Abstract
Bacteria often contain rare deoxy amino sugars which are absent in the host cells. This structural difference can be harnessed for the development of vaccines. Over the last fifteen years, remarkable progress has been made toward the development of novel and efficient protocols for obtaining the rare sugar building blocks and their stereoselective assembly to construct conjugation ready bacterial glycans. In this review, we discuss the total synthesis of a variety of rare sugar containing bacterial glycoconjugates which are potential vaccine candidates.
Highlights
Carbohydrates in the form of glycoconjugates are ubiquitously distributed on the cell surface.By virtue of their position and unique structures, they play key roles in a myriad of vital life processes at the cell–cell interface [1]
We review the progress made in the chemical assembly of the rare deoxy amino sugars containing oligosaccharides which are potential candidates for future vaccine development
Bacteria contain rare deoxy amino sugars which are absent in host cells
Summary
Carbohydrates in the form of glycoconjugates are ubiquitously distributed on the cell surface. An important aspect of bacterial glycoproteins and polysaccharides is that many of them possess unique rare deoxy amino monosaccharides which are virtually absent in humans (Figure 1). Their presence has been shown to be linked with pathogenesis [5,6,7]. Over the past 15 years, efficient routes have been developed for the synthesis of rare monosaccharide building blocks starting from simple sugars or via de-novo approaches from amino acid derivatives These approaches have been categorically reviewed and discussed by Kulkarni and co-workers [13].
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