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Assembly and Degradation of Low-Fouling Click-Functionalized Poly(ethylene Glycol)-Based Multilayer Films and Capsules

Melissa K M Leung, Georgina K Such, Angus P R Johnston, Dhee P Biswas, Zhiyuan Zhu, Yan Yan, Jean-François Lutz, Frank Caruso

Small. 2011 Apr 18;7(8):1075-85.

PMID: 21425467

Abstract:

Nano-/micrometer-scaled films and capsules made of low-fouling materials such as poly(ethylene glycol) (PEG) are of interest for drug delivery and tissue engineering applications. Herein, the assembly and degradation of low-fouling, alkyne-functionalized PEG (PEG(Alk) ) multilayer films and capsules, which are prepared by combining layer-by-layer (LbL) assembly and click chemistry, are reported. A nonlinear, temperature-responsive PEG(Alk) is synthesized, and is then used to form hydrogen-bonded multilayers with poly(methacrylic acid) (PMA) at pH 5. The thermoresponsive behavior of PEG(Alk) is exploited to tailor film buildup by adjusting the assembly conditions. Using alkyne-azide click chemistry, PEG(Alk)/PMA multilayers are crosslinked with a bisazide linker that contains a disulfide bond, rendering these films and capsules redox-responsive. At pH 7, by disrupting the hydrogen bonding between the polymers, PEG(Alk) LbL films and PEG(Alk) -based capsules are obtained. These films exhibit specific deconstruction properties under simulated intracellular reducing conditions, but remain stable at physiological pH, suggesting potential applications in controlled drug release. The low-fouling properties of the PEG films are confirmed by incubation with human serum and a blood clot. Additionally, these capsules showed negligible toxicity to human cells.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
LS7411157 Poly(ethylene glycol) bisazide Poly(ethylene glycol) bisazide Price
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