Three polarity-sensitive fluorescence probe possessing AIE activity and its application on lipid droplets imaging. (March 2023)

• Record Type: Journal Article
• Authors: Wang, Dongxiao; Tang, Lihua; Wang, Junjun; Zheng, Zheng; Cai, Huimei; Li, Longchun; Gan, Xiaoping; Zhou, Hongping
• Is Part Of: Dyes and pigments. Volume 211(2023)
• Publication Date: 2023-03
• Subjects: D-A type molecules -- Polarity response -- AIE effect -- Lipid droplets imaging; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2023.111082
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: As a neutral lipid storage organelle, lipid droplets play fundamental roles in cell metabolism and growth. In this study, we developed three fluorescent probe targeting lipid droplets with D-A type structures based on naphthalimido derivatives, which were named as TPA-NDI-1, TPA-NDI-2 and TPA-NDI-3 . Interestingly, the three compounds exhibited polarity-sensitive properties which emitted greenyellow fluorescence in toluene and red fluorescence in dichloromethane. Meanwhile, they all possessed AIE effect in mixed solution of DMSO/H2 O, which were suitable to intracellular lipid droplets imaging. Moreover, the three probes exhibited excellent pH and kinetic stability, low biotoxicity and large Stokes shift. All these properties suggest that the three compounds can be used as potential probes for lipid droplets visualized detection. Graphical abstract: Three D-A type molecules based on naphthalimido derivatives named as TPA-NDI-1, TPA-NDI-2 and TPA-NDI-3 were obtained. They all possessed excellent AIE performance and polarity response ability caused by TICT originated the rational designed structure. The large Stokes shift, high pH and kinetic stability and specificity to LDs made them be suit for intracellular LDs visualized detection. Image 1 Highlights: Three D-A architecture molecules with AIE and TICT were obtained. The target compounds possessed excellent lipid droplets targeting ability and polarity response performance. The three lipid droplets probes exhibited large Stokes shift, high pH and kinetic stability and low biotoxicity.