title: Intramolecular acyl migration and enzymatic hydrolysis of 2-O-α-D-glucopyranosyl-6-O-(2-pentylheptanoyl)-L-ascorbic acid.
abstract: 2-O-α-D-Glucopyranosyl-6-O-(2-pentylheptanoyl)-L-ascorbic acid (6-bDode-AA-2G) underwent an intramolecular acyl migration to yield approximately 12% of 2-O-α-D-glucopyranosyl-5-O-(2-pentylheptanoyl)-L-ascorbic acid (5-bDode-AA-2G) in neutral solutions for 3 days. In small intestine homogenate from guinea pigs for 12h, 6-bDode-AA-2G, which hardly underwent acyl migration to give 5-bDode-AA-2G, was predominantly hydrolyzed with α-glucosidase and then with esterase to ascorbic acid.
authors.affiliation: Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima, Shobara, Hiroshima 727-0023, Japan. atai@pu-hiroshima.ac.jp
authors.forename: Akihiro
authors.initials: A
authors.lastname: Tai
authors.forename: Sayoko
authors.initials: S
authors.lastname: Ikeda
authors.forename: Futoshi
authors.initials: F
authors.lastname: Yazama
authors.forename: Hideyuki
authors.initials: H
authors.lastname: Ito
mesh_terms: D000818:Animals; D001205:Ascorbic Acid / Q000737:chemistry* / Q000378:metabolism*; D004950:Esterases / Q000378:metabolism*; D006168:Guinea Pigs; D006863:Hydrogen-Ion Concentration; D006868:Hydrolysis; D007421:Intestine, Small / Q000378:metabolism; D000520:alpha-Glucosidases / Q000378:metabolism*
chemical_list: D004950:Esterases; D000520:alpha-Glucosidases; D001205:Ascorbic Acid