Zhang Jingran, Liu Lele, Wang Yanan, Wang Chao, Guo Yurong, Yuan Zihan, Jia Yan, Li Peng, Sun Shuqing, Zhao Guangjiu
Department of Chemistry, MeChem Group, Molecular Dynamic Chemistry Center, Tianjin Key Laboratory of Molecular Optoelectronic Sciences, School of Science, Tianjin University, Tianjin, 300354, PR China.
State Key Laboratory of Molecular Reaction Dynamics, Dalian Institute of Chemical Physics (DICP), Chinese Academy of Sciences (CAS), 457 Zhongshan Road, Dalian, 116023, PR China.
Anal Chim Acta. 2023 Feb 8;1241:340778. doi: 10.1016/j.aca.2022.340778. Epub 2023 Jan 3.
Endogenous peroxynitrite plays a very important role in the regulation of life activities. However, validated tools for ONOO tests are currently insufficient. We designed a fluorescent probe TPA-F-NO with a low fluorescence background in water based on the D-π-A structure for the imaging of endogenous ONOO in living cells. TPA-F-NO can realize the naked eye detection of ONOO due to the obvious color change. TPA-F-NO has the advantages of large stokes shift, high signal-to-noise ratio, high selectivity and sensitivity. The quantitative detection can be achieved in the range of 0-14 μM ONOO. Due to its solvatochromic characteristics, TPA-F-NO has the potential to be used in OLEDs and other fields. In addition, 4-methylumbelliferone has a wide range of anticancer effects as an inhibitor of hyaluronic acid. We prepared TPA-MU-NPs by assembling TPA-F-NO and 4-methylumbelliferone. It also endows TPA-MU-NPs with ONOO imaging function and anti-proliferation effect on breast cancer cells and other cells. This 'probe-drug' assembly strategy provides ideas for the design and optimization of dual-functional probes.
内源性过氧亚硝酸盐在生命活动调节中起着非常重要的作用。然而，目前用于检测过氧亚硝酸盐的有效工具并不充足。我们基于D-π-A结构设计了一种在水中具有低荧光背景的荧光探针TPA-F-NO，用于活细胞内源性过氧亚硝酸盐的成像。由于明显的颜色变化，TPA-F-NO能够实现对过氧亚硝酸盐的肉眼检测。TPA-F-NO具有斯托克斯位移大、信噪比高、选择性和灵敏度高的优点。在0-14μM过氧亚硝酸盐范围内可实现定量检测。由于其溶剂化显色特性，TPA-F-NO有潜力应用于有机发光二极管等领域。此外，4-甲基伞形酮作为透明质酸抑制剂具有广泛的抗癌作用。我们通过组装TPA-F-NO和4-甲基伞形酮制备了TPA-MU-NPs。它还赋予TPA-MU-NPs过氧亚硝酸盐成像功能以及对乳腺癌细胞和其他细胞的抗增殖作用。这种“探针-药物”组装策略为双功能探针的设计和优化提供了思路。
