Controlled/Living ab initio emulsion polymerization via a glucose raft stab: Degradable cross-linked glyco-particles for concanavalin A/ Fim H conjugations to cluster E. Coli bacteria

Ting, SRS; Min, EH; Zetterlund, PB; Stenzel, MH

Controlled/Living ab initio emulsion polymerization via a glucose raft stab: Degradable cross-linked glyco-particles for concanavalin A/ Fim H conjugations to cluster E. Coli bacteria

Ting, SRS

Min, EH Zetterlund, PB Stenzel, MH

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Publication Type:: Journal Article
Citation:: Macromolecules, 2010, 43 (12), pp. 5211 - 5221
Issue Date:: 2010-06-22

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Field	Value	Language
dc.contributor.author	Ting, SRS https://orcid.org/0000-0002-7787-7906	en_US
dc.contributor.author	Min, EH	en_US
dc.contributor.author	Zetterlund, PB	en_US
dc.contributor.author	Stenzel, MH	en_US
dc.date.issued	2010-06-22	en_US
dc.identifier.citation	Macromolecules, 2010, 43 (12), pp. 5211 - 5221	en_US
dc.identifier.issn	0024-9297	en_US
dc.identifier.uri	http://hdl.handle.net/10453/31443
dc.description.abstract	Glyco-particles bearing glucose units have been prepared via a one-step controlled/living ab initio cross-linking emulsion polymerization of styrene based on self-assembly via a glucose RAFTstab (reversible addition - fragmentation chain transfer colloidal stabilizer). The RAFTstab was synthesized from the monomer 2-(methacrylamido)glucopyranose (MAG) and the hydrophobic trithiocarbonate RAFT agent S-methoxycarbonylphenylmethyl dodecyltrithiocarbonate (MCPDT). In order to obtain glyco-particles stable for biomedical applications, a degradable bis(2-acryloyloxyethyl) disulfide cross-linker (disulfide diacrylate, DSDA) was employed in the emulsion polymerization. The cross-linked glyco-particles were stable in N,N-dimethylacetamide (DMAc), in contrast to the corresponding non-cross-linked glyco-particles which disintegrate to form linear glycopolymers in solution. The cross-linked particles underwent reductive degradation into the constituent linear (primary) chains upon treatment with 1,4-dithiothreitol (DDT). The bioactivity of the glucose moieties on the surface of the particles was examined using two classes of lectins, namely plant lectin (Concanavalin A, Canavalia ensiformis) and bacteria lectin (fimH, from Escherichia coli). Successful binding was demonstrated, thus illustrating that these particles have potential as smart materials in biological systems. © 2010 American Chemical Society.	en_US
dc.relation.ispartof	Macromolecules	en_US
dc.relation.isbasedon	10.1021/ma1004937	en_US
dc.subject.classification	Polymers	en_US
dc.title	Controlled/Living ab initio emulsion polymerization via a glucose raft stab: Degradable cross-linked glyco-particles for concanavalin A/ Fim H conjugations to cluster E. Coli bacteria	en_US
dc.type	Journal Article
utslib.citation.volume	12	en_US
utslib.citation.volume	43	en_US
utslib.for	0903 Biomedical Engineering	en_US
utslib.for	0303 Macromolecular and Materials Chemistry	en_US
utslib.for	03 Chemical Sciences	en_US
utslib.for	09 Engineering	en_US
pubs.embargo.period	Not known	en_US
pubs.organisational-group	/University of Technology Sydney
pubs.organisational-group	/University of Technology Sydney/Faculty of Engineering and Information Technology
pubs.organisational-group	/University of Technology Sydney/Strength - CHT - Health Technologies
utslib.copyright.status	closed_access
pubs.issue	12	en_US
pubs.publication-status	Published	en_US
pubs.volume	43	en_US

Abstract:

Glyco-particles bearing glucose units have been prepared via a one-step controlled/living ab initio cross-linking emulsion polymerization of styrene based on self-assembly via a glucose RAFTstab (reversible addition - fragmentation chain transfer colloidal stabilizer). The RAFTstab was synthesized from the monomer 2-(methacrylamido)glucopyranose (MAG) and the hydrophobic trithiocarbonate RAFT agent S-methoxycarbonylphenylmethyl dodecyltrithiocarbonate (MCPDT). In order to obtain glyco-particles stable for biomedical applications, a degradable bis(2-acryloyloxyethyl) disulfide cross-linker (disulfide diacrylate, DSDA) was employed in the emulsion polymerization. The cross-linked glyco-particles were stable in N,N-dimethylacetamide (DMAc), in contrast to the corresponding non-cross-linked glyco-particles which disintegrate to form linear glycopolymers in solution. The cross-linked particles underwent reductive degradation into the constituent linear (primary) chains upon treatment with 1,4-dithiothreitol (DDT). The bioactivity of the glucose moieties on the surface of the particles was examined using two classes of lectins, namely plant lectin (Concanavalin A, Canavalia ensiformis) and bacteria lectin (fimH, from Escherichia coli). Successful binding was demonstrated, thus illustrating that these particles have potential as smart materials in biological systems. © 2010 American Chemical Society.

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