HKUST-Shenzhen Research Institute , No. 9 Yuexing First Road, South Area, Hi-tech Park , Nanshan , Shenzhen 518057 , China.
Department of Chemistry, Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, Institute for Advanced Study, Institute of Molecular Functional Materials, and Department of Chemical and Biological Engineering , The Hong Kong University of Science and Technology , Clear Water Bay , Kowloon , Hong Kong 999077 , China.
J Am Chem Soc. 2019 Sep 25;141(38):15111-15120. doi: 10.1021/jacs.9b06196. Epub 2019 Sep 4.
Acrylonitriles with aggregation-induced emission (AIE) characteristics have been found to show promising applications in two-photon biomedical imaging. Generally, elaborate synthetic efforts are required to achieve different acrylonitriles with distinct functionalities. In this work, we first reported the synthesis of two different group-functionalized AIE-active acrylonitriles (TPAT-AN-XF and 2TPAT-AN) obtained simply by mixing the same reactants at different temperatures using a facile and transition metal-free synthetic method. These two AIE luminogens (AIEgens) exhibit unique properties such as bright red emission in the solid state, large Stokes shift, and large two-photon absorption cross section. Water-soluble nanoparticles (NPs) of 2TPAT-AN were prepared by a nanoprecipitation method. In vitro imaging data show that 2TPAT-AN NPs can selectively stain lysosome in live cells. Besides one-photon imaging, remarkable two-photon imaging of live tumor tissues can be achieved with high resolution and deep tissue penetration. 2TPAT-AN NPs show high biocompatibility and are successfully utilized in in vivo long-term imaging of mouse tumors with a high signal-to-noise ratio. Thus, the present work is anticipated to shed light on the preparation of a library of AIE-active functionalized acrylonitriles with intriguing properties for biomedical applications.
具有聚集诱导发光（AIE）特性的丙烯腈已被发现可在双光子生物医学成像中具有很有前景的应用。通常，需要精心的合成努力才能获得具有不同功能的不同丙烯腈。在这项工作中，我们首次报道了两种不同基团功能化的 AIE 活性丙烯腈（TPAT-AN-XF 和 2TPAT-AN）的合成，它们是通过简单地在不同温度下混合相同的反应物，使用一种简便且无过渡金属的合成方法来获得的。这两种 AIE 发光体（AIEgen）具有独特的性质，例如固态下的明亮红色发射、大斯托克斯位移和大双光子吸收截面。通过纳米沉淀法制备了 2TPAT-AN 的水溶性纳米颗粒（NPs）。体外成像数据表明，2TPAT-AN NPs 可以选择性地染色活细胞中的溶酶体。除了单光子成像外，还可以实现具有高分辨率和深组织穿透能力的活肿瘤组织的显著双光子成像。2TPAT-AN NPs 具有良好的生物相容性，并成功地用于具有高信噪比的小鼠肿瘤的体内长期成像。因此，本工作有望为用于生物医学应用的具有有趣性质的 AIE 活性官能化丙烯腈的文库的制备提供启示。
