title: Synthesis and bioactivity of β-(1→4)-linked oligomannoses and partially acetylated derivatives.
abstract: The synthesis of β-(1→4)-linked hexa- to octamannoses and their partially acetylated derivatives was efficiently carried out by assembly of appropriate oligomeric fragments using β-selective glucosylation followed by gluco to manno epimerization at a late stage of the synthetic pathway. In the course of this study, we also observed that 2-O-acetylated oligomannoses coexisted in equilibrium with the 3-O-acetylated isomers due to intramolecular migration of the acetyl group. Bioactivity of the synthetic oligomannoses and partially acetylated derivatives was investigated in order to identify the possible smallest oligomer for induction of cytokines as that shown in the polysaccharides extracted from Dendrobium huoshanense.
authors.affiliation: The Genomics Research Center, Academia Sinica, Taipei 115, Taiwan.
authors.forename: Keiichiro
authors.initials: K
authors.lastname: Ohara
authors.forename: Chih-Chien
authors.initials: CC
authors.lastname: Lin
authors.forename: Pei-Jung
authors.initials: PJ
authors.lastname: Yang
authors.forename: Wei-Ting
authors.initials: WT
authors.lastname: Hung
authors.forename: Wen-Bin
authors.initials: WB
authors.lastname: Yang
authors.forename: Ting-Jen Rachel
authors.initials: TJ
authors.lastname: Cheng
authors.forename: Jim-Min
authors.initials: JM
authors.lastname: Fang
authors.forename: Chi-Huey
authors.initials: CH
authors.lastname: Wong
mesh_terms: D000107:Acetylation; D000818:Animals; D002236:Carbohydrate Conformation; D002460:Cell Line; D031667:Dendrobium / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D016179:Granulocyte Colony-Stimulating Factor / Q000096:biosynthesis*; D051379:Mice; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D009844:Oligosaccharides; C028569:oligomannoside; D016179:Granulocyte Colony-Stimulating Factor