title: Shortcut synthesis of beta-cyclomannin from beta-cyclodextrin.
abstract: Beta-cyclomannin, a cyclic oligosaccharide consisting of seven alpha-D-mannosides connected together by the (1-->4) glycoside linkage, has been efficiently synthesized by the OsO4 oxidation of heptakis(2,3-didehydroxy)-beta-cyclodextrin which was prepared from beta-cyclodextrin by a five-step transformation. The novel cyclooligosaccharide not only showed water solubility high enough to meet the requirement for drug formulation but also demonstrated strong binding ability toward guest molecules. [reaction: see text]
authors.affiliation: Department of Molecular Medicinal Sciences, Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki 852-8521, Japan.
authors.forename: Makoto
authors.initials: M
authors.lastname: Fukudome
authors.forename: Tomonori
authors.initials: T
authors.lastname: Shiratani
authors.forename: Yasuyoshi
authors.initials: Y
authors.lastname: Nogami
authors.forename: De-Qi
authors.initials: DQ
authors.lastname: Yuan
authors.forename: Kahee
authors.initials: K
authors.lastname: Fujita
mesh_terms: D006860:Hydrogen Bonding; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008362:Mannosides / Q000138:chemical synthesis*; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D013056:Spectrophotometry, Ultraviolet; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D007202:Indicators and Reagents; D008362:Mannosides; D009844:Oligosaccharides; D047392:beta-Cyclodextrins; C522313:beta-cyclomannin