A Direct, Heavy Metal Free Synthesis of the β-1,6-Linked GlcNAc Disaccharide
Lucy G. Weaver A , Melissa Foster A , Yogendra Singh A , Paul L. Burn A B and Joanne T. Blanchfield A C
+ Author Affiliations
- Author Affiliations
A School of Chemistry and Molecular Biosciences, University of Queensland, St. Lucia, Qld 4072, Australia.
B Centre for Organic Photonics and Electronics, University of Queensland, St. Lucia, Qld 4072, Australia.
C Corresponding author. Email: j.blanchfield@uq.edu.au
Australian Journal of Chemistry 64(5) 536-539 https://doi.org/10.1071/CH11055
Submitted: 31 January 2011 Accepted: 10 March 2011 Published: 30 May 2011
Abstract
The major component of the matrix of many bacterial biofilms is a linear polymer of β-1,6-linked units of N-acetylglucosamine (polysaccharide intercellular adhesin or poly-N-acetyl-β-1,6-d-glucosamine). In order to facilitate synthetic vaccine construction we have developed a direct, inexpensive, and biologically compatible synthesis of the minimal building block of this polymer, a β-1,6-linked GlcNAc disaccharide, namely 6-O-[2-acetamido-2-deoxy-β-d-glucopyranosyl]-2-acetamido-2-deoxy-d-glucopyranose.
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