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Abstract:

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.

Registro:

Documento: Artículo
Título: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
Autor:Gandolfi-Donadío, L.; Gola, G.; de Lederkremer, R.M.; Gallo-Rodriguez, C.
Filiación:CIHIDECAR, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, Pabellon II, 1428 Buenos Aires, Argentina
Palabras clave: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
Año:2006
Volumen:341
Número:15
Página de inicio:2487
Página de fin:2497
DOI: http://dx.doi.org/10.1016/j.carres.2006.07.013
Título revista:Carbohydrate Research
Título revista abreviado:Carbohydr. Res.
ISSN:00086215
CODEN:CRBRA
CAS:galactitol, 608-66-2; Galactitol, 608-66-2; Galactose, 26566-61-0; Glycoproteins; Indicators and Reagents; Trisaccharides
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v341_n15_p2487_GandolfiDonadio

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Citas:

---------- APA ----------
Gandolfi-Donadío, L., Gola, G., de Lederkremer, R.M. & Gallo-Rodriguez, C. (2006) . 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. Carbohydrate Research, 341(15), 2487-2497.
http://dx.doi.org/10.1016/j.carres.2006.07.013
---------- CHICAGO ----------
Gandolfi-Donadío, L., Gola, G., de Lederkremer, R.M., Gallo-Rodriguez, C. "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" . Carbohydrate Research 341, no. 15 (2006) : 2487-2497.
http://dx.doi.org/10.1016/j.carres.2006.07.013
---------- MLA ----------
Gandolfi-Donadío, L., Gola, G., de Lederkremer, R.M., Gallo-Rodriguez, C. "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" . Carbohydrate Research, vol. 341, no. 15, 2006, pp. 2487-2497.
http://dx.doi.org/10.1016/j.carres.2006.07.013
---------- VANCOUVER ----------
Gandolfi-Donadío, L., Gola, G., de Lederkremer, R.M., Gallo-Rodriguez, C. 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. Carbohydr. Res. 2006;341(15):2487-2497.
http://dx.doi.org/10.1016/j.carres.2006.07.013