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Details van artikel 137 van 178 gevonden artikelen
| Titel: |
Synthesis of a Precursor of β-D-GlcpNAc(1→2)-α-D-Manp-(1→3)-[β-D-Xylp-(1→2)]-β-D-Manp-(1→4)-β-D-Glcp |
| Auteur: |
Kanie, Osamu Takeda, Tadahiro Hada, Noriyasu Ogihara, Yukio |
| Verschenen in: |
Journal of carbohydrate chemistry |
| Paginering: | Jaargang 10 (1991) nr. 4 pagina's 561-581 |
| Jaar: |
1991 |
| Inhoud: |
The glycosphingolipids isolated from spermatozoa of a fresh-water bivalve, Hyriopsis schlegelii, have a unique structure containing one or two mannosyl residues, novel linkages including an internal fucopyranosyl residue, as well as terminal xylosyl and 4-O-methyl-D-glucopyranosyl uronic acid groups. The pentasaccharide derivatives that constitute the partial structure of lipid IV were synthesized as follows. 4,6-Di-O-acetyl-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-3-O-benzyl-α-D-mannopyranosyl bromide was treated with 2,3-di-O-acetyl-1,6-anhydro-β-D-glucopyranose in the presence of silver zeolite to afford the corresponding trisaccharide. The formation of the β-glycoside took precedence as a major product in a ratio of 6.9:1. After debenzylation, the β-mannosyl trisaccharide derivative was condensed with 3,4,6-tri-O-acetyl-2-O-chloroacetyl- α -D-mannopyranosyl bromide in the presence of silver triflate, and the final pentasaccharide derivative was prepared by using a suitably protected tetrasaccharide as the glycosyl acceptor, 3-O-acetyl-6-O-benzyl-4-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide as the donor and silver triflate as the promoter, respectively. |
| Uitgever: |
Taylor & Francis |
| Bronbestand: |
Elektronische Wetenschappelijke Tijdschriften |
Details van artikel 137 van 178 gevonden artikelen
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