title: A novel two-step synthesis of α-linked mannobioses based on an acid-assisted reverse hydrolysis reaction.
abstract: Instead of an enzyme-assisted reverse hydrolysis reaction for the synthesis of manno-oligosaccharides, we propose here a versatile new approach. By Fischer type glycosylation, a D-mannose solution of extremely high concentration (approximately 83% (w/w)) was incubated at 60°C for 65 h in 0.5 M HCl. After dilution and neutralization, the small amount of formed β-linked oligosaccharides was hydrolyzed by β-mannosidase. The yields of α-D-Manp-(1→2)-D-Manp (7.9%), α-D-Manp-(1→3)-D-Manp (7.9%), and α-D-Manp-(1→6)-D-Manp (29.1%) isolated by an activated carbon column chromatography were almost identical to those of the enzymatic reaction, but the yield of α-D-Manp-(1→3)-D-Manp increased enormously by the present method.
authors: Department of Food Science, Niigata University of Pharmacy and Applied Life Sciences, 265-1, Higashijima, Akiha-ku, Niigata 956-8603, Japan. ajisaka@nupals.ac.jp
authors: Katsumi
authors: K
authors: Ajisaka
authors: Misato
authors: M
authors: Yagura
authors: Tatsuo
authors: T
authors: Miyazaki
mesh_terms: D000143:Acids; D002240:Carbohydrate Sequence; D002384:Catalysis; D006868:Hydrolysis; D008351:Mannans / Q000138:chemical synthesis* / Q000737:chemistry*; D008969:Molecular Sequence Data
chemical_list: D000143:Acids; D008351:Mannans; C014647:mannobiose