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Structural Chemistry Enables Fluorescence of Amino Acids in the Crystalline Solid State

机译:结构化学使晶体固态中的氨基酸荧光

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Nonaromatic luminogens have recently emerged as highly attractive materials for biological imaging and sensing applications, due to their good hydrophilicity and biocompatibility. Here, we report that natural nonaromatic and aromatic amino acids, including L-histidine, L-glutamine, L-isoleucine, L-asparagine, L-valine, L-threonine, and L-methionine, exhibit crystallization-induced emission. The crystalline state of these amino acids shows a wide range of fluorescence emission, in striking contrast to barely any emission in the solution phase. We determined the atomic structure of these amino acids in crystalline state using X-ray crystallography. A structural analysis implies that the compact interactions through the hydrogen-bonding network of the crystallized amino acids potentially restrict intramolecular rotations and vibrations and thus enhance the radiative transitions in the crystalline state. Because these noncovalent interactions can be easily modulated by varying the chemical environment, this phenomenon of crystallization-induced emission may represent a general strategy to induce fluorescence from weakly emissive or nonemissive nonaromatic molecules.
机译:由于其良好的亲水性和生物相容性,最近,非芳族发光胶剂最近被出现为生物成像和传感应用的高度吸引力的材料。在此,我们报告说,天然非芳族和芳族氨基酸,包括L-组氨酸,L-谷氨酰胺,L-异亮氨酸,L-天冬酰胺,L-苏氨酸和L-蛋氨酸表现出结晶诱导的发射。这些氨基酸的结晶状态显示出广泛的荧光发射,以略微对比,从溶液相中几乎没有任何发射。我们使用X射线晶体学确定晶体状态中这些氨基酸的原子结构。结构分析意味着通过结晶氨基酸的氢键网络的紧凑相互作用潜在地限制分子内旋转和振动,从而增强了结晶状态的辐射转变。因为通过改变化学环境可以容易地调节这些非共价相互作用,所以结晶诱导的发射的这种现象可以代表诱导弱发射或不易芳族分子诱导荧光的一般策略。

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