Abstract
Glycosphingolipids isolated from larvae of the green-bottle fly, Lucilia caesar, have quite unique structures containing GlcNAcβ-(1→3)-Man and GalNAcβ-(1→4)-GlcNAcβ-(1→3)-Man. We have synthesized two glycosphingolipids, β-D-GlcNAcp-(1→3)-β-D-Manp-(1→4)-β-D-Glcp- (1→1)-Cer and β-D-GalNAcp-(1→4)-β-D-GlcNAcp-(1→3)-β-D-Manp- (1→4)-β-D-Glcp-(1→1)-Cer. A key reaction in the synthetic sequence is the application of the intramolecular aglycon delivery (IAD) approach for the synthesis of the β-mannopyranosidic linkages.
Original language | English |
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Pages (from-to) | 2037-2047 |
Number of pages | 11 |
Journal | Carbohydrate Research |
Volume | 337 |
Issue number | 21-23 |
DOIs | |
Publication status | Published - 2002 Nov 19 |
Externally published | Yes |
Keywords
- Arthro-series
- Chemical synthesis
- Glycosphingolipids
- Lucilia caesar
ASJC Scopus subject areas
- Analytical Chemistry
- Biochemistry
- Organic Chemistry