1,8-Naphthalimide-Based Multifunctional Compounds as Cu2+ Probes, Lysosome Staining Agents, and Non-viral Vectors
1,8-Naphthalimide-Based Multifunctional Compounds as Cu2+ Probes, Lysosome Staining Agents, and Non-viral Vectors
复制标题
1,8-萘酰亚胺基多功能化合物作为 Cu2 探针、溶酶体染色剂和非病毒载体
DOI：
10.3389/fchem.2019.00616
复制
发表时间：
2019-09-10
影响因子：
5.5
通讯作者：
Qian, Ai-Rong
中科院分区：
文献类型：
--
作者：
Gao, Yong-Guang;Liu, Fen-Li;Qian, Ai-Rong
设计合成了一系列基于1,8-萘酰亚胺的多功能化合物（mfc） 1a-1d。由于1,8-萘酰亚胺具有良好的荧光特性和核酸结合能力，这些mfc被应用于Cu2+离子识别、溶酶体染色以及RNA递送等领域。发现这些mfc对水溶液中的Cu2+表现出高度选择性的荧光关闭。在Cu2+离子存在下，1a-1d的荧光发射分别被猝灭了116倍、20倍、12倍和14倍。最重要的是，1a-Cu和1b-Cu可以作为荧光显微镜检测人宫颈癌活细胞（HeLa）溶酶体的成像试剂。此外，为了评估1a-1d的RNA递送能力，我们在HeLa、HepG2、U20s和MC3T3-E1细胞系中进行了细胞摄取实验。结果表明，所有材料都能将cy5标记的RNA传递到靶细胞中。其中，疏水长链修饰的化合物1d在四种被测细胞系中表现出最佳的RNA递送效率，其性能远远优于脂质体2000和25 kDa PEI，表明其在非病毒载体上的潜在应用。
A series of multifunctional compounds (MFCs) 1a-1d based on 1,8-naphthalimide moiety were designed and synthesized. Due to the good fluorescence property and nucleic acid binding ability of 1,8-naphthalimide, these MFCs were applied in Cu2+ ion recognition, lysosome staining as well as RNA delivery. It was found that these MFCs exhibited highly selective fluorescence turn-off for Cu2+ in aqueous solution. The fluorescence emission of 1a-1d was quenched by a factor of 116-, 20-, 12-, and 14-fold in the presence of Cu2+ ions, respectively. Most importantly, 1a-Cu and 1b-Cu could be used as imaging reagents for detection of lysosome in live human cervical cancer cells (HeLa) using fluorescence microscopy. Furthermore, in order to evaluate the RNA delivery ability of 1a-1d, cellular uptake experiments were performed in HeLa, HepG2, U20s, and MC3T3-E1 cell lines. The results showed that all the materials could deliver Cy5-labled RNA into the targeted cells. Among them, compound 1d modified with long hydrophobic chain exhibited the best RNA delivery efficiency in the four tested cell lines, and the performance was far better than lipofectamine 2000 and 25 kDa PEI, indicating the potential application in non-viral vectors.