title: Synthesis of the glycan moiety of ganglioside HPG-7 with an unusual trimer of sialic acid as the inner sugar residue.
abstract: The glycan moiety of ganglioside HPG-7, isolated from the sea cucumber (Holothuria pervicax), was synthesized for the first time. The characteristic substructure, a trisialic acid sequence embedded in the glycan, was deliberately constructed by utilizing suitably differentiated sialyl units for various synthetic purposes. Finally, a pentasaccharide was successfully delivered as the hexyl glycoside.
authors.affiliation: Department of Applied Bioorganic Chemistry, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan.
authors.forename: Yuki
authors.initials: Y
authors.lastname: Iwayama
authors.forename: Hiromune
authors.initials: H
authors.lastname: Ando
authors.forename: Hide-Nori
authors.initials: HN
authors.lastname: Tanaka
authors.forename: Hideharu
authors.initials: H
authors.lastname: Ishida
authors.forename: Makoto
authors.initials: M
authors.lastname: Kiso
mesh_terms: D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D005732:Gangliosides / Q000737:chemistry*; D019158:N-Acetylneuraminic Acid / Q000737:chemistry*; D011134:Polysaccharides / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D005732:Gangliosides; C406444:HPG-7 ganglioside; D011134:Polysaccharides; D019158:N-Acetylneuraminic Acid