1334604-45-3Relevant academic research and scientific papers
CuAAC synthesis of resorcin[4]arene-based glycoclusters as multivalent ligands of lectins
Soomro, Zahid H.,Cecioni, Samy,Blanchard, Helen,Praly, Jean-Pierre,Imberty, Anne,Vidal, Sebastien,Matthews, Susan E.
, p. 6587 - 6597 (2011)
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.
