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Covalently linked water-soluble fullerene–fluorescein dyads as highly efficient photosensitizers: Synthesis, photophysical properties and photochemical action
Dyes and Pigments ( IF 4.1 ) Pub Date : 2018-06-26 , DOI: 10.1016/j.dyepig.2018.06.041
A.Yu Rybkin , A.Yu Belik , O.A. Kraevaya , E.A. Khakina , A.V. Zhilenkov , N.S. Goryachev , D. Volyniuk , J.V. Grazulevicius , P.A. Troshin , A.I. Kotelnikov

The synthesis, photophysical and photodynamic properties of two water-soluble hybrid structures based on the polycationic or polyanionic fullerene [60] derivative covalently linked to fluorescein are described. The significant influence of electrostatic charges on the conformation of the studied fullerene–fluorescein structures in aqueous solution and on their photophysical properties and photochemical activity was demonstrated. A polycationic fullerene derivative–fluorescein conjugate exhibits a pronounced quenching of fluorescence (more than 25 times) due to the energy and/or electron transfer from dye to fullerene. Such activation of fullerene generates reactive oxygen species greater than 15 times more effectively than an individual dye or fullerene does. In contrast, for the polyanionic fullerene derivative–fluorescein conjugate such effects are practically absent. The demonstrated effects open up wide opportunities for a directional design of highly efficient water-soluble photosensitizers by combining the singlet-excited dyes and fullerene [60] for applications in photodynamic therapy.



中文翻译:

共价连接的水溶性富勒烯-荧光素二联体作为高效的光敏剂:合成,光物理性质和光化学作用

描述了基于与荧光素共价连接的聚阳离子或聚阴离子富勒烯[60]衍生物的两种水溶性杂化结构的合成,光物理和光动力学性质。证明了静电荷对水溶液中富勒烯-荧光素结构的构象及其光物理性质和光化学活性的重大影响。由于能量和/或电子从染料转移到富勒烯,聚阳离子富勒烯衍生物-荧光素共轭物显示出明显的荧光猝灭(超过25倍)。富勒烯的这种活化产生的活性氧比单个染料或富勒烯产生的活性氧高出15倍以上。相比之下,对于聚阴离子富勒烯衍生物-荧光素共轭物,实际上没有这种作用。通过结合单线态激发的染料和富勒烯[60],证明的效果为高效水溶性光敏剂的定向设计提供了广阔的机会[60]。

更新日期:2018-06-26
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