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Templating Gold Surfaces with Function: A Self-Assembled Dendritic Monolayer Methodology Based on Monodisperse Polyester Scaffolds
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology, Coating Technology.
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology, Coating Technology.
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2013 (English)In: Langmuir, ISSN 0743-7463, E-ISSN 1520-5827, Vol. 29, no 1, 456-465 p.Article in journal (Refereed) Published
Abstract [en]

The antibiotic resistance developed among several pathogenic bacterial strains has spurred interest in understanding bacterial adhesion down to a molecular level. Consequently, analytical methods that rely on bioactive and multivalent sensor surfaces are sought to detect and suppress infections. To deliver functional sensor surfaces with an optimized degree of molecular packaging, we explore a library of compact and monodisperse dendritic scaffolds based on the nontoxic 2,2-bis(methylol)propionic acid (bis-MPA). A self-assembled dendritic monolayer (SADM) methodology to gold surfaces capitalizes on the design of aqueous soluble dendritic structures that bear sulfur-containing core functionalities. The nature of sulfur (either disulfide or thiol), the size of the dendritic framework (generation 1-3), the distance between the sulfur and the dendritic wedge (4 or 14 angstrom), and the type of functional end group (hydroxyl or mannose) were key structural elements that were identified to affect the packaging densities assembled on the surfaces. Both surface plasmon resonance (SPR) and resonance-enhanced surface impedance (RESI) experiments revealed rapid formation of homogenously covered SADMs on gold surfaces. The array of dendritic structures enabled the fabrication of functional gold surfaces displaying molecular covering densities of 0.33-2.2 molecules.nm(-2) and functional availability of 0.95-5.5 groups.nm(-2). The cell scavenging ability of these sensor surfaces for Escherichia coli MS7fim+ bacteria revealed 2.5 times enhanced recognition for G3-mannosylated surfaces when compared to G3-hydroxylated SADM surfaces. This promising methodology delivers functional gold sensor surfaces and represents a facile route for probing surface interactions between multivalently presented motifs and cells in a controlled surface setting.

Place, publisher, year, edition, pages
2013. Vol. 29, no 1, 456-465 p.
Keyword [en]
Escherichia-Coli, Click Chemistry, Bifunctional Dendrimers, Patterned Surface, Type-1 Fimbriae, Cell-Adhesion, Dendron-Thiol, Fimh, Multivalent, Disulfides
National Category
Chemical Sciences
URN: urn:nbn:se:kth:diva-118006DOI: 10.1021/la3041314ISI: 000313305900055ScopusID: 2-s2.0-84872111151OAI: diva2:604416
VinnovaSwedish Research Council, 2011-5358 2010-453

QC 20130211

Available from: 2013-02-11 Created: 2013-02-08 Last updated: 2014-01-16Bibliographically approved
In thesis
1. Advanced polymeric scaffolds for functional materials in biomedical applications
Open this publication in new window or tab >>Advanced polymeric scaffolds for functional materials in biomedical applications
2014 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

Advancements in the biomedical field are driven by the design of novel materials with controlled physical and bio-interactive properties. To develop such materials, researchers rely on the use of highly efficient reactions for the assembly of advanced polymeric scaffolds that meet the demands of a functional biomaterial. In this thesis two main strategies for such materials have been explored; these include the use of off-stoichiometric thiol-ene networks and dendritic polymer scaffolds. In the first case, the highly efficient UV-induced thiol-ene coupling (TEC) reaction was used to create crosslinked polymeric networks with a predetermined and tunable excess of thiol or ene functionality. These materials rely on the use of readily available commercial monomers. By adopting standard molding techniques and simple TEC surface modifications, patterned surfaces with tunable hydrophobicity could be obtained. Moreover, these materials are shown to have great potential for rapid prototyping of microfluidic devices. In the second case, dendritic polymer scaffolds were evaluated for their ability to increase surface interactions and produce functional 3D networks. More specifically, a self-assembled dendritic monolayer approach was explored for producing highly functional dendronized surfaces with specific interactions towards pathogenic E. coli bacteria. Furthermore, a library of heterofunctional dendritic scaffolds, with a controllable and exact number of dual-purpose azide and ene functional groups, has been synthesized. These scaffolds were explored for the production of cell interactive hydrogels and primers for bone adhesive implants. Dendritic hydrogels decorated with a selection of bio-relevant moieties and with Young’s moduli in the same range as several body tissues could be produced by facile UV-induced TEC crosslinking. These gels showed low cytotoxic response and relatively rapid rates of degradation when cultured with normal human dermal fibroblast cells. When used as primers for bone adhesive patches, heterofunctional dendrimers with high azide-group content led to a significant increase in the adhesion between a UV-cured hydrophobic matrix and the wet bone surface (compared to patches without primers).

Place, publisher, year, edition, pages
Stockholm: KTH Royal Institute of Technology, 2014. 72 p.
TRITA-CHE-Report, ISSN 1654-1081 ; 2014:1
Dendrimer, hydrogel, PEG, dendritic monolayers, thiol-ene networks, off-stochiometric
National Category
Polymer Technologies Medical Materials Materials Chemistry Polymer Chemistry
urn:nbn:se:kth:diva-139944 (URN)978-91-7501-978-9 (ISBN)
Public defence
2014-01-31, F3, Lindstedtsvägen 26, KTH, Stockholm, 10:00 (English)

QC 20140116

Available from: 2014-01-16 Created: 2014-01-15 Last updated: 2014-01-16Bibliographically approved

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