Synthesis of Glycocyclopeptides by Click Chemistry and Inhibition Assays with Lectins.

A new series of tetravalent glycocyclopeptides has been prepd. using the copper(I)-catalyzed alkyne-azide cycloaddn. (CuAAC). When compared with our oximation procedure previously described, we found that the CuAAC strategy led to glycoclusters with similar yield and purity. In addn., the binding properties of these two series of glycoclusters (i.e., with oxime or triazole linkage) were studied with several lectins. Interestingly, while no difference of binding was obsd. with the mannose-specific lectin from Canavalia ensiformis (ConA), the compd. displaying $\alpha$Fuc through oxime linkage has revealed a significant binding improvement with the fucose-specific lectin from Ulex europaeus (UEA-I). [on SciFinder(R)]

Références

Titre
Synthesis of Glycocyclopeptides by Click Chemistry and Inhibition Assays with Lectins.
Type de publication
Article de revue
Année de publication
2011
Revue
J. Carbohydr. Chem.
Volume
30
Pagination
458–468
ISSN
0732-8303
Soumis le 12 avril 2018