Carbohydrate globules: molecular asterisk-cored dendrimers for carbohydrate presentation?
Polymer Chemistry Pub Date: 2013-10-23 DOI: 10.1039/C3PY01123B
Abstract
A convergent synthesis of a first generation dendrimer with biphenyl-based dendrons and a hexaphenylbenzene core is reported. Suzuki coupling of six first generation biphenyl-dendrons with the rigid hexakis(4-iodophenyl)benzene core furnished the title asterisk-cored dendrimer in 60% yield. Twelve copies of β-(1→6)-linked glucosamine-based oligosaccharides were then efficiently coupled with the acetylenyl surface groups of the dendrimer via a Huisgen 1,3-dipolar cycloaddition reaction to give a series of multivalent carbohydrate constructs that mimic the globular nodules of polysaccharide intercellular adhesin (PIA) produced by Staphylococcus aureus.
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Journal Name:Polymer Chemistry
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CAS no.: 89640-58-4