Synthesis of a-D-Galf-(1!2)-D-galactitol and a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-galactitol, oligosaccharide derivatives from Bacteroides cellulosolvens glycoproteins

LUCIA GANDOLFI-DONADIO; GABRIEL GOLA; ROSA M. DE LEDERKREMER; CAROLA GALLO-RODRIGUEZ

CARBOHYDRATE RESEARCH

Elsevier

Lugar: New York; Año: 2006 vol. 341 p. 2487 - 2497

0008-6215

The synthesis of a-D-galactofuranosyl-(1!2)-D-galactitol, which has been isolated by reductive b-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 a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. aldono-1,4-lactone by the trichloroacetimidate method was employed. The synthesis of a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. aldono-1,4-lactone by the trichloroacetimidate method was employed. The synthesis of a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. 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 a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. aldono-1,4-lactone by the trichloroacetimidate method was employed. The synthesis of a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. aldono-1,4-lactone by the trichloroacetimidate method was employed. The synthesis of a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. 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 a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. aldono-1,4-lactone by the trichloroacetimidate method was employed. The synthesis of a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. aldono-1,4-lactone by the trichloroacetimidate method was employed. The synthesis of a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. a-D-galactofuranosyl-(1!2)-D-galactitol, which has been isolated by reductive b-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 a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. aldono-1,4-lactone by the trichloroacetimidate method was employed. The synthesis of a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. aldono-1,4-lactone by the trichloroacetimidate method was employed. The synthesis of a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. 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 a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. a-D-Galf-(1!2)[b-D-Galf-(1!3)]-D-Galol, that contains Galf units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products. previously found in natural products. previously found in natural products. f units in both anomeric configurations, is also reported. These are the first synthetic oligosaccharides with a-DGalf, previously found in natural products.