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- Fyrner, Timmy, et al.
(author)
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Modified surfaces using tailor-made oligosaccharides having orthogonal attachments
- 2011
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In: Abstracts of Papers of the American Chemical Society. - : American Chemical Society (ACS). - 0065-7727. ; 241, s. 107-CARB-
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Journal article (other academic/artistic)abstract
- The ability of fabricating surfaces with low non-specific protein adhesion is of great interest in material science. Studies have shown that self-assembled monolayers (SAMs) covered with carbohydrates moieties have protein resistant characteristics and even marine anti-fouling properties.[1,2]The presented results describe the synthesis of oligosaccharides originating from lactose and mannose. We have also set out to investigate if these orthogonally protected oligosaccharides can be used as spacer molecules and their performance in protein adsorption studies. Using the selected divergence enables incorporation into various surface systems e.g. gold nanoparticles, vesicles or as a conjugate between different macromolecules.[1] Hederos, M.; Konradsson, P.; Liedberg, B.; Langmuir, 2005, 21, 2971-2980.[2] Fyrner, T.; Konradsson, P.; et. al.; Submitted, 2010.
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2. |
- Fyrner, Timmy, et al.
(author)
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Saccharide-Functionalized Alkanethiols for Fouling-Resistant Self-Assembled Monolayers: Synthesis, Monolayer Properties, and Antifouling Behavior
- 2011
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In: Langmuir. - : American Chemical Society. - 0743-7463 .- 1520-5827. ; 27:24, s. 15034-15047
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Journal article (peer-reviewed)abstract
- We describe the synthesis of a series of mono-, di-, and trisaccharide-functionalized alkanethiols as well as the formation of fouling-resistant self-assembled monolayers (SAMs) from these. The SAls,,Is were characterized using ellipsometry, wetting measurements, and infrared reflection absorption spectroscopy (WAS). We show that the structure of the carbohydrate moiety affects the packing density and that this also alters the alkane chain organization. Upon increasing the size of the sugar moieties (from mono- to di- and trisaccharides), the structural qualities of the monolayers deteriorated with increasing disorder, and for the trisaccharide, slow reorganization dynamics in response to changes in the environmental polarity were observed. The antifouling properties of these SAMs were investigated through protein adsorption experiments from buffer solutions as well as settlement (attachment) tests using two common marine fouling species, zoospores of the green macroalga Ulva linza and cypris larvae of the barnacle Balanus amphitrite. The SAMs showed overall good resistance to fouling by both the proteins and the tested marine organisms. To improve the packing density of the SAMs with bulky headgroups, we employed mixed SAMs where the saccharide-thiols are diluted with a filler molecule having a small 2-hydroxyethyl headgroup. This method also provides a means by which the steric availability of sugar moieties can be varied, which is of interest for specific interaction studies with surface-bound sugars. The results of the surface dilution study and the low nonspecific adsorption onto the SAMs both indicate the feasibility of this approach.
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