title: Synthesis of D-galactofuranose-containing molecules: design of galactofuranosyl acceptors.
abstract: D-Galactofuranose (D-Galf) is present in glycoconjugates of several pathogenic microorganisms but is absent in mammals, so it is a good target for the development of chemotherapeutic agents for the treatment of microbial infections. This fact has increased interest in the synthesis of D-Galf-containing molecules for corresponding glycobiological studies. The synthesis of oligosaccharides, glycoconjugates, and mimetics of D-Galf requires specific methods for the preparation of galactose derivatives in the furanosic configuration, the synthesis of appropriate acceptors, and efficient glycosylation methods for the construction of α- and β-D-Galf linkages. This review summarizes the different strategies developed for the preparation of partially protected derivatives of D-Galf, suitable as acceptors for the construction of (1→2), (1→3), (1→5), and (1→6) link- ages, and describes recent applications.
authors.affiliation: CIHIDECAR-CONICET-UBA, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón II, Ciudad Universitaria, 1428 Buenos Aires (Argentina). cmarino@qo.fcen.uba.ar.
authors.forename: Carla
authors.initials: C
authors.lastname: Marino
authors.forename: Luciana
authors.initials: L
authors.lastname: Baldoni
mesh_terms: D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D015195:Drug Design; D005690:Galactose / Q000737:chemistry*; D006001:Glycoconjugates / Q000138:chemical synthesis / Q000737:chemistry; D006031:Glycosylation; D011134:Polysaccharides / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D006001:Glycoconjugates; D011134:Polysaccharides; D005690:Galactose
keywords: carbohydrates; galactofuranosides; galactofuranosyl acceptors; glycosylation; organic synthesis