Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides

With the aim to develop synthetic tools for the characterization of galactofuranosyltransferases, the synthesis of 9-decenyl glycosides of D-Manp, D-Galf and beta-D-Galf-(1,3)-D-Manp was targeted. The interest in the alkenyl aglycone arises from its potential conjugation reactions, once the terminal...

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Detalles Bibliográficos
Autores: Baldoni, Luciana, Marino, María Carla
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2013
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/2105
Acceso en línea:http://hdl.handle.net/11336/2105
Access Level:acceso abierto
Palabra clave:Galactofuranosyl Iodides
Mannopyranosyl Iodide
Per-O-Benzoylated-Galactofuranosyl Iodide
Per-O-Tert-Butyldimethylsilyl-B-D
Galactofuranose
Galactofuranosyl Transferases
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:With the aim to develop synthetic tools for the characterization of galactofuranosyltransferases, the synthesis of 9-decenyl glycosides of D-Manp, D-Galf and beta-D-Galf-(1,3)-D-Manp was targeted. The interest in the alkenyl aglycone arises from its potential conjugation reactions, once the terminal double bond has been conveniently functionalized. The glycosylation of beta-D-Galf-(1,3)-D-Manp was attempted by two different approaches: the trichloroacetimidate method and the glycosylation via the glycosyl iodide. The conditions for the latter were established on the basis of glycosylation assays of per-Oacetylmannose.On the other hand, the study of glycosylation reactions via per-O-bezoylated galactofuranosyl iodide confirms the versatility of glycosyl iodides as donors.