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Soomro, Zahid H., Cecioni, Samy, Blanchard, Helen, Praly, Jean-Pierre, Imberty, Anne, Vidal, Sébastien and Matthews, Susan E. 
ORCID: https://orcid.org/0000-0001-8821-0851
(2011)
CuAAC synthesis of resorcin[4]arene-based glycoclusters as multivalent ligands of lectins.
Organic & Biomolecular Chemistry, 9 (19).
pp. 6587-6597.
ISSN 1477-0520
Abstract
Synthetic multivalent glycoclusters show promise as anti-adhesives for the treatment of bacterial infections. Here we report the synthesis of a family of tetravalent galactose and lactose functionalised macrocycles based on the resorcin[4]arene core. The development of diastereoselective synthetic routes for the formation of lower-rim propargylated resorcin[4]arenes and their functionalistion via Cu-catalyzed azide–alkyne click chemistry is described. ELLA binding studies confirm that galactose sugar clusters are effective ligands for the PA-IL bacterial lectin of Pseudomonas aeruginosa while poor binding for the lactose-based monovalent probe and no binding could be measured for the multivalent glycoclusters was observed for the human galectin-1.
| Item Type: | Article |
|---|---|
| Faculty \ School: | Faculty of Science > School of Pharmacy |
| Depositing User: | Users 2731 not found. |
| Date Deposited: | 12 Oct 2011 10:16 |
| Last Modified: | 23 Oct 2022 01:04 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/34991 |
| DOI: | 10.1039/C1OB05676J |
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