Search National Agricultural Library Digital Collections

NALDC Record Details:

Glucosylation of raffinose via alternansucrase acceptor reactions

Permanent URL:
http://handle.nal.usda.gov/10113/36370
File:
Download [PDF File]
Abstract:
The glucansucrase known as alternansucrase [EC 2.4.1.140] can transfer glucosyl units from sucrose to raffinose to give good yields of oligosaccharides, which may serve as prebiotics. The main products were the tetrasaccharides alpha-d-Glcp-(1-->3)-alpha-d-Galp-(1-->6)-alpha-d-Glcp-(1<-->2)-beta-d-Fruf and alpha-d-Glcp-(1-->4)-alpha-d-Galp-(1-->6)-alpha-d-Glcp-(1<-->2)-beta-d-Fruf in ratios ranging from 4:1 to 9:1, along with lesser amounts of alpha-d-Glcp-(1-->6)-alpha-d-Galp-(1-->6)-alpha-d-Glcp-(1<-->2)-beta-d-Fruf. Ten unusual pentasaccharide structures were isolated. Three of these arose from glucosylation of the major tetrasaccharide product, two each from the minor tetrasaccharides, and three were the result of glucosylations of the fructose acceptor product leucrose or isomaltulose. The major pentasaccharide product arose from glucosylation of the major tetrasaccharide at position 4 of the fructofuranosyl unit, to give a subunit structure analogous to that of maltulose. A number of hexasaccharides and higher oligosaccharides were also produced. Unlike alternansucrase, dextransucrase [EC 2.4.1.5] gave only a single tetrasaccharide product in low yield, and no significant amounts of higher oligosaccharides. The tetrasaccharide structure from dextransucrase was found to be α-d-Glcp-(1→4)-α-d-Galp-(1→6)-α-d-Glcp-(1↔2)-β-d-Fruf, which is at odds with the previously published structure.
Author(s):
Cote, Gregory L. , Dunlap, Christopher A. , Vermillion, Karl E.
Note:
20091205 20100101 00000000
Source:
Carbohydrate research 2009 Oct. 12, v. 344, no. 15
Language:
English
Year:
2009
Collection:
Journal Articles, USDA Authors, Peer-Reviewed
Rights:
Works produced by employees of the U.S. Government as part of their official duties are not copyrighted within the U.S. The content of this document is not copyrighted.