Synthesis of trisaccharides containing internal galactofuranose O-linked in Trypanosoma cruzi mucins
The trisaccharides β-d-Galf-(1→2)-β-d-Galf-(1→4)-d-GlcNAc (5) and β-d-Galp-(1→2)-β-d-Galf-(1→4)-d-GlcNAc (6) constitute novel structures isolated as alditols when released by reductive β-elimination from mucins of Trypanosoma cruzi (Tulahuen strain). Trisaccharides 5 and 6 were synthesized employing...
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2010
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| LEADER | 11694caa a22016337a 4500 | ||
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| 001 | PAPER-8086 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230518203753.0 | ||
| 008 | 190411s2010 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-74549149498 | |
| 024 | 7 | |2 cas |a Mucins; Trisaccharides | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 030 | |a CRBRA | ||
| 100 | 1 | |a Mendoza, V.M. | |
| 245 | 1 | 0 | |a Synthesis of trisaccharides containing internal galactofuranose O-linked in Trypanosoma cruzi mucins |
| 260 | |c 2010 | ||
| 270 | 1 | 0 | |m Gallo-Rodriguez, C.; CIHIDECAR, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, Pabellon II, 1428 Buenos Aires, Argentina; email: cgallo@qo.fcen.uba.ar |
| 506 | |2 openaire |e Política editorial | ||
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| 520 | 3 | |a The trisaccharides β-d-Galf-(1→2)-β-d-Galf-(1→4)-d-GlcNAc (5) and β-d-Galp-(1→2)-β-d-Galf-(1→4)-d-GlcNAc (6) constitute novel structures isolated as alditols when released by reductive β-elimination from mucins of Trypanosoma cruzi (Tulahuen strain). Trisaccharides 5 and 6 were synthesized employing the aldonolactone approach. Thus, a convenient d-galactono-1,4-lactone derivative was used for the introduction of the internal galactofuranose and the trichloroacetimidate method was employed for glycosylation reactions. Due to the lack of anchimeric assistance on O-2 of the galactofuranosyl precursor, glycosylation studies were performed under different conditions. The nature of the solvent strongly determined the stereochemical course of the glycosylation reactions when the galactofuranosyl donor was substituted either by 2-O-Galp or 2-O-Galf. © 2009 Elsevier Ltd. All rights reserved. |l eng | |
| 536 | |a Detalles de la financiación: Agencia Nacional de Promoción Científica y Tecnológica | ||
| 536 | |a Detalles de la financiación: Universidad de Buenos Aires | ||
| 536 | |a Detalles de la financiación: Consejo Nacional de Investigaciones Científicas y Técnicas | ||
| 536 | |a Detalles de la financiación: This work was supported by grants from Agencia Nacional de Promoción Científica y Tecnológica, Universidad de Buenos Aires and CONICET . R.M.L. and C.G.-R. are research members of CONICET. | ||
| 593 | |a CIHIDECAR, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, Pabellon II, 1428 Buenos Aires, Argentina | ||
| 690 | 1 | 0 | |a GALACTOFURANOSE |
| 690 | 1 | 0 | |a GALACTONOLACTONE |
| 690 | 1 | 0 | |a MUCIN |
| 690 | 1 | 0 | |a TRICHLOROACETIMIDATE GLYCOSYLATION |
| 690 | 1 | 0 | |a TRISACCHARIDE |
| 690 | 1 | 0 | |a TRYPANOSOMA CRUZI |
| 690 | 1 | 0 | |a ALDITOLS |
| 690 | 1 | 0 | |a GALACTOFURANOSE |
| 690 | 1 | 0 | |a GLYCOSYLATION REACTIONS |
| 690 | 1 | 0 | |a NOVEL STRUCTURES |
| 690 | 1 | 0 | |a O-LINKED |
| 690 | 1 | 0 | |a TRYPANOSOMA CRUZI |
| 690 | 1 | 0 | |a GLYCOSYLATION |
| 690 | 1 | 0 | |a SYNTHESIS (CHEMICAL) |
| 690 | 1 | 0 | |a ESTERIFICATION |
| 690 | 1 | 0 | |a GALACTOFURANOSE |
| 690 | 1 | 0 | |a GALACTOFURANOSYL |
| 690 | 1 | 0 | |a GALACTONOLACTONE |
| 690 | 1 | 0 | |a MUCIN |
| 690 | 1 | 0 | |a OLIGOSACCHARIDE |
| 690 | 1 | 0 | |a SOLVENT |
| 690 | 1 | 0 | |a TRICHLOROACETIMIDIC ACID |
| 690 | 1 | 0 | |a TRISACCHARIDE |
| 690 | 1 | 0 | |a UNCLASSIFIED DRUG |
| 690 | 1 | 0 | |a ARTICLE |
| 690 | 1 | 0 | |a BIOSYNTHESIS |
| 690 | 1 | 0 | |a CARBOHYDRATE SYNTHESIS |
| 690 | 1 | 0 | |a GLYCOSYLATION |
| 690 | 1 | 0 | |a NONHUMAN |
| 690 | 1 | 0 | |a PRIORITY JOURNAL |
| 690 | 1 | 0 | |a STEREOCHEMISTRY |
| 690 | 1 | 0 | |a TRYPANOSOMA CRUZI |
| 690 | 1 | 0 | |a CARBOHYDRATE SEQUENCE |
| 690 | 1 | 0 | |a MUCINS |
| 690 | 1 | 0 | |a NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR |
| 690 | 1 | 0 | |a STEREOISOMERISM |
| 690 | 1 | 0 | |a TRISACCHARIDES |
| 690 | 1 | 0 | |a TRYPANOSOMA CRUZI |
| 690 | 1 | 0 | |a TRYPANOSOMA CRUZI |
| 700 | 1 | |a Kashiwagi, G.A. | |
| 700 | 1 | |a de Lederkremer, R.M. | |
| 700 | 1 | |a Gallo-Rodriguez, C. | |
| 773 | 0 | |d 2010 |g v. 345 |h pp. 385-396 |k n. 3 |p Carbohydr. Res. |x 00086215 |w (AR-BaUEN)CENRE-301 |t Carbohydrate Research | |
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