title: Synthetic tools for the characterization of galactofuranosyl transferases: glycosylations via acylated glycosyl iodides.
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.
authors: CIHIDECAR-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires 1428, Argentina.
authors: Luciana
authors: L
authors: Baldoni
authors: Carla
authors: C
authors: Marino
mesh_terms: D000215:Acylation; D002236:Carbohydrate Conformation; D005700:Galactosyltransferases / Q000737:chemistry / Q000378:metabolism*; D006027:Glycosides / Q000096:biosynthesis* / Q000737:chemistry* / Q000378:metabolism*; D006031:Glycosylation; D007454:Iodides / Q000737:chemistry* / Q000378:metabolism*
chemical_list: D006027:Glycosides; D007454:Iodides; D005700:Galactosyltransferases