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Issue 44, 2012
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Dual purpose S-trityl-linkers for glycoarray fabrication on both polystyrene and gold

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Abstract

There is a wide range of immobilisation reactions to tether substrates to a variety of surfaces for array-based analysis. Most of these immobilisation strategies are specific for a particular surface and require an additional linker to be attached to the substrate or the surface. Furthermore, the analysis of functionalised surfaces is often restricted to certain analytical techniques and therefore, different immobilisation strategies for different surfaces are desirable. Here we have tested an S-tritylated linker for non-covalent or covalent immobilisation of mannosides to polystyrene or gold surfaces. S-Tritylated mannosides with varying linkers were readily synthesised and used to add to biorepulsive maleimide-terminated preformed SAMs after in situ deprotection of the S-trityl group. In addition, S-tritylated mannosides themselves formed stable glycoarrays on polystyrene microtiter plates. The glycoarrays were successfully analysed by MALDI-ToF mass spectrometry, SPR spectroscopy, and interrogated with GFP-transfected Escherichia coli cells. This work has shown that a dual purpose linker can be used on multiple surfaces to form arrays allowing for different testing as well as analytical approaches.

Graphical abstract: Dual purpose S-trityl-linkers for glycoarray fabrication on both polystyrene and gold

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Publication details

The article was received on 11 Jun 2012, accepted on 21 Sep 2012 and first published on 21 Sep 2012


Article type: Paper
DOI: 10.1039/C2OB26118A
Citation: Org. Biomol. Chem., 2012,10, 8919-8926
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    Dual purpose S-trityl-linkers for glycoarray fabrication on both polystyrene and gold

    J. W. Wehner, M. J. Weissenborn, M. Hartmann, C. J. Gray, R. Šardzík, C. E. Eyers, S. L. Flitsch and T. K. Lindhorst, Org. Biomol. Chem., 2012, 10, 8919
    DOI: 10.1039/C2OB26118A

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