Wu Qiuxia, Sun Xinran, Yang Zhenming, Shi Pengfei, Zhang Huacheng, Han Jie
Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, 94 Weijin Road, Tianjin 300071, China.
Shandong Provincial Key Laboratory of Detection Technology for Tumor Markers, School of Chemistry and Chemical Engineering, Linyi University, Linyi 276000, China.
Polymers (Basel). 2023 Sep 21;15(18):3853. doi: 10.3390/polym15183853.
The main challenges in second near-infrared region molecular fluorophores are poor water solubility and unknown long-term toxicity at present. Herein, new NIR-II molecular fluorophores have been designed and employed to integrate biocompatible pillar[5]arene with 10 outer triethylene oxide groups for the synthesis of rotaxane IRCR. In addition, PEGylated pillar[5]arenes have been combined for the self-assembly of two supramolecular vesicular systems, i.e., PP5-IR1 and PP5-IR2, affording aqueous solubility and lowered cellular toxicity. In aqueous solution, all these fluorophores displayed room-temperature emission with λ at 986-1013 nm and quantum yields of 0.54-1.45%. They also exhibited good chemical stability and reasonable self-assembled sizes, which may find potential applications in NIR-II imaging. In addition, PP5-IR1 can be used as a fluorescent chemosensor for selective recognition of glutathione through the cleavage of dinitrophenyl ether and release the fluorescent dye.
目前，第二代近红外区域分子荧光团面临的主要挑战是水溶性差和长期毒性未知。在此，设计并采用了新型近红外二区分子荧光团，将具有生物相容性的柱[5]芳烃与10个外部氧化三亚乙基基团整合，用于合成轮烷IRCR。此外，聚乙二醇化柱[5]芳烃已被组合用于两种超分子囊泡系统PP5-IR1和PP5-IR2的自组装，提供了水溶性并降低了细胞毒性。在水溶液中，所有这些荧光团在室温下发射，波长为986-1013nm，量子产率为0.54-1.45%。它们还表现出良好的化学稳定性和合理的自组装尺寸，这可能在近红外二区成像中找到潜在应用。此外，PP5-IR1可作为荧光化学传感器，通过二硝基苯基醚的裂解选择性识别谷胱甘肽并释放荧光染料。
