Issue 12, 2008
From the journal:

Organic & Biomolecular Chemistry

A modular approach for the construction and modification of glyco-SAMs utilizing 1,3-dipolar cycloaddition

Mike Kleinert,a   Tobias Winkler,b   Andreas Terfort*b  and  Thisbe K. Lindhorst*a  

* Corresponding authors

a Otto Diels Institute of Organic Chemistry, Christiana Albertina University of Kiel, Otto-Hahn-Platz, Kiel, Germany
E-mail: tklind@oc.uni-kiel.de
Fax: +49 431 880 7410

b Department of Chemistry, Philipps-University Marburg, Hans-Meerwein-Str., Marburg, Germany
E-mail: aterfort@chemie.uni-marburg.de

Abstract

We report the synthesis of a broad variety of functionalized molecules for assembly on gold, allowing the formation of biologically relevant SAMs by a modular approach: either utilizing 1,3-dipolar cycloaddition of alkynes and azides in solution or by ‘click on SAM’. Extensive studies into the various parameters of SAM formation and stability have been carried out, leading us to deduce reliable conditions under which glyco-decorated self-assembled monolayers can be formed and studied such as in SPR-supported binding assays.

Graphical abstract: A modular approach for the construction and modification of glyco-SAMs utilizing 1,3-dipolar cycloaddition

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Article information

DOI
https://doi.org/10.1039/B801595C
Article type
Paper
Submitted
29 Jan 2008
Accepted
12 Mar 2008
First published
18 Apr 2008

Org. Biomol. Chem., 2008,6, 2118-2132

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A modular approach for the construction and modification of glyco-SAMs utilizing 1,3-dipolar cycloaddition

M. Kleinert, T. Winkler, A. Terfort and T. K. Lindhorst, Org. Biomol. Chem., 2008, 6, 2118 DOI: 10.1039/B801595C

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