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Graphene/tri-block copolymer composites prepared via RAFT polymerizations for dual controlled drug delivery via pH stimulation and biodegradation
journal contribution
posted on 2015-01-01, 00:00 authored by Z Song, Y Xu, Wenrong YangWenrong Yang, L Cui, Jizhen Zhang, J LiuA novel tri-block copolymer poly(oxopentanoate ethyl methacrylate)-block-poly(pyridyl disulfide ethyl acrylate)-block-poly(ethylene glycol acrylate) [poly(OEMA-b-PDEA-b-PEGA)], retaining active keto groups and pyridyl disulfide (PDS) side functionalities, was synthesized as a drug delivery vehicle using reversible addition-fragmentation chain transfer (RAFT) polymerization method. One mimic drug pyridine-2-thione (PT) was introduced into the monomer, PDEA for copolymerization. The other mimic drug O-benzylhydroxylamine (BHA) was conjugated with tri-block copolymer via efficient oxime coupling chemistry, followed by the attachment onto graphene via π-π stacking interaction to obtain a graphene/tri-block copolymer composite. 1H NMR, UV-vis absorption spectroscopy, fluorescence spectroscopy, gel permeation chromatography (GPC), atomic force microscope (AFM) and transmission electron microscope (TEM) were used to verify the successful step-wise preparation of the tri-block copolymer and drug loaded composite. In vitro release behaviors of BHA and PT from graphene/tri-block copolymer composite via dual drug release mechanisms were investigated. BHA can be released under acid environment, while PT will be released in the presence of reducing agents, such as dithiothreitol (DTT) or glutathione (GSH). It can be envisioned that this novel composite could be exploited as a novel intracellular drug delivery system via dual release mechanisms.
History
Journal
European Polymer JournalVolume
69Pagination
559 - 572Publisher
ElsevierLocation
Amsterdam, The NetherlandsPublisher DOI
ISSN
0014-3057Language
engPublication classification
C Journal article; C1 Refereed article in a scholarly journalCopyright notice
2015, ElsevierUsage metrics
Categories
No categories selectedKeywords
Biodegradable releaseDrug deliveryGraphenePH-responsiveRAFT polymerizationπ-π stacking interactionScience & TechnologyPhysical SciencesPolymer Sciencepi-pi stacking interactionWELL-DEFINED POLYMERSSIDE-CHAINSRADICAL POLYMERIZATIONFUNCTIONAL MATERIALSOXIDEGLUTATHIONESCAFFOLDSREDUCTIONCHEMISTRYMICELLES
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