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Red Fluorescent Molecule with Aggregation-Induced Emission Based on Dehydroabietic Acid Diarylamine for Bioimaging
Journal of Fluorescence ( IF 2.7 ) Pub Date : 2024-04-23 , DOI: 10.1007/s10895-024-03712-x
Liwei Dou , Lijun Xu , Hong Gao , Jie Song , Shibin Shang , Zhanqian Song

In this paper, molecules with AIE red light properties were designed by coupling dehydroabietic acid diarylamine and 2,3-diphenylfumaronitrile, which were designated 2DTPA-CN and 2TPA-CN. The emission wavelengths were 683 nm and 701 nm, respectively. The 2DTPA-CN and 2TPA-CN showed typical AIE characteristics with large Stokes shifts of 7.4 × 104 cm-1 and 6.7 × 104 cm-1, respectively. The obvious solvatochromism and electron cloud distributions of HOMO/LUMO in the ground and excited states both reveal the intramolecular charge transfer (ICT) effect. The 2DTPA-CN, boasting exceptional biocompatibility, was successfully prepared into nanoparticles (NPs), which were applied to tumor cell imaging, showing good bioimaging effects both in vitro imaging in live cells and in vivo imaging in live mice. The results demonstrated that it possesses significant potential as an effective bioimaging reagent for the detection of tumor cells. Furthermore, the incorporation of 2,3-diphenylfumaronitrile moieties to dehydroabietic acid diarylamine emerged as a proficient approach to broaden the emission wavelengths of rosin-based fluorescent materials.



中文翻译:

基于脱氢松香酸二芳胺的聚集诱导发射红色荧光分子用于生物成像

本文通过脱氢松香酸二芳胺和2,3-二苯基富马腈的偶联设计了具有AIE红光特性的分子,命名为2DTPA-CN和2TPA-CN。发射波长分别为683 nm和701 nm。 2DTPA-CN和2TPA-CN表现出典型的AIE特性,斯托克斯位移分别为7.4×10 4 cm -1和6.7×10 4 cm -1。 HOMO/LUMO在基态和激发态下明显的溶剂化显色和电子云分布都揭示了分子内电荷转移(ICT)效应。 2DTPA-CN具有优异的生物相容性,成功制备成纳米颗粒(NPs),应用于肿瘤细胞成像,无论是活细胞体外成像还是活体小鼠体内成像均显示出良好的生物成像效果。结果表明,它具有作为检测肿瘤细胞的有效生物成像试剂的巨大潜力。此外,将 2,3-二苯基富马腈部分掺入脱氢松香酸二芳基胺成为拓宽松香基荧光材料发射波长的有效方法。

更新日期:2024-04-24
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