Synthesis of the disaccharides methyl 4-O-(2′/3′-O-sulfo-β-d-glucopyranosyluronic acid)-2-amino-2-deoxy-α-d-glucopyranoside disodium salts, related to heparin biosynthesis
✍ Scribed by Laura Cipolla; Francesco Nicotra; Luigi Lay; Ulf Lindahl; Luigi Panza; Giovanni Russo
- Publisher
- Springer US
- Year
- 1996
- Tongue
- English
- Weight
- 964 KB
- Volume
- 13
- Category
- Article
- ISSN
- 1573-4986
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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-glucopyranosyluronic acid groups.
The title branched-trisaccharide derivatives (9 and 13) have been synthesised from methyl 2,3-O-(2-nitrobenzylidene)-a-L-rhamnopyranoside (2) using the 2nitrobenzylidene residue as a temporary blocking-group. Condensation of 2 with methyl (2,3,4-tri-O-acetyl-a-D-glucopyranosyl bromide)uronate afford
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