Fluorescent Polyvinylphosphonate Bioconjugates for Selective Cellular Delivery. Issue 11 (25th January 2018)

• Record Type: Journal Article
• Authors: Schwarzenböck, Christina; Schaffer, Andreas; Nößner, Elfriede; Nelson, Peter J.; Huss, Ralf; Rieger, Bernhard
• Is Part Of: Chemistry. Volume 24:Issue 11(2018)
• Page Start: 2584
• Page End: 2587
• Publication Date: 2018-01-25
• Subjects: delivery -- fluorescent polymer bioconjugate -- selective cellular targeting -- thermoresponsive polymer -- thiol-ene click chemistry; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201706034
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: To date, many poly(ethylene glycol) (PEG) and poly( N ‐isopropylacrylamide) (PNIPAAm) biomolecule conjugates have been described, but they often show long response times, are not bio‐inert, or lose function in biological fluids. Herein, we present a modular synthetic approach to generate polyvinylphosphonate biomolecule conjugates. These conjugates exhibit a sharp phase transition temperature even under physiological conditions where few other examples with this property have been described to date. Furthermore, it was feasible to add biological functions to the polymers via the conjugation step. The polyvinylphosphonate cholesterol constructs are attached to the cellular membrane and the folic acid anchored polymers are shuttled into the cells. This is an exceptional finding through a straightforward synthetic approach. Abstract : Fluorescent polyvinylphosphonates were obtained by post‐polymerization transesterification. Thiol‐ene click reactions led to fluorescent cholesterol‐ and folic acid‐functionalized polyvinylphosphonates. Turbidity measurements in complex biological fluids could show the retention of the thermoresponsive properties. Concluding the confocal microscopy experiments proved to selective cellular uptake of the bioconjugates into the cells or its anchoring to the plasma membrane.