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苝二酰亚胺衍生物与L-苹果酸的缩聚反应制备水溶性共轭物用于活哺乳动物细胞的荧光标记

Polycondensation of a Perylene Bisimide Derivative and L-Malic Acid as Water-Soluble Conjugates for Fluorescent Labeling of Live Mammalian Cells.

作者信息

He Ji, Chen Huixin, Guo Yanjia, Wang Liang, Zhu Lingli, Karahan H Enis, Chen Yuan

机构信息

Tianjin Key Laboratory of Organic Solar Cells and Photochemical Conversion, School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384, China.

School of Chemical and Biomedical Engineering, Nanyang Technological University, 62 Nanyang Drive, Singapore 637459, Singapore.

出版信息

Polymers (Basel). 2018 May 22;10(5):559. doi: 10.3390/polym10050559.

DOI:10.3390/polym10050559
PMID:30966593
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6415357/
Abstract

Based on simple mixing and polymerization of a hydroxyl-containing derivative of perylene bisimide (PBI) and l-malic acid, here, we demonstrate a new type of dye-polymer conjugate, PBI-poly(α,β-malic acid) (PBI⁻PMA). Benefiting from the excellent water-solubility of weak polyanionic PMA structure and the high fluorescence of PBI, the PBI-PMA conjugates readily dissolve in water, displaying strong pH-dependent fluorescence with the highest intensity at pH 6. Due to the excellent biocompatibility of PMA, those conjugates showed low cytotoxicity on L929 cells. Using L929 and HeLa cells, we also confirmed that the PBI-PMA-labeled cells display intense fluorescence. Overall, the PBI-PMA conjugate demonstrates high potential as a cell labeling agent with its synthesis ease, good solubility in aqueous medium, low cytotoxicity, and high fluorescence.

摘要

基于苝二酰亚胺(PBI)的含羟基衍生物与L-苹果酸的简单混合和聚合,在此我们展示了一种新型的染料-聚合物共轭物,即PBI-聚(α,β-苹果酸)(PBI⁻PMA)。得益于弱聚阴离子PMA结构的优异水溶性和PBI的高荧光性,PBI-PMA共轭物易于溶解在水中,在pH 6时显示出强烈的pH依赖性荧光且强度最高。由于PMA具有出色的生物相容性,这些共轭物对L929细胞显示出低细胞毒性。使用L929和HeLa细胞,我们还证实了用PBI-PMA标记的细胞显示出强烈的荧光。总体而言,PBI-PMA共轭物因其合成简便、在水性介质中良好的溶解性、低细胞毒性和高荧光性而展现出作为细胞标记剂的巨大潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edb/6415357/eaf157db1b08/polymers-10-00559-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edb/6415357/3ceeb32c481b/polymers-10-00559-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edb/6415357/eb33d87f1e83/polymers-10-00559-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edb/6415357/a2fdd1aff5c0/polymers-10-00559-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edb/6415357/5adfa34255ff/polymers-10-00559-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edb/6415357/eaf157db1b08/polymers-10-00559-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edb/6415357/3ceeb32c481b/polymers-10-00559-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edb/6415357/eb33d87f1e83/polymers-10-00559-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edb/6415357/a2fdd1aff5c0/polymers-10-00559-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edb/6415357/5adfa34255ff/polymers-10-00559-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edb/6415357/eaf157db1b08/polymers-10-00559-g004.jpg

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