Ultrafast construction and biological imaging applications of AIE-active sodium alginate-based fluorescent polymeric nanoparticles through a one-pot microwave-assisted Döbner reaction

Ultrafast construction and biological imaging applications of AIE-active sodium alginate-based fluorescent polymeric nanoparticles through a one-pot microwave-assisted Döbner reaction
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DOI:
10.1016/j.dyepig.2018.02.008
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发表时间:
2018-06
期刊:
影响因子:
4.5
通讯作者:
Ruming Jiang;Meiying Liu;Hongye Huang;Liucheng Mao;Qiang Huang;Y. Wen;Qian‐Yong Cao;Jianwen Tian;Xiaoyong Zhang;Yen Wei
Ruming Jiang;Meiying Liu;Hongye Huang;Liucheng Mao;Qiang Huang;Y. Wen;Qian‐Yong Cao;Jianwen Tian;Xiaoyong Zhang;Yen Wei
中科院分区:
材料科学2区
文献类型:
--
作者:
Ruming Jiang;Meiying Liu;Hongye Huang;Liucheng Mao;Qiang Huang;Y. Wen;Qian‐Yong Cao;Jianwen Tian;Xiaoyong Zhang;Yen Wei

文献摘要

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聚集诱导发射(AIE)是一种独特的荧光现象,在各种应用中特别是在制备具有AIE活性的聚合物纳米颗粒方面引起了极大的兴趣。具有AIE活性的荧光聚合物纳米颗粒(FPNs)显示出诱人的光学性质,这可以优雅地克服基于常规有机荧光团的FPNs的糟糕的聚集引起的猝灭(ACQ)效应。尽管AIE活性FPN的制备已经取得了很大的进展和进步,但由于碳水化合物聚合物在有机溶剂中的溶解性差,AIE活性碳水化合物聚合物的制备仍然具有挑战性。本文报道了在微波辐射辅助下,通过一锅多组分超快反应(Döbner反应)合成具有AIE特性的海藻酸钠基荧光生物聚合物(OSA-PA-PhE)。在Döbner反应体系中,氧化海藻酸钠(OSA)和AIE活性染料(命名为PhE-NH 2)以海藻酸(PA)为分子“桥”进行偶联。利用质子核磁共振(1H NMR)、傅立叶变换红外(FT-IR)光谱、紫外-可见吸收光谱、荧光光谱和透射电子显微镜(TEM)等表征技术证实了OSA-PA-PhE生物聚合物的成功制备。生物学评价结果证实,OSA-PA-PhE FPN具有良好的生物相容性和理想的成像性能。与以往的研究相比,本研究至少具有两个明显的优势:一是海藻酸钠原料来源丰富,价格低廉,与人体组织和细胞相容;二是Döbner反应是一种在温和的实验条件下(如无催化剂、空气气氛和有水存在)容易进行的偶联反应。考虑到微波辅助Döbner反应和OSA的特点,OSA-PA-PhE FPNs在不同的生物医学应用中具有很大的潜力。
Aggregation-induced emission (AIE) is a unique fluorescence phenomenon that has attracted great interest for various applications especially for the fabrication of AIE-active polymeric nanoparticles. The AIE-active fluorescent polymeric nanoparticles (FPNs) showed attractive optical properties, which could elegantly overcome the lousy aggregation-caused quenching (ACQ) effect of FPNs based on conventional organic fluorogens. Although great advances and progress have been achieved for the fabrication of AIE-active FPNs, the preparation of AIE-active carbohydrate polymers is still challengeable for the poor solubility of carbohydrate polymers in organic solvents. In this work, we reported the sodium alginate-based fluorescent biopolymers (OSA-PA-PhE) with AIE characteristic could be facilely fabricated via an ultrafast one-pot multicomponent reaction (named as Döbner reaction) with the assistance of microwave irradiation. Among the Döbner reaction system, the oxidized sodium alginate (OSA) and AIE-active dye (named as PhE-NH2) were conjugated using pyruvic acid (PA) as the molecular “bridge”. A number of characterization techniques, such as proton nuclear magnetic resonance (1H NMR), fourier transform infrared (FT-IR) spectroscopy, UV–Vis absorption spectroscopy, fluorescent spectroscopy and transmission electron microscopy (TEM), have been utilized to confirm the successful preparation of OSA-PA-PhE biopolymers. The biological evaluation results confirmed that the OSA-PA-PhE FPNs possessed ultrahigh biocompatibility and desirable imaging properties. Moreover, compared with the previous work about FPNs, this work had at least two obvious advantages, one was the original materials of sodium alginate are resourceful, cheaper, and compatible for human tissue and cells, and another was the novel Döbner reaction is a facile conjugation reaction under mild experimental conditions (e.g. catalyst-free, air atmosphere and in the presence of water). Considered the features of microwave-assisted Döbner reaction and OSA, the OSA-PA-PhE FPNs should be of great potential for different biomedical applications.