Biodegradable star polymers functionalized with beta-cyclodextrin inclusion complexes

Setijadi, Eki, Tao, Lei, Liu, Jingquan, Jia, Zhongfan, Boyer, Cyrille and Davis, Thomas P. (2009) Biodegradable star polymers functionalized with beta-cyclodextrin inclusion complexes. Biomacromolecules, 10 9: 2699-2707. doi:10.1021/bm900646g


Author Setijadi, Eki
Tao, Lei
Liu, Jingquan
Jia, Zhongfan
Boyer, Cyrille
Davis, Thomas P.
Title Biodegradable star polymers functionalized with beta-cyclodextrin inclusion complexes
Formatted title
Biodegradable star polymers functionalized with β-cyclodextrin inclusion complexes
Journal name Biomacromolecules   Check publisher's open access policy
ISSN 2699–2707; 1526-4602
Publication date 2009-09-14
Sub-type Article (original research)
DOI 10.1021/bm900646g
Volume 10
Issue 9
Start page 2699
End page 2707
Total pages 9
Place of publication Washington, DC, U.S.A.
Publisher American Chemical Society
Language eng
Subject 03 Chemical Sciences
06 Biological Sciences
09 Engineering
Formatted abstract
Three-armed biodegradable star polymers made from polystyrene (polySt) and poly (polyethylene glycol) acrylate (polyPEG-A) were synthesized via a "core first" methodology using a trifunctional RAFT agent, created by attaching RAFT agents to a core via their R-groups. The resultant three-armed polymeric structures were well-defined, with polydispersity indices less than 1.2. Upon aminolysis and further reaction with dithiodipyridine (DTDP), these three-armed polymers could be tailored with sulfhydryl and pyridyldisulfide (PDS) end functionalities, available for further reaction with any free-sulfhydryl group containing precursors to form disulfide linkages. Nuclear magnetic resonance (NMR) confirmed that more than 98% of the polymer arms retained integral trithiocarbonate active sites after polymerization. Intradisulfide linkages between the core and the arms conferred biodegradability on the star architectures. Subsequently, the arm-termini were attached to cholesterol also via disulfide linkages. The cholesterol terminated arms were then used to form supramolecular structures via inclusion complex formation with β-cyclodextrin (β-CD). The star architectures were found to degrade rapidly on treatment with DL-dithiothereitol (DTT). The star polymers and supramolecular structures were characterized using gel permation chromatography (GPC), static light scattering (SLS), 2D NMR, and fluorescence spectroscopy.
© 2009 American Chemical Society.
Keyword Fragmentation chain-transfer
Living radical polymerization
Transfer raft polymerization
Ring-opening polymerization
Block-copolymers
Hyperbranched polymers
Anionic-polymerization
Poly(ethylene oxide)
Poly(vinyl alcohol)
Alpha-cyclodextrin
α-cyclodextrin
Q-Index Code C1
Q-Index Status Provisional Code

Document type: Journal Article
Sub-type: Article (original research)
Collections: Excellence in Research Australia (ERA) - Collection
Australian Institute for Bioengineering and Nanotechnology Publications
 
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Created: Mon, 27 Sep 2010, 19:06:14 EST by Jon Swabey on behalf of Aust Institute for Bioengineering & Nanotechnology