title: Rapid preparation of branched and degradable AIE-active fluorescent organic nanoparticles via formation of dynamic phenyl borate bond.
abstract: The fluorescent organic nanoparticles (FNPs) with aggregation-induced emission (AIE) feature have received increasing attention for their advanced optical properties. Although many efforts have been devoted to the fabrication and biomedical applications of AIE-active FNPs, the preparation of branched AIE-active FNPs with degradability through formation of dynamic bonds have rarely been reported. In this work, branched AIE-active FNPs were fabricated via dynamic linkage of hydrophobic hyperbranched and degradable Boltorn H40 (H40) with phenylboronic acid terminated AIE dye (PhB(OH)2) and mPEG (mPEG-B(OH)2), which relied on a facile one-pot strategy between phenylboronic acid and diol group of H40. The branched H40-star-mPEG-PhB(OH)2FNPs were characterized using nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy, and fluorescence spectroscopy. Benefiting from their highly branched structure and amphiphilic properties, H40-star-mPEG-PhB(OH)2could self-assemble into micelles and emit strong orange-red fluorescence. More importantly, cell viability results demonstrated that H40-star-mPEG-PhB(OH)2FNPs showed good biocompatibility and promising candidates for bio-imaging. Taken together, we developed a one-pot strategy for preparation of branched AIE-active FNPs through the formation of dynamic phenyl borate. The resultant H40-star-mPEG-PhB(OH)2FNPs should be promising biomaterials for different applications for biodegradability of H40 and responsiveness of phenyl borate.
authors.affiliation: College of Chemistry, Nanchang University, 999 Xuefu Avenue, Nanchang 330031, China.
authors.forename: Zi
authors.initials: Z
authors.lastname: Long
authors.affiliation: College of Chemistry, Nanchang University, 999 Xuefu Avenue, Nanchang 330031, China.
authors.forename: Meiying
authors.initials: M
authors.lastname: Liu
authors.affiliation: College of Chemistry, Nanchang University, 999 Xuefu Avenue, Nanchang 330031, China.
authors.forename: Liucheng
authors.initials: L
authors.lastname: Mao
authors.affiliation: College of Chemistry, Nanchang University, 999 Xuefu Avenue, Nanchang 330031, China.
authors.forename: Guangjian
authors.initials: G
authors.lastname: Zeng
authors.affiliation: College of Chemistry, Nanchang University, 999 Xuefu Avenue, Nanchang 330031, China.
authors.forename: Qing
authors.initials: Q
authors.lastname: Wan
authors.affiliation: College of Chemistry, Nanchang University, 999 Xuefu Avenue, Nanchang 330031, China.
authors.forename: Dazhuang
authors.initials: D
authors.lastname: Xu
authors.affiliation: College of Chemistry, Nanchang University, 999 Xuefu Avenue, Nanchang 330031, China. Electronic address: fengjiedeng@aliyun.com.
authors.forename: Fengjie
authors.initials: F
authors.lastname: Deng
authors.affiliation: College of Chemistry, Nanchang University, 999 Xuefu Avenue, Nanchang 330031, China.
authors.forename: Hongye
authors.initials: H
authors.lastname: Huang
authors.affiliation: College of Chemistry, Nanchang University, 999 Xuefu Avenue, Nanchang 330031, China. Electronic address: Xiaoyongzhang1980@gmail.com.
authors.forename: Xiaoyong
authors.initials: X
authors.lastname: Zhang
authors.affiliation: Department of Chemistry and the Tsinghua Center for Frontier Polymer Research, Tsinghua University, Beijing 100084, China. Electronic address: weiyen@tsinghua.edu.cn.
authors.forename: Yen
authors.initials: Y
authors.lastname: Wei
mesh_terms: D001672:Biocompatible Materials / Q000737:chemistry; D001881:Borates; D001896:Boron Compounds / Q000737:chemistry; D002470:Cell Survival; D004337:Drug Carriers / Q000737:chemistry; D005456:Fluorescent Dyes / Q000737:chemistry; D006367:HeLa Cells; D006801:Humans; D057927:Hydrophobic and Hydrophilic Interactions; D009682:Magnetic Resonance Spectroscopy; D008823:Micelles; D046529:Microscopy, Electron, Transmission; D053758:Nanoparticles / Q000737:chemistry*; D036103:Nanotechnology / Q000379:methods*; D055095:Optics and Photonics; D009930:Organic Chemicals / Q000737:chemistry; D011092:Polyethylene Glycols / Q000737:chemistry; D011108:Polymers / Q000737:chemistry; D000091402:Prohibitins; D013050:Spectrometry, Fluorescence; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D001672:Biocompatible Materials; D001881:Borates; D001896:Boron Compounds; D004337:Drug Carriers; D005456:Fluorescent Dyes; D008823:Micelles; D009930:Organic Chemicals; C000717328:PHB protein, human; D011108:Polymers; D000091402:Prohibitins; D011092:Polyethylene Glycols; C028210:monomethoxypolyethylene glycol
keywords: Aggregation-induced emission; Biodegradable; Branched polymers; Dynamic bonds; Responsiveness