Martin, Liam T., Gurnani, Pratik, Zhang, Junliang, Hartlieb, Matthias, Cameron, Neil R., Eissa, Ahmed M. and Perrier, Sébastien (2019) Polydimethylsiloxane-based giant glycosylated polymersomes with tunable bacterial affinity. Biomacromolecules, 20 (3). pp. 1297-1307. doi:10.1021/acs.biomac.8b01709 ISSN 1525-7797.

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Abstract

A synthetic cell mimic in the form of giant glycosylated polymersomes (GGPs) comprised of a novel amphiphilic diblock copolymer is reported. A synthetic approach involving a poly(dimethylsiloxane) (PDMS) macro-chain transfer agent (macroCTA) and postpolymerization modification was used to marry the hydrophobic and highly flexible properties of PDMS with the biological activity of glycopolymers. 2-Bromoethyl acrylate (BEA) was first polymerized using a PDMS macroCTA (Mn,th ≈ 4900 g·mol–1, Đ = 1.1) to prepare well-defined PDMS-b-pBEA diblock copolymers (Đ = 1.1) that were then substituted with 1-thio-β-d-glucose or 1-thio-β-d-galactose under facile conditions to yield PDMS-b-glycopolymers. Compositions possessing ≈25% of the glycopolymer block (by mass) were able to adopt a vesicular morphology in aqueous solution (≈210 nm in diameter), as indicated by TEM and light scattering techniques. The resulting carbohydrate-decorated polymersomes exhibited selective binding with the lectin concanavalin A (Con A), as demonstrated by turbidimetric experiments. Self-assembly of the same diblock copolymer compositions using an electroformation method yielded GGPs (ranging from 2–20 μm in diameter). Interaction of these cell-sized polymersomes with fimH positive E. coli was then studied via confocal microscopy. The glucose-decorated GGPs were found to cluster upon addition of the bacteria, while galactose-decorated GGPs could successfully interact with (and possibly immobilize) the bacteria without the onset of clustering. This demonstrates an opportunity to modulate the response of these synthetic cell mimics (protocells) toward biological entities through exploitation of selective ligand–receptor interactions, which may be readily tuned through a considered choice of carbohydrate functionality.

Item Type:	Journal Article
Subjects:	Q Science > QD Chemistry Q Science > QR Microbiology
Divisions:	Faculty of Science, Engineering and Medicine > Science > Chemistry
Library of Congress Subject Headings (LCSH):	Diblock copolymers, Escherichia coli
Journal or Publication Title:	Biomacromolecules
Publisher:	American Chemical Society
ISSN:	1525-7797
Official Date:	29 January 2019
Dates:	Date Event 29 January 2019 Published 29 January 2019 Accepted
Volume:	20
Number:	3
Page Range:	pp. 1297-1307
DOI:	10.1021/acs.biomac.8b01709
Status:	Peer Reviewed
Publication Status:	Published
Reuse Statement (publisher, data, author rights):	This document is the Accepted Manuscript version of a Published Work that appeared in final form in Biomacromolecules, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/acs.biomac.8b01709
Access rights to Published version:	Restricted or Subscription Access
Date of first compliant deposit:	9 April 2019
Date of first compliant Open Access:	29 January 2020
RIOXX Funder/Project Grant:	Project/Grant ID RIOXX Funder Name Funder ID WM130055 [RS] Royal Society http://dx.doi.org/10.13039/501100000288 UNSPECIFIED University of Warwick http://dx.doi.org/10.13039/501100000741 UNSPECIFIED Monash University http://dx.doi.org/10.13039/501100001779 1499928 [EPSRC] Engineering and Physical Sciences Research Council http://dx.doi.org/10.13039/501100000266 GZ: HA 7725/1-1 [DFG] Deutsche Forschungsgemeinschaft http://dx.doi.org/10.13039/501100001659

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