M.M. Shemyakin and Yu.A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 117997 Moscow, Russia.
A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991 Moscow, Russia.
Molecules. 2022 Dec 19;27(24):9060. doi: 10.3390/molecules27249060.
Compounds sensitive to reactive oxygen species are widely used in the study of processes in living cells and in the development of therapeutic agents for photodynamic therapy. In the present work, we have synthesized a dyad in which the BODIPY dye is chemically bound to 9,10-diphenylanthracene (DPA). Here, DPA acts as a specific sensor of singlet oxygen and BODIPY as a reference dye. We studied the photophysical properties of the BODIPY-DPA dyad and showed that energy transfer occurs between the chromophores. As a result, the compound has excitation maxima in the absorption region of both DPA and BODIPY, but the fluorescence emission occurs mainly from BODIPY. In the presence of singlet oxygen, the excitation maximum of DPA decreases, while the intensity of the excitation maximum of BODIPY remains almost unchanged. This allows the BODIPY-DPA dyad to be used as a ratiometric sensor of singlet oxygen.
对活性氧敏感的化合物广泛用于研究活细胞中的过程以及开发光动力疗法的治疗剂。在本工作中，我们合成了一种键合染料 BODIPY 和 9,10-二苯基蒽（DPA）的二聚体。在这里，DPA 作为单线态氧的特定传感器，BODIPY 作为参比染料。我们研究了 BODIPY-DPA 二聚体的光物理性质，并表明生色团之间发生了能量转移。结果，该化合物在 DPA 和 BODIPY 的吸收区域均具有激发最大值，但荧光发射主要来自 BODIPY。在单线态氧存在下，DPA 的激发最大值减小，而 BODIPY 的激发最大值强度几乎保持不变。这使得 BODIPY-DPA 二聚体可用作单线态氧的比率传感器。
