Highly Fluorescent Flavins: Rational Molecular Design for Quenching Protection Based on Repulsive and Attractive Control of Molecular Alignment
作者:Haruka Suzuki、Ryo Inoue、Soichiro Kawamorita、Naruyoshi Komiya、Yasushi Imada、Takeshi Naota
DOI:10.1002/chem.201406346
日期:2015.6.15
methylation of the alloxan‐substituted flavins with methyl iodide and subsequent rearrangement in the presence of an inorganic base. The flavin compounds exhibit intense white‐green fluorescent emission in the solution state under UV excitation at 298 K, with emission efficiencies Φ298 K greater than 0.55 in CH3CN, which are higher than the values for all reported flavin compounds under similar conditions
对于在异四恶嗪平台的C7位置带有垂直环状酰亚胺部分的各种黄素化合物,都观察到了前所未有的强烈荧光发射。通过用锌粉还原相应的N-芳基-2-硝基-5-烷氧基苯胺,选择性地制备一系列四氧嘧啶取代的黄素,然后在硼酸存在下与四氧嘧啶一水合物反应。带有恶唑烷-2,4-二酮官能团的类似物是通过将四氧嘧啶取代的黄素与甲基碘甲基化并随后在无机碱存在下进行重排而获得的。黄素类化合物在298 K的紫外线激发下在溶液状态下呈现强烈的白绿色荧光发射,发射效率为Φ298 KCH 3 CN中的大于0.55,高于在相似条件下所有报道的黄素化合物的值。最高Φ 298K下在CH得到的0.70的值3 CN为异咯嗪轴承C7 -alloxan和N10 -2,6-二异丙基苯基的基团。发射强度的温度依赖性表明,在298 K时,明显的发射特性归因于对耐热性的高度耐热性,随着温度的升高,发射衰减变强。包括X射线衍射分析在内的机理研究表明,