Carbohydrate globules: molecular asterisk-cored dendrimers for carbohydrate presentation
Weaver, Lucy G., Singh, Yogendra, Vamvounis, George, Wyatt, Mark F., Burn, Paul L., and Blanchfield, Joanne T. (2014) Carbohydrate globules: molecular asterisk-cored dendrimers for carbohydrate presentation. Polymer Chemistry, 5. pp. 1173-1179.
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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.
| Item ID: | 31994 |
|---|---|
| Item Type: | Article (Research - C1) |
| ISSN: | 1759-9962 |
| Funders: | Australian Research Council (ARC), Engineering and Physical Sciences Research Council (EPSRC), University of Queensland (UQ) |
| Projects and Grants: | ARC Australian Research Fellowship DP1095404, EPSRC grant no. EP/F014341/1 |
| Date Deposited: | 28 May 2014 00:36 |
| FoR Codes: | 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 50% 03 CHEMICAL SCIENCES > 0303 Macromolecular and Materials Chemistry > 030306 Synthesis of Materials @ 50% |
| SEO Codes: | 92 HEALTH > 9204 Public Health (excl. Specific Population Health) > 920412 Preventive Medicine @ 100% |
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