Research output: Contribution to journal › Article › peer-review
Journal | CARBOHYDRATE RESEARCH |
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Date | Published - 24 Jul 2006 |
Issue number | 10 |
Volume | 341 |
Number of pages | 23 |
Pages (from-to) | 1574-1596 |
Original language | English |
Oxazoline mono-, di-, tri- and hexasaccharides, corresponding to the core components of N-linked glycoprotein high mannose glycans, are synthesised as potential glycosyl donors for endohexosaminidase catalysed glycosylation of glycopeptides and glycoprotein remodelling. The crucial beta-D-Manp-(1 -> 4)-D-GlcpNAc linkage is synthesised via epimerisation of gluco disaccharide substrates by sequential triflation and nucleophilic substitution. Oxazolines are formed directly from the anomeric OPMP protected N-acetyl glucosamine derivatives. Efficient endohexosaminidase catalysed glycosylation of a synthetic beta-D-GlcpNAcAsn glycosyl amino acid is demonstrated with the trisaccharide oxazoline donor. (c) 2006 Elsevier Ltd. All rights reserved.
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