Article ID Journal Published Year Pages File Type
1390785 Carbohydrate Research 2007 8 Pages PDF
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.

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Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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