关键词: Bioimaging in vitro and in vivo Dehydroabietic acid diarylamine Red aggregation-induced emission Rosin

来  源:   DOI:10.1007/s10895-024-03712-x

Abstract:
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.
摘要:
在本文中,通过偶联脱氢松香酸二芳基胺和2,3-二苯基富马酸腈,设计了具有AIE红光特性的分子,分别命名为2DTPA-CN和2TPA-CN。发射波长为683nm和701nm,分别。2DTPA-CN和2TPA-CN显示出典型的AIE特征,斯托克斯位移分别为7.4×104cm-1和6.7×104cm-1。HOMO/LUMO在基态和激发态下的明显溶剂化变色和电子云分布均揭示了分子内电荷转移(ICT)效应。2DTPA-CN,拥有卓越的生物相容性,被成功地制备成纳米粒子(NPs),应用于肿瘤细胞成像,在活细胞中的体外成像和在活小鼠中的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2,3-二苯基富马酸腈部分掺入脱氢松香酸二芳基胺是拓宽松香基荧光材料发射波长的有效方法。
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