Programmed chemo-enzymatic synthesis of the oligosaccharide component of a carbohydrate-based antibacterial vaccine candidate
2015
Salamone, Stephane | Guerreiro, Catherine | Cambon, Emmanuelle | André, Isabelle | Remaud Simeon, Magali | Mulard, Laurence A | Chimie des Biomolécules - Chemistry of Biomolecules ; Institut Pasteur [Paris] (IP)-Institut de Chimie - CNRS Chimie (INC-CNRS)-Centre National de la Recherche Scientifique (CNRS) | Laboratoire d'Ingénierie des Systèmes Biologiques et des Procédés (LISBP) ; Institut National de la Recherche Agronomique (INRA)-Institut National des Sciences Appliquées - Toulouse (INSA Toulouse) ; Institut National des Sciences Appliquées (INSA)-Université de Toulouse (UT)-Institut National des Sciences Appliquées (INSA)-Université de Toulouse (UT)-Centre National de la Recherche Scientifique (CNRS) | ANR-08-PCVI-0002,GLUCODESIGN,Ingénierie à façon de glycoenzymes par des outils de criblage virtuel innovants pour le design de vaccins entériques(2008)
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 alpha-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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