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Abstract:

The synthesis of an anomeric free derivative of 2,3-di-O-(β-D-Galp)-D- Galp as a synthon for the mucin oligosaccharides of Trypanosoma cruzi is described. The title compound was synthesized via two approaches. The first one involved 2,3-di-O-glycosylation of 5,6-O-isopropylidene-D-galactono-1,4-lactone by O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl) trichloroacetimidate. The second approach was based on glycosylation of a convenient derivative of galactopyranose. The synthesized trisaccharide is the acceptor unit of sialic acid in the trans-sialidase reaction that takes place in T. cruzi.

Registro:

Documento: Artículo
Título:Synthesis of 2,3-di-O-(β-D-Galp)-D-Galp, a synthon for the mucinoligosaccharides of Trypanosoma cruzi
Autor:Mendoza, V.M.; Gallo-Rodriguez, C.; De Lederkremer, R.M.
Filiación:CIHIDECAR, Departamento de Quimica Organica, Universidad de Buenos Aires, 1428 Buenos Aires, Argentina
Palabras clave:D-galactono-1,4-lactone; Galactose trisaccharide; Glycosylation; Mucins; Trichloroacetimidate; Trypanosoma cruzi; 2,3 di o (2,3,4,6 tetra o acetyl beta dextro galactopyranosyl) 5,6 o isopropylidene dextro galactono 1,4 lactone; 2,3 di o beta dextro galactopyranosyl beta dextro galactopyranoside; 4,6 di o acetyl 2,3 di o (2,3,4,6 tetra o acetyl beta dextro galactopyranosyl) dextro galactopyranose; carbohydrate derivative; chemical compound; galactopyranose; lactone derivative; mucin; o (2,3,4,6 tetra o acetyl alpha dextro galactopyranosyl)trichloroacetimidate; oligosaccharide; sialic acid; sialidase; trisaccharide; unclassified drug; article; chemical reaction; glycosylation; isomerization; synthesis; Trypanosoma cruzi
Año:2003
Volumen:2003
Número:10
Página de inicio:82
Página de fin:94
Título revista:Arkivoc
Título revista abreviado:Arkivoc
ISSN:14246376
CAS:galactopyranose, 40825-89-6; sialidase, 9001-67-6
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p82_Mendoza

Referencias:

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Citas:

---------- APA ----------
Mendoza, V.M., Gallo-Rodriguez, C. & De Lederkremer, R.M. (2003) . Synthesis of 2,3-di-O-(β-D-Galp)-D-Galp, a synthon for the mucinoligosaccharides of Trypanosoma cruzi. Arkivoc, 2003(10), 82-94.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p82_Mendoza [ ]
---------- CHICAGO ----------
Mendoza, V.M., Gallo-Rodriguez, C., De Lederkremer, R.M. "Synthesis of 2,3-di-O-(β-D-Galp)-D-Galp, a synthon for the mucinoligosaccharides of Trypanosoma cruzi" . Arkivoc 2003, no. 10 (2003) : 82-94.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p82_Mendoza [ ]
---------- MLA ----------
Mendoza, V.M., Gallo-Rodriguez, C., De Lederkremer, R.M. "Synthesis of 2,3-di-O-(β-D-Galp)-D-Galp, a synthon for the mucinoligosaccharides of Trypanosoma cruzi" . Arkivoc, vol. 2003, no. 10, 2003, pp. 82-94.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p82_Mendoza [ ]
---------- VANCOUVER ----------
Mendoza, V.M., Gallo-Rodriguez, C., De Lederkremer, R.M. Synthesis of 2,3-di-O-(β-D-Galp)-D-Galp, a synthon for the mucinoligosaccharides of Trypanosoma cruzi. Arkivoc. 2003;2003(10):82-94.
Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p82_Mendoza [ ]