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
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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
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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
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Volumen: | 2003
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Número: | 10
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Página de inicio: | 82
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Página de fin: | 94
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Título revista: | Arkivoc
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Título revista abreviado: | Arkivoc
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ISSN: | 14246376
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CAS: | galactopyranose, 40825-89-6; sialidase, 9001-67-6
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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 [ ]