Literature DB >> 23059912

Dual purpose S-trityl-linkers for glycoarray fabrication on both polystyrene and gold.

Johannes W Wehner1, Martin J Weissenborn, Mirja Hartmann, Christopher J Gray, Robert Šardzík, Claire E Eyers, Sabine L Flitsch, Thisbe K Lindhorst.   

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.

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Year:  2012        PMID: 23059912     DOI: 10.1039/c2ob26118a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

Review 1.  Glycoarray Technologies: Deciphering Interactions from Proteins to Live Cell Responses.

Authors:  Tania M Puvirajesinghe; Jeremy E Turnbull
Journal:  Microarrays (Basel)       Date:  2016-01-04

2.  S-Fluorenylmethyl protection of the cysteine side chain upon N(α)-Fmoc deprotection.

Authors:  Johannes W Wehner; Thisbe K Lindhorst
Journal:  Beilstein J Org Chem       Date:  2012-12-10       Impact factor: 2.883

3.  Synthesis and testing of the first azobenzene mannobioside as photoswitchable ligand for the bacterial lectin FimH.

Authors:  Vijayanand Chandrasekaran; Katharina Kolbe; Femke Beiroth; Thisbe K Lindhorst
Journal:  Beilstein J Org Chem       Date:  2013-02-01       Impact factor: 2.883

4.  Effect of Aminophenyl and Aminothiahexyl α-D-Glycosides of the Manno-, Gluco-, and Galacto-Series on Type 1 Fimbriae-Mediated Adhesion of Escherichia coli.

Authors:  Claudia Fessele; Thisbe K Lindhorst
Journal:  Biology (Basel)       Date:  2013-09-03
  4 in total

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