Issue 6, 2013
From the journal:

Organic & Biomolecular Chemistry

Development of a benzophenone and alkyne functionalised trehalose probe to study trehalose dimycolate binding proteins†

Ashna A. Khan,ab   Faustin Kamena,c   Mattie S. M. Timmer*a  and  Bridget L. Stocker*b  

* Corresponding authors

a School of Chemical and Physical Sciences, Victoria University of Wellington, PO Box 600, Wellington, New Zealand
E-mail: mattie.timmer@vuw.ac.nz, bstocker@malaghan.org.nz
Fax: +64 4 463 5237

b Malaghan Institute of Medical Research, PO Box 7060, Wellington, New Zealand

c Max-Planck-Institute for Infection Biology, Department of Parasitology, Charitéplatz 1, 10117 Berlin, Germany

Abstract

Trehalose dimycolates (TDMs) are the most abundant glycolipids found in the cell wall of Mycobacterium tuberculosis (M. tb). TDMs play an important role in the pathogenesis of M. tb yet the only known receptor for TDM is the macrophage inducible C-type lectin (mincle). To understand more about the interaction of TDMs with immune cells, affinity based proteome profiling (AfBPP) can be used to determine receptors that bind TDMs. To this end, we present the synthesis of the first AfBPP-TDM probe and report on its ability to activate macrophages. By doing so, we establish that the AfBPP-TDM probe appears to be a suitable substrate for future proteomic profiling experiments.

Graphical abstract: Development of a benzophenone and alkyne functionalised trehalose probe to study trehalose dimycolate binding proteins

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Article information

DOI
https://doi.org/10.1039/C2OB27257A
Article type
Communication
Submitted
20 Nov 2012
Accepted
06 Dec 2012
First published
11 Dec 2012

Org. Biomol. Chem., 2013,11, 881-885

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Development of a benzophenone and alkyne functionalised trehalose probe to study trehalose dimycolate binding proteins

A. A. Khan, F. Kamena, M. S. M. Timmer and B. L. Stocker, Org. Biomol. Chem., 2013, 11, 881 DOI: 10.1039/C2OB27257A

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