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Fluorescent molecular probes based on excited state prototropism in lipid bilayer membrane

机译:脂质双层膜中基于激发态原性的荧光分子探针

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Excited state prototropism (ESPT) is observed in molecules having one or more ionizable protons, whose proton transfer efficiency is different in ground and excited states. The interaction of various ESPT molecules like naphthols and intramolecular ESPT (ESIPT) molecules like hydroxyflavones etc. with different microheterogeneous media have been studied in detail and excited state prototropism as a probe concept has been gaining ground.1 The fluorescence of different prototropic forms of such molecules, on partitioning to an organized medium like lipid bilayer membrane, often show sensitive response to the local environment with respect to the local structure, physical properties and dynamics. Our recent work using 1-naphthol as an ESPT fluorescent molecular probe has shown that the incorporation of monomeric bile salt molecules into lipid bilayer membranes composed from dipalmitoylphosphatidylcholine (DPPC, a lung surfactant) and dimyristoylphosphatidylcholine (DMPC), in solid gel and liquid crystalline phases, induce appreciable wetting of the bilayer up to the hydrocarbon core region, even at very low (≤ 1 mM) concentrations of the bile salts. The incorporation and location of fisetin, an ESIPT molecule having antioxidant properties, in lipid bilayer membrane has been sensitively monitored from its intrinsic fluorescence behaviour.
机译:在具有一个或多个可电离质子的分子中观察到激发态的原质性(ESPT),其质子转移效率在基态和激发态下均不同。已详细研究了各种ESPT分子(如萘酚)和分子内ESPT(ESIPT)分子(如羟基黄酮等)与不同的微非均相介质之间的相互作用,并且随着探针概念的发展,激发态原生质性得到了发展。1这种不同质子形式的荧光分子在分配到脂质双层膜等有组织的介质上时,通常会对局部环境,局部结构,物理特性和动力学表现出敏感的反应。我们最近使用1-萘酚作为ESPT荧光分子探针的工作表明,在固体凝胶和液晶相中,单体胆汁盐分子掺入由二棕榈酰磷脂酰胆碱(DPPC,肺表面活性剂)和二肉豆蔻酰磷脂酰胆碱(DMPC)组成的脂质双层膜中,即使在非常低(≤1 mM)的胆汁盐浓度下,也会引起双层明显润湿直到烃核区域。从其固有的荧光行为已经灵敏地监测了脂环素(一种具有抗氧化性能的ESIPT分子)在脂双层膜中的掺入和定位。

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