title: Synthesis and characterization of isomaltulose-derived oligosaccharides produced by transglucosylation reaction of Leuconostoc mesenteroides dextransucrase.
abstract: This paper reports the efficient enzymatic synthesis of a homologous series of isomaltulose-derived oligosaccharides with degrees of polymerization ranging from 3 to 9 through the transglucosylation reaction using a dextransucrase from Leuconostoc mesenteroides B-512F. The total oligosaccharide yield obtained under optimal conditions was 41-42% (in weight with respect to the initial amount of isomaltulose) after 24-48 h of reaction. Nuclear magnetic resonance (NMR) structural characterization indicated that dextransucrase specifically transferred glucose moieties of sucrose to the C-6 of the nonreducing glucose residue of isomaltulose. Likewise, monitoring the progression of the content of each individual oligosaccharide indicated that oligosaccharide acceptor products of low molecular weight acted in turn as acceptors for further transglucosylation to yield oligosaccharides of a higher degree of polymerization. The produced isomaltulose-derived oligosaccharides can be considered as isomalto-oligosaccharides (IMOs) because they are linked by only α-(1→6) bonds. In addition, having isomaltulose as the core structure, these IMO-like structures could possess appealing bioactive properties that could find potential applications as functional food ingredients.
authors.affiliation: Departamento Bioactividad y Análisis de Alimentos, Instituto de Investigación en Ciencias de la Alimentación, CIAL (CSIC-UAM), CEI (UAM+CSIC) , c/Nicolás Cabrera 9, 28049 Madrid, Spain.
authors.forename: Montserrat
authors.initials: M
authors.lastname: Barea-Alvarez
authors.forename: Maria Teresa
authors.initials: MT
authors.lastname: Benito
authors.forename: Agustín
authors.initials: A
authors.lastname: Olano
authors.forename: Maria Luisa
authors.initials: ML
authors.lastname: Jimeno
authors.forename: F Javier
authors.initials: FJ
authors.lastname: Moreno
mesh_terms: D002236:Carbohydrate Conformation; D005947:Glucose / Q000378:metabolism; D005964:Glucosyltransferases / Q000378:metabolism*; D006031:Glycosylation; D007534:Isomaltose / Q000031:analogs & derivatives* / Q000378:metabolism; D007934:Leuconostoc / Q000201:enzymology*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009844:Oligosaccharides / Q000096:biosynthesis* / Q000737:chemistry
chemical_list: D009844:Oligosaccharides; D007534:Isomaltose; D005964:Glucosyltransferases; C020025:dextransucrase; D005947:Glucose; C008189:isomaltulose
keywords: Leuconostoc mesenteroides; bioactive oligosaccharides; dextransucrase; isomaltulose; transglycosylation