Chemoenzymatic iterative synthesis of difficult linkages of oligosaccharides on soluble polymeric supports

Authors
Yan, FY Gilbert, M Wakarchuk, WW Brisson, JR Whitfield, DM
Citation
Fy. Yan et al., Chemoenzymatic iterative synthesis of difficult linkages of oligosaccharides on soluble polymeric supports, ORG LETT, 3(21), 2001, pp. 3265-3268
Citations number
26
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
21
Year of publication
2001
Pages
3265 - 3268
Database
ISI
SICI code
1523-7060(20011018)3:21<3265:CISODL>2.0.ZU;2-Q
Abstract
[GRAPHICS] A trisaccharide donor containing a cis-Galp alpha (1 -->4)Galp linkage was prepared using a synthetic strategy based on chemoenzymatic oligosaccharide synthesis on a soluble polymeric support. Significantly, only retaining gl ycosyltransferases gave complete reactions, whereas inverting enzymes showe d 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 Galp alpha (1 -->4)Galp portion of t he molecule.