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 |
|---|---|
| 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 |
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Keywords
- Arthro-series
- Chemical synthesis
- Glycosphingolipids
- Lucilia caesar
ASJC Scopus subject areas
- Analytical Chemistry
- Biochemistry
- Organic Chemistry
Cite this
Ohtsuka, I., Hada, N., Sugita, M., & Takeda, T. (2002). Synthetic studies on glycosphingolipids from the Protostomia phyla: Syntheses of arthro-series glycosphingolipids. Carbohydrate Research, 337(21-23), 2037-2047. https://doi.org/10.1016/S0008-6215(02)00295-1