Institute of Materials Research and Engineering (IMRE), 2 Fusionopolis Way, #08-03 Innovis, Singapore 138634, Singapore.
Lee Kong Chian School of Medicine, Nanyang Technological University , Experimental Medicine Building, Singapore 636921, Singapore.
Biomacromolecules. 2017 Mar 13;18(3):886-897. doi: 10.1021/acs.biomac.6b01777. Epub 2017 Feb 20.
The direct tracking of cells using fluorescent dyes is a constant challenge in cell therapy due to aggregation-induced quenching (ACQ) effect and biocompatibility issues. Here, we demonstrate the development of a biocompatible and highly efficient aggregation-induced emission (AIE)-active pseudorotaxane luminogen based on tetraphenylethene conjugated poly(ethylene glycol) (TPE-PEG) (guest) and α-cyclodextrin (α-CD) (host). It is capable of showing significant fluorescent emission enhancement at the 400-600 nm range when excited at 388 nm, without increasing the concentration of AIE compound. The fluorescent intensity of TPE-PEG solution was effectively enhanced by 4-12 times with gradual addition of 1-4 mM of α-CD. 2D NOSEY H NMR revealed clear correlation spots between the characteristic peaks of α-CD and PEG, indicating the interaction between protons of ethylene glycol and cyclodextrin, and the structures are mainly based on threaded α-CD. The host-guest complex exhibits boosted fluorescent emission because the PEG side chains are confined in "nano-cavities" (host), thus, applying additional restriction on intermolecular rotation of TPE segments. In vitro cell experiments demonstrated the potential of AIE-active pseudorotaxane polymer as a biocompatible bioimaging probe.
由于聚集诱导猝灭(ACQ)效应和生物相容性问题,使用荧光染料直接跟踪细胞一直是细胞治疗中的一个挑战。在这里,我们展示了一种基于四苯乙烯共轭聚乙二醇(TPE-PEG)(客体)和α-环糊精(α-CD)(主体)的生物相容性和高效聚集诱导发射(AIE)活性伪轮烷发光体的开发。当在 388nm 处激发时,它能够在 400-600nm 范围内显示出显著的荧光发射增强,而不会增加 AIE 化合物的浓度。TPE-PEG 溶液的荧光强度通过逐渐添加 1-4mM 的α-CD 有效增强了 4-12 倍。2D NOSEY H NMR 显示出α-CD 和 PEG 的特征峰之间存在明显的相关点,表明乙二醇和环糊精质子之间的相互作用,结构主要基于螺旋α-CD。主体-客体配合物表现出增强的荧光发射,因为 PEG 侧链被限制在“纳米腔”(主体)中,从而对 TPE 片段的分子间旋转施加额外的限制。体外细胞实验证明了 AIE 活性伪轮烷聚合物作为生物相容的生物成像探针的潜力。