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. Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Documento: | Artículo |
Título: | Synthesis of D-galactofuranose-containing molecules: design of galactofuranosyl acceptors. |
Autor: | Marino, C.; Baldoni, L. |
Filiación: | 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). |
Palabras clave: | carbohydrate; galactose; glycoconjugate; polysaccharide; chemistry; drug design; galactofuranosides; galactofuranosyl acceptors; glycosylation; methodology; organic synthesis; review; synthesis; carbohydrates; galactofuranosides; galactofuranosyl acceptors; glycosylation; organic synthesis; Chemistry Techniques, Synthetic; Drug Design; Galactose; Glycoconjugates; Glycosylation; Polysaccharides |
Año: | 2014 |
Volumen: | 15 |
Número: | 2 |
Página de inicio: | 188 |
Página de fin: | 204 |
DOI: | http://dx.doi.org/10.1002/cbic.201300638 |
Título revista: | Chembiochem : a European journal of chemical biology |
Título revista abreviado: | Chembiochem |
ISSN: | 14397633 |
CAS: | galactose, 26566-61-0, 50855-33-9, 59-23-4 |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14397633_v15_n2_p188_Marino |