Programmed chemo-enzymatic synthesis of the oligosaccharide component of a carbohydrate-based antibacterial vaccine candidate
2015
Salamone, Stéphane | Guerreiro, Catherine | Cambon, Emmanuelle | André, I. (Isabelle) | Remaud-Siméon, Magali | Mulard, Laurence A.
The powerful chemo-enzymatic synthesis of the pentadecasaccharide hapten involved in the first synthetic carbohydrate-based vaccine candidate against endemic shigellosis is reported. The high yielding site-selective α-d-glucosylation of a lightly protected disaccharide by an engineered transglucosylase–sucrose system gave a trisaccharide, which was chemically elongated by an efficient [5+5] process.
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