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  • Title: Synthetic tools for the characterization of galactofuranosyl transferases: glycosylations via acylated glycosyl iodides.
    Author: Baldoni L, Marino C.
    Journal: Carbohydr Res; 2013 Jun 07; 374():75-81. PubMed ID: 23643834.
    Abstract:
    With the aim of developing synthetic tools for the characterization of galactofuranosyltransferases, the synthesis of 9-decenyl glycosides of D-Manp, D-Galf, and β-D-Galf-(1→3)-D-Manp was targeted. The interest in the alkenyl aglycone arises via potential conjugation reactions, once the terminal double bond has been conveniently functionalized. The glycosylation of β-D-Galf-(1→3)-D-Manp was attempted by two different approaches: the trichloroacetimidate method and the glycosylation via the glycosyl iodide. The conditions for the latter were established on the basis of glycosylation assays of per-O-acetylmannose. On the other hand, the study of glycosylation reactions via per-O-benzoylated galactofuranosyl iodide confirms the versatility of glycosyl iodides as donors.
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