Synthesis of α-d-Galf-(1→2)-d-galactitol and α-d-Galf-(1→2)[β-d-Galf-(1→3)]-d-galactitol, oligosaccharide derivatives from Bacteroides cellulosolvens glycoproteins

The synthesis of α-d-galactofuranosyl-(1→2)-d-galactitol, which has been isolated by reductive β-elimination from glycoproteins of Bacteroides cellulosolvens and Clostridium thermocellum, is described. The approach of selective glycosylation of an aldono-1,4-lactone by the trichloroacetimidate metho...

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Autores principales: Gandolfi Donadío, Lucía, Muchnik de Lederkremer, Rosa María, Gallo, Carola
Publicado: 2006
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v341_n15_p2487_GandolfiDonadio
http://hdl.handle.net/20.500.12110/paper_00086215_v341_n15_p2487_GandolfiDonadio
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Sumario:The synthesis of α-d-galactofuranosyl-(1→2)-d-galactitol, which has been isolated by reductive β-elimination from glycoproteins of Bacteroides cellulosolvens and Clostridium thermocellum, is described. The approach of selective glycosylation of an aldono-1,4-lactone by the trichloroacetimidate method was employed. The synthesis of α-d-Galf-(1→2)[β-d-Galf-(1→3)]-d-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with α-d-Galf, previously found in natural products. © 2006 Elsevier Ltd. All rights reserved.