Neighboring group effect in the β-elimination-reaction of some glucopyranosyl-(1→4)-hexopyranosiduronates
✍ Scribed by J. Kiss
- Publisher
- Elsevier Science
- Year
- 1970
- Tongue
- French
- Weight
- 209 KB
- Volume
- 11
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The enzymic degradation of heparitin sulfate (l), chondroitin sulfates (2), hyaluronic acid (3) led to sulfated or sulfate free oligosaccharides with a terminally linked 4,5-unsaturated-4-deoxy-hexopyranosiduronate unit. These oligosaccharides proved to be similar to the fragmentation-products of lung-, intestines, and omega-heparins, which can be obtained by diazoalkane degradation (4). On the other hand, polyglycosiduronic acids, e.g. pectin (5) or alginic acid (6) give similar products by enzymic or alkaline degradation.
📜 SIMILAR VOLUMES
Previous investigations \*Z have shown that the nucleophilic displacement reactions of the 3-0-tosyl derivative of 1,2:5,6-di-O-isopropylidene-a-D-glucofuranose with charged nucleophiles are very slow (e.g., the reaction with aide in N,N-dimethylformamide is complete only after 15 days at 11.5"). Th
Allyl 4-O-benzyl-~-L-rhamnopyranoside was converted into allyl 4-O-benzyl-3-O-methyl-oeL-rhamnopyranoside and this was condensed with 2,3,4-tri-O-acetyl-~-L-rhamnopyranosyl chloride to give a disaccharide derivative which was converted into allyl 4 This disaccharide derivative was condensed with 2,