dc.contributor.advisor | Palomo Nicolau, Claudio | |
dc.contributor.advisor | Jiménez Barbero, Jesús | |
dc.contributor.advisor | Reichardt, Niels Christian | |
dc.contributor.author | Pham, Julie Thanh | |
dc.date.accessioned | 2019-12-03T13:01:42Z | |
dc.date.available | 2019-12-03T13:01:42Z | |
dc.date.issued | 2018-11-24 | |
dc.date.submitted | 2018-11-24 | |
dc.identifier.uri | http://hdl.handle.net/10810/36670 | |
dc.description | 184 p. | es_ES |
dc.description.abstract | O-glycans from the helminth Schistosoma mansoni represent promising leads in the development of immunomodulatory compounds via the interaction with C-type lectin receptors (CLRs), as reported for DC-SIGN, L-SIGN, Langerin and MGL. We undertook the chemoenzymatic synthesis of an O-glycan library inspired from structures previously isolated from the helminth. We described the synthesis of parasitic O-glycan cores mucin core 2 and the S.mansoni specific core. Enzymatic elongations towards a library of O-glycans were limited to the Galß-1,6GalNAc arm of the cores owing to an unanticipated acceptor specificity of the recombinant glycosyltransferase LgtA_X. Synthesized as aminopentyl glycosides, eight O-glycans were obtained and were printed on-chip alongside N-glycans available from our laboratory. The array was enzymatically modified using a FucT from H.pylori in conjunction with either a fucose or 6-azido-fucose donor and arrayed against a selection of CLRs, revealing interesting features in the CLR specificity and suggesting the existence of exploitable chemical space for CLR targeting. | es_ES |
dc.description.sponsorship | CIC BiomaGUNE | es_ES |
dc.language.iso | eng | es_ES |
dc.rights | info:eu-repo/semantics/openAccess | es_ES |
dc.subject | immunochemistry | es_ES |
dc.subject | polysaccharides | es_ES |
dc.subject | carbohydrate chemistry | es_ES |
dc.subject | bioquímica inmunológica | es_ES |
dc.subject | polisacáridos | es_ES |
dc.subject | química de los hidratos de carbono | es_ES |
dc.title | Synthesis, screening and use of parasitic O-glycans and mimetics for improved C-type lectin receptor targeting | es_ES |
dc.type | info:eu-repo/semantics/doctoralThesis | es_ES |
dc.rights.holder | (c)2018 JULIE THANH PHAM | |
dc.identifier.studentID | 815155 | es_ES |
dc.identifier.projectID | 17334 | es_ES |
dc.departamentoes | Química orgánica I | es_ES |
dc.departamentoeu | Kimika organikoa I | es_ES |