title: Studies on the alpha-(1-->4)- and alpha-(1-->8)-fucosylation of sialic acid for the total assembly of the glycan portions of complex HPG-series gangliosides.
abstract: A synthetic study on alpha-(1-->4) and alpha-(1-->8)-fucosylation of sialic acid is reported, with the ultimate aim being the total assembly of the glycan portion of HPG-series gangliosides. In both types of fucosylations, the combination of a phenylthio fucosyl donor and a 1,5-lactamized acceptor provided high-yielding glycosylations to afford alpha-fucosyl-sialic acid sequences. The obtained alpha-Fucp-(1-->8)-NeupNAc glycan having a 1,5-lactam bridge has been successfully transformed into the corresponding glycosyl donor.
authors.affiliation: Division of Instrumental Analysis, Life Science Research Center, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan. hando@cc.gifu-u.ac.jp
authors.forename: Hiromune
authors.initials: H
authors.lastname: Ando
authors.forename: Hiroyo
authors.initials: H
authors.lastname: Shimizu
authors.forename: Yukari
authors.initials: Y
authors.lastname: Katano
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Koike
authors.forename: Sachiko
authors.initials: S
authors.lastname: Koizumi
authors.forename: Hideharu
authors.initials: H
authors.lastname: Ishida
authors.forename: Makoto
authors.initials: M
authors.lastname: Kiso
mesh_terms: D002240:Carbohydrate Sequence; D005643:Fucose / Q000737:chemistry*; D005732:Gangliosides / Q000138:chemical synthesis*; D006031:Glycosylation; D008969:Molecular Sequence Data; D019158:N-Acetylneuraminic Acid / Q000737:chemistry*
chemical_list: D005732:Gangliosides; C406444:HPG-7 ganglioside; D005643:Fucose; D019158:N-Acetylneuraminic Acid