Synthesis of PEGylated Salicylaidehyde Azine via Metal-free Click Chemistry for Cellular Imaging Application

• 来源期刊: 高等学校化学研究（英文版）
• 年，卷（期）: 2019,（5）
• 页码范围: 929-936
• 页数: 8页
• 语种: 英文
• DOI: 10.1007/s40242-019-9077-6

摘要

In this work,two kinds of PEGylated salicylaldehyde azine(SA) polymers were prepared and investigated for cellular imaging applications.First,a diazido derivative of SA was synthesized and subsequently PEGylated with polyethylene glycol monomethyl ether(mPEG) bv metal-free azide-alkyne 1,3-dipolar cycloaddition reaction.The formed triazole group in mPEG-SA was then converted into cationic triazolium group by N-alkylation reaction.Both the synthesized polymers,mPEG-SA and N-alkylated mPEG-SA,showed good dispersibility in water,but differences in self-assembly of nanostmctures.The mPEG-SA with triazole groups self-assembled into micelles,while the N-alkylated mPEG-SA with triazolium groups self-assembled into vesicles.Furthermore,mPEG-SA and N-alkylated mPEG-SA nanoparticles showed bright fluorescence due to the aggregation of AIE-active SA molecules in the nanoparticles and could be successfullly used as fluorescent nanoprobes for bioimaging applications in HeLa cancer cells.Finally,both the synthesized polymers showed minimal cytotoxicity and low hemolytic activity.Therefore,these PEGylated SA polymners proved to be promising bioimaging nanoprobes or traceable drug delivery vehicles.