Chemoenzymatic iterative synthesis of difficult linkages of oligosaccharides on soluble polymeric supports: Org.Lett.

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TypeArticle
Journal titleOrg.Lett.
Volume3
Issue21
Pages32653268; # of pages: 4
SubjectCanada; Carbohydrate Conformation; chemical synthesis; chemistry; donor; ENZYME; enzymes; Glycosylation; Glycosyltransferases; LACTOSE; LINKAGES; metabolism; MOLECULE; NOE; Nuclear Magnetic Resonance,Biomolecular; oligosaccharide; Oligosaccharides; Polyethylene Glycols; Protein Binding; SHIGA-LIKE TOXIN; Shiga-Like Toxin I; Support,Non-U.S.Gov't; Synthesis; synthetic; transfer; TRISACCHARIDE; Trisaccharides
Abstract[reaction: see text]. A trisaccharide donor containing a cis-Galpalpha(1-->4)Galp linkage was prepared using a synthetic strategy based on chemoenzymatic oligosaccharide synthesis on a soluble polymeric support. Significantly, only retaining glycosyltransferases gave complete reactions, whereas inverting enzymes showed little or no activity with poly(ethylene glycol) (MPEG)-bound lactose as an acceptor. The MPEG-attached trisaccharide was shown to bind to Verotoxin-1 by transfer NOE studies through the Galpalpha(1-->4)Galp portion of the molecule
Publication date
LanguageEnglish
AffiliationNRC Institute for Biological Sciences; National Research Council Canada
Peer reviewedNo
NRC numberYAN2001A
NPARC number9360321
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Record identifier657615ac-cdaf-47a5-874d-3cd65e103d1e
Record created2009-07-10
Record modified2016-05-09
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