Synthesis of heteroglycoclusters by using orthogonal chemoselective ligations

Autor: Baptiste Thomas, Michele Fiore, Isabelle Bossu, Pascal Dumy, Olivier Renaudet
Jazyk: angličtina
Rok vydání: 2012
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 8, Iss 1, Pp 421-427 (2012)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.8.47
Popis: Synthetic heteroglycoclusters are being subjected to increasing interest due to their potential to serve as selective ligands for carbohydrate-binding proteins. In this paper, we describe an expedient strategy to prepare cyclopeptides displaying well-defined distributions and combinations of carbohydrates. By using both oxime ligation and copper(I)-catalyzed alkyne–azide cycloaddition, two series of compounds bearing binary combinations of αMan, αFuc or βLac in an overall tetravalent presentation, and either 2:2 or 3:1 relative proportions, have been prepared.
Databáze: Directory of Open Access Journals