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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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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paper:paper_00086215_v341_n15_p2487_GandolfiDonadio2023-06-08T14:32:51Z 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 Gandolfi Donadío, Lucía Muchnik de Lederkremer, Rosa María Gallo, Carola α-d-Galactofuranosyl 1,2-cis-Glycosylation Aldonolactone Bacteroides cellulosolvens Clostridium thermocellum Trichloroacetimidate α-d-Galactofuranosyl 1,2-cis-Glycosylation Aldonolactone Bacteroides cellulosolvens Clostridium thermocellum Trichloroacetimidate Bacteria Polysaccharides Proteins Synthesis (chemical) Alcohols alpha dextro galactofuranosyl (1-2) [beta dextro galactofuranosyl (1-3)] dextro galactitol alpha dextro galactofuranosyl (1-2) dextro galactitol galactitol glycoprotein oligosaccharide trichloroacetimidic acid unclassified drug article Bacteroides chemical structure Clostridium thermocellum glycosylation priority journal synthesis Bacteroides Carbohydrate Sequence Galactitol Galactose Glycoproteins Indicators and Reagents Models, Molecular Molecular Sequence Data Trisaccharides Bacteroides cellulosolvens Clostridium thermocellum 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. Fil:Gandolfi-Donadío, L. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:de Lederkremer, R.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Gallo-Rodriguez, C. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2006 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 |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
α-d-Galactofuranosyl 1,2-cis-Glycosylation Aldonolactone Bacteroides cellulosolvens Clostridium thermocellum Trichloroacetimidate α-d-Galactofuranosyl 1,2-cis-Glycosylation Aldonolactone Bacteroides cellulosolvens Clostridium thermocellum Trichloroacetimidate Bacteria Polysaccharides Proteins Synthesis (chemical) Alcohols alpha dextro galactofuranosyl (1-2) [beta dextro galactofuranosyl (1-3)] dextro galactitol alpha dextro galactofuranosyl (1-2) dextro galactitol galactitol glycoprotein oligosaccharide trichloroacetimidic acid unclassified drug article Bacteroides chemical structure Clostridium thermocellum glycosylation priority journal synthesis Bacteroides Carbohydrate Sequence Galactitol Galactose Glycoproteins Indicators and Reagents Models, Molecular Molecular Sequence Data Trisaccharides Bacteroides cellulosolvens Clostridium thermocellum |
| spellingShingle |
α-d-Galactofuranosyl 1,2-cis-Glycosylation Aldonolactone Bacteroides cellulosolvens Clostridium thermocellum Trichloroacetimidate α-d-Galactofuranosyl 1,2-cis-Glycosylation Aldonolactone Bacteroides cellulosolvens Clostridium thermocellum Trichloroacetimidate Bacteria Polysaccharides Proteins Synthesis (chemical) Alcohols alpha dextro galactofuranosyl (1-2) [beta dextro galactofuranosyl (1-3)] dextro galactitol alpha dextro galactofuranosyl (1-2) dextro galactitol galactitol glycoprotein oligosaccharide trichloroacetimidic acid unclassified drug article Bacteroides chemical structure Clostridium thermocellum glycosylation priority journal synthesis Bacteroides Carbohydrate Sequence Galactitol Galactose Glycoproteins Indicators and Reagents Models, Molecular Molecular Sequence Data Trisaccharides Bacteroides cellulosolvens Clostridium thermocellum Gandolfi Donadío, Lucía Muchnik de Lederkremer, Rosa María Gallo, Carola 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 |
| topic_facet |
α-d-Galactofuranosyl 1,2-cis-Glycosylation Aldonolactone Bacteroides cellulosolvens Clostridium thermocellum Trichloroacetimidate α-d-Galactofuranosyl 1,2-cis-Glycosylation Aldonolactone Bacteroides cellulosolvens Clostridium thermocellum Trichloroacetimidate Bacteria Polysaccharides Proteins Synthesis (chemical) Alcohols alpha dextro galactofuranosyl (1-2) [beta dextro galactofuranosyl (1-3)] dextro galactitol alpha dextro galactofuranosyl (1-2) dextro galactitol galactitol glycoprotein oligosaccharide trichloroacetimidic acid unclassified drug article Bacteroides chemical structure Clostridium thermocellum glycosylation priority journal synthesis Bacteroides Carbohydrate Sequence Galactitol Galactose Glycoproteins Indicators and Reagents Models, Molecular Molecular Sequence Data Trisaccharides Bacteroides cellulosolvens Clostridium thermocellum |
| description |
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. |
| author |
Gandolfi Donadío, Lucía Muchnik de Lederkremer, Rosa María Gallo, Carola |
| author_facet |
Gandolfi Donadío, Lucía Muchnik de Lederkremer, Rosa María Gallo, Carola |
| author_sort |
Gandolfi Donadío, Lucía |
| title |
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 |
| title_short |
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 |
| title_full |
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 |
| title_fullStr |
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 |
| title_full_unstemmed |
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 |
| title_sort |
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 |
| publishDate |
2006 |
| url |
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 |
| work_keys_str_mv |
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| _version_ |
1768543305916743680 |