Artículo
Gandolfi-Donadío, L.; Gallo-Rodriguez, C.; De Lederkremer, R.M. "Syntheses of β-D-Galf-(1→6)-β-D-Galf-(1→5)-D-Galf and β-D-Galf-(1→5)-β-D-Galf-(1→6)-D-Galf, trisaccharide units in the galactan of Mycobacterium tuberculosis" (2003) Journal of Organic Chemistry. 68(18):6928-6934
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Abstract:
The galactofuran is a crucial constituent of the cell wall of mycobacteria. An efficient synthesis of the two trisaccharide units of the galactan is described. The strategy relies on the use of substituted D-galactono-1,4-lactones as precursors for the internal and the reducing galactofuranoses. Dec-9-enyl β-D-Galf-(1→6)-β-D-Galf-(1→ 5)-β-D-Galf (2) and dec-9-enyl β-D-Galf-(1→5)-β -D-Galf-(1→6)-β-D Galf (9) so far reported as convenient substrates for the galactofuranosyl transferase, and possibly useful for immunological studies, were obtained by the trichloroacetimidate method of glycosylation.
Registro:
| Documento: | Artículo |
| Título: | Syntheses of β-D-Galf-(1→6)-β-D-Galf-(1→5)-D-Galf and β-D-Galf-(1→5)-β-D-Galf-(1→6)-D-Galf, trisaccharide units in the galactan of Mycobacterium tuberculosis |
| Autor: | Gandolfi-Donadío, L.; Gallo-Rodriguez, C.; De Lederkremer, R.M. |
| Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón II, 1428 Buenos Aires, Argentina |
| Palabras clave: | Glycosylation; Bacteria; Immunology; Synthesis (chemical); Organic compounds; acetamide derivative; beta dextro galactofuranose(1-5) beta dextro galactofuranose(1-6) dextro galactofuranose; beta dextro galactofuranose(1-6) beta dextro galactofuranose(1-5) dextro galactofuranose; dec 9 enyl beta dextro galactofuranose(1-5) beta dextro galactofuranose(1-6) beta dextro galactofuranose; dec 9 enyl beta dextro galactofuranose(1-6) beta dextro galactofuranose(1-5) beta dextro galactofuranose; furanone derivative; galactan; galactofuranosyltransferase; lactone derivative; transferase; trisaccharide; unclassified drug; article; bacterial cell wall; chemical modification; glycosylation; Mycobacterium tuberculosis; substitution reaction; synthesis; Carbohydrate Sequence; Chromatography, Thin Layer; Furans; Indicators and Reagents; Magnetic Resonance Spectroscopy; Mass Spectrometry; Molecular Sequence Data; Mycobacterium tuberculosis; Stereoisomerism; Trisaccharides; Triterpenes |
| Año: | 2003 |
| Volumen: | 68 |
| Número: | 18 |
| Página de inicio: | 6928 |
| Página de fin: | 6934 |
| DOI: | http://dx.doi.org/10.1021/jo034365o |
| Título revista: | Journal of Organic Chemistry |
| Título revista abreviado: | J. Org. Chem. |
| ISSN: | 00223263 |
| CODEN: | JOCEA |
| CAS: | galactan, 39300-87-3, 9037-55-2; transferase, 9047-61-4; Furans; Indicators and Reagents; Trisaccharides; Triterpenes; dumsin |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223263_v68_n18_p6928_GandolfiDonadio |
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Citas:
---------- APA ----------
Gandolfi-Donadío, L., Gallo-Rodriguez, C. & De Lederkremer, R.M. (2003) . Syntheses of β-D-Galf-(1→6)-β-D-Galf-(1→5)-D-Galf and β-D-Galf-(1→5)-β-D-Galf-(1→6)-D-Galf, trisaccharide units in the galactan of Mycobacterium tuberculosis. Journal of Organic Chemistry, 68(18), 6928-6934.http://dx.doi.org/10.1021/jo034365o
---------- CHICAGO ----------
Gandolfi-Donadío, L., Gallo-Rodriguez, C., De Lederkremer, R.M. "Syntheses of β-D-Galf-(1→6)-β-D-Galf-(1→5)-D-Galf and β-D-Galf-(1→5)-β-D-Galf-(1→6)-D-Galf, trisaccharide units in the galactan of Mycobacterium tuberculosis" . Journal of Organic Chemistry 68, no. 18 (2003) : 6928-6934.http://dx.doi.org/10.1021/jo034365o
---------- MLA ----------
Gandolfi-Donadío, L., Gallo-Rodriguez, C., De Lederkremer, R.M. "Syntheses of β-D-Galf-(1→6)-β-D-Galf-(1→5)-D-Galf and β-D-Galf-(1→5)-β-D-Galf-(1→6)-D-Galf, trisaccharide units in the galactan of Mycobacterium tuberculosis" . Journal of Organic Chemistry, vol. 68, no. 18, 2003, pp. 6928-6934.http://dx.doi.org/10.1021/jo034365o
---------- VANCOUVER ----------
Gandolfi-Donadío, L., Gallo-Rodriguez, C., De Lederkremer, R.M. Syntheses of β-D-Galf-(1→6)-β-D-Galf-(1→5)-D-Galf and β-D-Galf-(1→5)-β-D-Galf-(1→6)-D-Galf, trisaccharide units in the galactan of Mycobacterium tuberculosis. J. Org. Chem. 2003;68(18):6928-6934.http://dx.doi.org/10.1021/jo034365o
