title: Comparative study of the inhibition of alpha-glucosidase, alpha-amylase, and cyclomaltodextrin glucanosyltransferase by acarbose, isoacarbose, and acarviosine-glucose.
abstract: Bacillus stearothermophilus maltogenic amylase hydrolyzes the first glycosidic linkage of acarbose to give acarviosine-glucose. In the presence of carbohydrate acceptors, acarviosine-glucose is primarily transferred to the C-6 position of the acceptor. When d-glucose is the acceptor, isoacarbose is formed. Acarbose, acarviosine-glucose, and isoacarbose were compared as inhibitors of alpha-glucosidase, alpha-amylase, and cyclomaltodextrin glucanosyltransferase. The three inhibitors were found to be competitive inhibitors for alpha-glucosidase and mixed noncompetitive inhibitors for alpha-amylase and cyclomaltodextrin glucanosyltransferase. The K(i) values were dependent on the type of enzyme and their source. Acarviosine-glucose was a potent inhibitor for baker's yeast alpha-glucosidase, inhibiting 430 times more than acarbose, and was an excellent inhibitor for cyclomaltodextrin glucanosyltransferase, inhibiting 6 times more than acarbose. Isoacarbose was the most effective inhibitor of alpha-amylase and cyclomaltodextrin glucanosyltransferase, inhibiting 15.2 and 2.0 times more than acarbose, respectively.
authors.affiliation: Research Center for New Bio-Materials in Agriculture and Department of Food Science and Technology, Seoul National University, Suwon, 441-744, Korea.
authors.forename: M J
authors.initials: MJ
authors.lastname: Kim
authors.forename: S B
authors.initials: SB
authors.lastname: Lee
authors.forename: H S
authors.initials: HS
authors.lastname: Lee
authors.forename: S Y
authors.initials: SY
authors.lastname: Lee
authors.forename: J S
authors.initials: JS
authors.lastname: Baek
authors.forename: D
authors.initials: D
authors.lastname: Kim
authors.forename: T W
authors.initials: TW
authors.lastname: Moon
authors.forename: J F
authors.initials: JF
authors.lastname: Robyt
authors.forename: K H
authors.initials: KH
authors.lastname: Park
mesh_terms: D020909:Acarbose / Q000031:analogs & derivatives* / Q000494:pharmacology; D000606:Amino Sugars; D000818:Animals; D001407:Bacillus / Q000201:enzymology; D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000494:pharmacology; D005964:Glucosyltransferases / Q000037:antagonists & inhibitors*; D065089:Glycoside Hydrolase Inhibitors; D008956:Models, Chemical; D008969:Molecular Sequence Data; D051381:Rats; D013552:Swine; D000516:alpha-Amylases / Q000037:antagonists & inhibitors*
chemical_list: D000606:Amino Sugars; D004187:Disaccharides; D065089:Glycoside Hydrolase Inhibitors; C076099:acarviosine; D005964:Glucosyltransferases; C019963:cyclomaltodextrin glucanotransferase; D000516:alpha-Amylases; D020909:Acarbose