BioChem - DOS

Synthesis and Characterization of Isomaltulose-Derived Oligosaccharides Produced by Transglucosylation Reaction of Leuconostoc mesenteroides Dextransucrase

Journal of agricultural and food chemistry

Barea-Alvarez, Montserrat; Benito, Maria Teresa; Olano, Agustí n; Jimeno, Maria Luisa; Moreno, F. Javier

<P>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 <I>Leuconostoc mesenteroides</I> B-512F. The total oligosaccharide yield obtained under optimal conditions was 41&ndash;42% (in weight with respect to the initial amount of isomaltulose) after 24&ndash;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 &alpha;-(1&rarr;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.</P><P><B>Graphic Abstract</B><BR><IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/jafcau/2014/jafcau.2014.62.issue-37/jf5033735/production/images/medium/jf-2014-033735_0005.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/jf5033735'>ACS Electronic Supporting Info</A></P>

2014

American Chemical Society

0021-8561

1520-5118

62

37

pp.9137-9144

10.1021/jf5033735

http://click.ndsl.kr/servlet/OpenAPIDetailView?keyValue=05787966&target=NART&cn=NART70338347

isomaltulose; bioactive oligosaccharides; transglycosylation; dextransucrase; Leuconostoc mesenteroides