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Glyco-regioisomerism Effect on Lectin-Binding and Cell-Uptake Pathway of Glycopolymer-Containing Nanoparticles

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journal contribution
posted on 21.01.2014, 00:00 by Pengfei Sun, Yu He, Mingchang Lin, Yu Zhao, Yu Ding, Guosong Chen, Ming Jiang
Sugar regioisomerism (glycosidic linkage on different hydroxyl groups of the same sugar) widely exists in various polysaccharides and glycans with a significant contribution to their biological functions. However, the effects of this regioisomersim in glycopolymers and their self-assembled nanoparticles on such functions were almost not investigated previously. In this paper, this regioisomersim effect is studied for self-assembled nanoparticles NP-1-Gal and NP-6-Gal from triblock copolymers carrying different constitutional isomers of the pendent sugar species (1 and 6 denote the glycosidic linkage from the anomeric position and 6 position of the galactose unit, respectively). NP-1-Gal shows strong binding to lectins of Peanut (Arachis hypogea) agglutinin (PNA) and Erythrina cristagalli agglutinin (ECA), while NP-6-Gal does not. More importantly, they show binding behavior similar to the asialoglycoprotein receptor (ASGPR) but different internalization pathways in the Hep G2 cell after ASGPR-mediated endocytosis; i.e., NP-1-Gal can reach the early endosome, late endosome, as well as lysosome, while NP-6-Gal enters the early endosome only but not the others.

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