Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1390785 | Carbohydrate Research | 2007 | 8 Pages |
Abstract
Described is the synthesis of the trisaccharide α-d-Manp-(1→3)-α-d-Manp-(1→3)-β-d-GlcpNAcO(CH2)8N3, the glycan portion of which corresponds to the ‘adaptor–primer’ moiety linking the O-chain and core oligosaccharide in the lipopolysaccharide of several Escherichia coli and Klebsiella pneumoniae serotypes. This report represents the first synthesis of this trisaccharide motif, and in the route involved, a key step is a [2+1] coupling of a protected Manp-(1→3)-α-d-Manp glycosyl donor with a GlcpNAc acceptor. The azido group was included in the target to facilitate future preparation of neoglycoconjugates.
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide
Keywords
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Chunjuan Liu, Fredrik Skogman, Ye Cai, Todd L. Lowary,