title: Transglycosylation of neohesperidin dihydrochalcone by Bacillus stearothermophilus maltogenic amylase.
abstract: Neohesperidin dihydrochalcone (NHDC), a sweet compound derived from citrus fruits, was modified to a series of its oligosaccharides by transglycosylation activity of Bacillus stearothermophilus maltogenic amylase (BSMA). Maltotriose as a donor was reacted with NHDC as an acceptor to glycosylate for the purpose of increasing the solubility of NHDC. Maltosyl-NHDC was a major transglycosylation product among the several transfer products by TLC analysis. The structure of the major transglycosylation product was determined to be maltosyl-alpha-(1,6)-neohesperidin dihydrochalcone by MALDI-TOF/MS and (1)H and (13)C NMR. Maltosyl-NHDC was 700 times more soluble in water and 7 times less sweet than NHDC.
authors.affiliation: Department of Food Science & Technology and Research Center for New Bio-Materials in Agriculture, Seoul National University, Suwon 441-744, Korea.
authors.forename: J S
authors.initials: JS
authors.lastname: Cho
authors.forename: S S
authors.initials: SS
authors.lastname: Yoo
authors.forename: T K
authors.initials: TK
authors.lastname: Cheong
authors.forename: M J
authors.initials: MJ
authors.lastname: Kim
authors.forename: Y
authors.initials: Y
authors.lastname: Kim
authors.forename: K H
authors.initials: KH
authors.lastname: Park
mesh_terms: D002599:Chalcone / Q000031:analogs & derivatives* / Q000378:metabolism; D047188:Chalcones; D001411:Geobacillus stearothermophilus / Q000201:enzymology*; D006026:Glycoside Hydrolases / Q000378:metabolism*; D006031:Glycosylation; D006569:Hesperidin / Q000031:analogs & derivatives* / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
chemical_list: D047188:Chalcones; C013613:neohesperidin dihydrochalcone; D002599:Chalcone; D006569:Hesperidin; D006026:Glycoside Hydrolases; C120909:glucan 1,4-alpha-maltohydrolase