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Synthèse chimique d’oligosaccharides de la zone de liaison des protéoglycanes et nouvelles méthodes d’activation pour l’obtention de sucres sulfatés

Abstract : Proteoglycans are macromolecules composed of glycosaminoglycans chains (GAGs) covalently linked to a core protein. GAGs are implicated in many biological processes, such as cells growth and proliferation, and they are also involved in several diseases including osteoarthritis, Alzheimer’s disease and cancers. Their biosynthesis involves the action of O-glycosyltransferases and starts with the formation of a tetrasaccharidic linkage region. This GAGs linkage region initiates the formation of two types of GAGs chains, heparin/heparan sulfates with the action of EXTL3 and chondroitin sulfates/dermatan sulfates with the action of CSGalNAcT-1. In this biosynthesis, the linkage region may be sulfated, but the role of these sulfations is still poorly understood.The objective of this work was to synthetize disaccharides of the linkage region and transfer trisaccharides, with the first aminosugar of the GAGs chains, variously monosulfated or not, in order to study the role of sulfations on the bifurcation enzymes.Different activation methods, microwaves and flow chemistry, were also tested to sulfate mono-, di- and trisaccharides.
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Hélène Ledru. Synthèse chimique d’oligosaccharides de la zone de liaison des protéoglycanes et nouvelles méthodes d’activation pour l’obtention de sucres sulfatés. Autre. Université d'Orléans, 2017. Français. ⟨NNT : 2017ORLE2036⟩. ⟨tel-01951733⟩

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