Synthesis and spectroscopic analysis of benzylidene imidazolone linked to P-porphyrins through axial ligand
Synthesis and spectroscopic analysis of benzylidene imidazolone linked to P-porphyrins through axial ligand
复制标题
通过轴向配体连接 P-卟啉的亚苄基咪唑啉酮的合成及光谱分析
DOI：
10.1007/s00044-018-2255-0
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发表时间：
2018
影响因子：
2.6
通讯作者：
Yasuda Masahide
中科院分区：
文献类型：
--
作者：
Matsumoto Jin;Takemori Kyosuke;Ishikawa Jun;Nabetani Yu;Fujitsuka Mamoru;Majima Tetsuro;Yasuda Masahide
制备了包含两个轴向连接的亚苄基咪唑酮（Biz）部分（绿色荧光蛋白的发色团）的四苯基卟啉磷（V）复合物（1）。在光动力疗法等医疗应用中，P-卟啉部分 (Ptp) 预计会敏化产生单线态氧，而 Biz 单元则充当荧光探针。在Biz 370 nm激发下分析1的荧光光谱。分别在 460 和 610 nm 处观察到源自 Biz 和 Ptp 激发态的荧光。 Ptp 发生激发单线态的 Biz 的分子内猝灭，导致 Biz 发出微弱的荧光。在1的Biz单元中引入氰基将其荧光量子产率提高至7.7 × 10−4。 1 在 Ptp 激发下在 550 nm 处的荧光光谱与不含 Biz 发色团的 P-卟啉参考化合物二甲氧基（四苯基卟啉）氯化磷极其相似。在 P-卟啉的轴向位置上引入 Biz 后，Ptp 的物理化学参数保持不变。
Tetraphenylporphyrinatophosphorus(V) complexes (1) comprising two axially linked benzylidene imidazolone (Biz) moieties, which are chromophores of the green fluorescent protein, were prepared. In medical applications such as photodynamic therapy, the P-porphyrin part (Ptp) is expected to sensitize to generate singlet oxygen, whereas the Biz units act as fluorescent probes. The fluorescence spectra of1were analyzed under the excitations of Biz at 370 nm. Fluorescence stemming from the excited states of Biz and Ptp was observed at 460 and 610 nm, respectively. The intramolecular quenching of Biz in the excited singlet state by Ptp occurred, resulting in weak fluorescence from Biz. The introduction of a cyano group in the Biz units of1enhanced their fluorescence quantum yield up to 7.7 × 10−4. The fluorescence spectra of1under the excitations of Ptp at 550 nm were extremely similar to that of a reference compound of P-porphyrin without the Biz chromophore, dimethoxy(tetraphenylporphyrinato)phosphorus chloride. The physicochemical parameters of Ptp remained unaltered following the introduction of Biz on the axial positions of P-porphyrin.