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dc.contributor.authorSoomro, Zahid H
dc.contributor.authorCecioni, Samy
dc.contributor.authorBlanchard, Helen
dc.contributor.authorPraly, Jean-Pierre
dc.contributor.authorImberty, Anne
dc.contributor.authorVidal, Sebastien
dc.contributor.authorMatthews, Susan E
dc.date.accessioned2017-05-03T14:15:05Z
dc.date.available2017-05-03T14:15:05Z
dc.date.issued2011
dc.date.modified2012-02-16T05:26:25Z
dc.identifier.issn1477-0520
dc.identifier.doi10.1039/c1ob05676j
dc.identifier.urihttp://hdl.handle.net/10072/42745
dc.description.abstractSynthetic 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.
dc.description.peerreviewedYes
dc.description.publicationstatusYes
dc.languageEnglish
dc.publisherRoyal Society of Chemistry
dc.publisher.placeUnited Kingdom
dc.relation.ispartofstudentpublicationN
dc.relation.ispartofpagefrom6587
dc.relation.ispartofpageto6597
dc.relation.ispartofjournalOrganic & Biomolecular Chemistry
dc.relation.ispartofvolume9
dc.rights.retentionY
dc.subject.fieldofresearchBiologically Active Molecules
dc.subject.fieldofresearchMedicinal and Biomolecular Chemistry
dc.subject.fieldofresearchOrganic Chemistry
dc.subject.fieldofresearchcode030401
dc.subject.fieldofresearchcode0304
dc.subject.fieldofresearchcode0305
dc.titleCuAAC synthesis of resorcin[4]arene-based glycoclusters as multivalent ligands of lectins
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
gro.date.issued2011
gro.hasfulltextNo Full Text
gro.griffith.authorBlanchard, Helen


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