title: Preparation and reactivity of a novel disaccharide, glucosyl 1,5-anhydro-D-fructose (1,5-anhydro-3-O-alpha-glucopyranosyl-D-fructose).
abstract: A novel disaccharide, glucosyl 1,5-anhydro-D-fructose (1,5-anhydro-3-O-alpha-glucopyranosyl-D-fructose, GAF) was enzymatically prepared from 1,5-anhydro-D-fructose (1,5-AF) and cyclomaltoheptaose (beta-cyclodextrin). Cyclodextrin glucanotransferase transferred various sizes of maltooligosaccharide to 1,5-AF. Glucoamylase digested the maltooligosyl chain of the products to a glucosyl residue giving a final product, GAF. An NMR analysis of GAF elucidated that the glucose residue was linked to C-3 of the 1,5-AF residue with an ether linkage. Reactivity on the aminocarbonyl reaction of GAF with bovine serum albumin was lower than that of 1,5-AF, but was higher than that of glucose.
authors.affiliation: The United Graduate School of Agricultural Sciences, Kagoshima University, Korimoto 1-21-4, Kagoshima 890-0065, Japan.
authors.forename: Kazuhiro
authors.initials: K
authors.lastname: Yoshinaga
authors.forename: Jun-ichi
authors.initials: J
authors.lastname: Abe
authors.forename: Toshiko
authors.initials: T
authors.lastname: Tanimoto
authors.forename: Kyoko
authors.initials: K
authors.lastname: Koizumi
authors.forename: Susumu
authors.initials: S
authors.lastname: Hizukuri
mesh_terms: D000818:Animals; D002417:Cattle; D003505:Cyclodextrins / Q000737:chemistry; D004187:Disaccharides / Q000737:chemistry*; D005632:Fructose / Q000031:analogs & derivatives* / Q000737:chemistry; D001411:Geobacillus stearothermophilus; D005087:Glucan 1,4-alpha-Glucosidase / Q000737:chemistry; D005964:Glucosyltransferases / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D009844:Oligosaccharides / Q000737:chemistry; D012233:Rhizopus; D012440:Saccharomyces; D047392:beta-Cyclodextrins
chemical_list: C488015:1,4-anhydro-3-O-glucopyranosylfructose; D003505:Cyclodextrins; D004187:Disaccharides; D009844:Oligosaccharides; D047392:beta-Cyclodextrins; C021705:maltooligosaccharides; D005632:Fructose; C048927:1,5-anhydrofructose; D005964:Glucosyltransferases; C019963:cyclomaltodextrin glucanotransferase; D005087:Glucan 1,4-alpha-Glucosidase; C031215:betadex