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pH-Responsive Water-Soluble Polymer Carriers for Cell-Selective Metabolic Sialylation Labeling

Tingbi Zhao, Tsukuru Masuda, Madoka Takai

2021Analytical Chemistry10 citationsDOI

Abstract

-azidoacetylmannosamine (ManNAz) release. 2-Methacryloyloxyethyl phosphorylcholine contributed to increased water solubility and reduced nonspecific attachment to cells. Lactobionic acid residues, used for cell selectivity, recognized overexpressed receptors on target hepatoma cells and mediated cellular internalization. ManNAz caged by acidic pH-responsive carbonated ester linkage on the polymer was released inside target cells and expressed as azido sialic acid. Additionally, longer copolymer carriers enhanced the metabolic labeling efficiency of sialylation. This approach provides a platform for cell-selective labeling of sialylation and can be applied to high-resolution bioimaging and targeted therapy.

Topics & Concepts

ChemistryBioorthogonal chemistryInternalizationSialic acidCellPhosphorylcholineBiochemistryAsialoglycoprotein receptorSelectivityBiophysicsCombinatorial chemistryClick chemistryIn vitroBiologyHepatocyteCatalysisClick Chemistry and ApplicationsCancer Research and TreatmentsNanoplatforms for cancer theranostics
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