已经被广泛的报道。本文主要设计并合成了两例基于菲并咪唑的荧光探针(L_1-L_2),两例基于香豆素的荧光探针(L_3-L_4),一例基于氧杂蒽的荧光探针(L_5)。5个目标化合物(L_1-L_5)均经过氢谱(1H NMR)、碳谱(13C NMR)、高分辨质谱(HR-MS)的确证结构。化合物L_1和L_2是基于菲并咪唑的识别HSO_3~-探针,L_1能够DMSO与水体系中选择性识别HSO_3~-,L_2能够乙醇与水体系中选择性识别HSO_3~-;化合物L_3和L_4是基于香豆素的HSO_3~-探针,能够在DMSO和水体系中选择性识别HSO_3~-;化合物L_5是基于氧杂蒽识别Cys和GSH的探针,能够在水体系中选择性识别生物硫醇;化合物(L_1、L_5)均成功的应用于MCF-7细胞内荧光成像检测,表明该化合物在生物体系内具有潜在的应用价值。
[Abstract]:The fluorescence probe has the advantages of good selectivity, high sensitivity and short response time. As a kind of superior biomolecular sensor, it has been widely used in the fields of biological imaging, disease diagnosis, molecular recognition and luminescent materials. So far, the detection of biological phase based on different fluoranthracene (coumarin, coumarin, flub two pyrrole) The probes of cations, anions and small organic molecules have been widely reported. In this paper, two fluorescent probes based on phenanthrene imidazole (L_1-L_2), two fluorescent probes based on coumarin (L_3-L_4), a fluorescent probe based on oxanthracene (L_5).5 target compounds (1H NMR), carbon (1H NMR), carbon 13C NMR, confirmed structure of high resolution mass spectrometry (HR-MS). Compounds L_1 and L_2 are based on phenanthrene imidazole identification HSO_3~- probes, L_1 can selectively identify HSO_3~- in DMSO and water system, L_2 can selectively recognize HSO_3~- in ethanol and water system, compound L_3 and derivatives are based on coumarin probes, and can be used in the water system and in the water system. Selective identification of HSO_3~-; compound L_5 is a probe based on the identification of Cys and GSH by oxanthracene, which can selectively identify biothiol in the body of water. Compounds (L_1, L_5) have been successfully applied to the fluorescence imaging detection in MCF-7 cells, indicating that the compound has potential application value in the biological system.
【学位授予单位】:郑州大学
【学位级别】:硕士
【学位授予年份】:2017
【分类号】:O657.3

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