Nuclear Overhauser effect investigation on GM1 ganglioside containingN-glycolyl-neuraminic acid (II3Neu5GcGgOse4Cer) |
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Authors: | Paola Brocca Domenico Acquotti Sandro Sonnino |
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Institution: | (1) Study Center for the Functional Biochemistry of Brain Lipids, Department of Medical Chemistry and Biochemistry, The Medical School, University of Milan, Via Saldini 50, 20133 Milano, Italy |
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Abstract: | The conformational properties of the oligosaccharide chain of GM1 ganglioside containingN-glycolyl-neuraminic acid, -Gal-(1-3)--GalNAc-(1-4)--Neu5Gc-(2-3)]--Gal-(1-4)--Glc-(1-1)-Cer, were studied through NMR nuclear Overhauser effect investigations on the monomeric ganglioside in dimethylsulfoxide, and on mixed micelles of ganglioside and dodecylphosphocholine in water. Several interresidual contacts for the trisaccharide core--GalNAc-(1-4)--Neu5Gc-(2-3)]--Gal-were found to fix the relative orientitation of the three saccharides, while the glycosidic linkage of the terminal -Gal-was found to be quite mobile as the -Gal-(1-3)--GalNAc-disaccharide exists in different conformations. These results are similar to those found for two GM1 gangliosides containingN-acetyl-neuraminic acid and neuraminic acid 1].Abbreviations Ganglioside nomenclature is in accordance with Svennerholm 23] and the IUPAC-IUB Recommendations 24] GM3(Neu5Ac)
II3Neu5AcLacCer, -Neu5Ac-(2-3)--Gal-(1-4)--Glc-(1-1)-Cer
- GM3(Neu5Gc)
II3Neu5GcLacCer, -Neu5Gc-(2-3)--Gal-(1-4)--Glc-(1-1)-Cer
- GM1(Neu5Ac)
II3Neu5AcGgOse4Cer, -Gal-(1-3)--GalNAc-(1-4)--Neu5Ac-(2-3)]--Gal-(1-4)--Glc-(1-1)-Cer
- GM1(Neu5Gc)
II3Neu5GcGgOse4Cer, -Gal-(1-3)--GalNAc-(1-4)--Neu5Gc-(2-3)]--Gal-(1-4)--Glc-(1-1)-Cer
- GM1(Neu)
II3NeuGgOse4Cer, -Gal-(1-3)--GalNAc-(1-4)--Neu-(2-3)]--Glc-(1-1)-Cer
- GD1a
IV3Neu5AcII3Neu5AcGgOse4Cer, -Neu5Ac-(2-3)--Gal-(1-3)--GalNAc-(1-4)--Neu5Ac-(2-3)]--Gal-(1-4)--Glc-(1-1)-Cer
- GalNAc-GD1a
IV4GalNAcIV3Neu5AcII3Neu5AcGgOse4Cer, -GalNAc-(1-4)--Neu5Ac-(2-3)]--Gal-(1-3)--GalNAc-(1-4)--Neu5Ac-(2-3)]--Gal-(1-4)--Glc-(1-1)-Cer
- Neu
neuraminic acid
- Neu5Ac
N-acetyl-neuraminic acid
- Neu5Gc
N-glycolyl-neuraminic acid
- Cer
ceramide |
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Keywords: | gangliosides N-glycolyl-neuraminic acid NMR conformation nOe |
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