Glycosphingolipids
Class abbreviations
Common Name | Lipid Class [LIPID MAPS] | Abbreviation |
---|---|---|
Hexosylceramides | Neutral glycosphingolipids [SP05] | HexCer |
Glucosylceramide | Neutral glycosphingolipids [SP05] | GlcCer |
Galactosylceramide | Neutral glycosphingolipids [SP05] | GalCer |
Dihexosylceramides | Neutral glycosphingolipids [SP05] | Hex2Cer |
Lactosylceramide | Neutral glycosphingolipids [SP05] | LacCer |
Sulfatides | Sulfoglycosphingolipids (sulfatides) [SP0602] | SHexCer |
Specific rules for glycosphingolipids
- In glycosphingolipids the sphingoid backbone is annotated C-atoms:DBE;O-atoms separated by a slash from the number of C-atoms:DBE;O-atoms of the N-linked fatty acid, e.g. -Cer 18:1;O2/16:0.
- Double bond geometry is annotated in parenthesis and positions of other functional groups are as described for fatty acyl-chains, e.g. -Cer 18:1(4E);1OH,3OH/16:0.
- A fatty acid esterified to an N-linked hydroxy-fatty acyl is shown in a separate pair of parentheses xO(FA C-atoms:DBE) with x denoting the position of hydroxyl group (∆ nomenclature) in the N-linked fatty acids, e.g. Cer 18:1;O2/26:0;18O(FA 16:0).
- Carbohydrate modification of a sphingoid base-OH is written in front of (sub)class abbreviation with integrated position number in brackets at the end of abbreviation, e.g. GlcCer[1] 18:1(4E);3OH/18:0.
- When the sequence of carbohydrate structures is known, they are shown in this order separated by a hyphen. In case the sequence is unknown the components (followed by their number if more than one) are shown in alphabetic order in front of the respective lipid backbone, e.g. Gal2GlcCer 18:1;O2/16:0.
- Consequently, in shorthand notation from Structure defined level onwards only unmodified OH-groups of the sphingoid base are annotated.
Hierarchical shorthand notation for examples of glycosphingolipids containing an amide-bound fatty acid
Species level: Sum composition, Molecular species level: Lipid species with identified SPB and N-Acyl residue, Full structure level: Molecular species with constituents and functional groups including positions.
Phyla | Species level1 | Molecular species level | Full structure level |
---|---|---|---|
Mammalian and plant | Hex-Cer 34:1;O2 |
Hex-Cer 18:1;O2/16:0 Glc-Cer 18:1;O2/16:0 |
Glc-Cer[1] 18:1(4E);3OH/16:0 |
Mammalian | Hex-Cer 34:0;O2 |
Hex-Cer 18:0;O2/16:0 Gal-Cer 18:0;O2/16:0 |
Gal-Cer[1] 18:0;3OH/16:0 |
Mammalian | Hex2Cer 34:1;O2 | Hex2Cer 18:1;O2/16:0 |
Lac-Cer[1] 18:1(4E);3OH/16:0 Gal-Glc-Cer[1] 18:1(4E);3OH/16:0 |
Mammalian | Hex3Cer 42:1;O2 | Hex3Cer 18:1;O2/24:0 | Gal-Gal-Glc-Cer[1] 18:1(4E);3OH /24:0 (Gb3) |
Mammalian | NeuAcHex2Cer 42:1;O2 | NeuAcHex2Cer 18:1;O2/24:0 | NeuAc-Gal-Glc-Cer[1] 18:1(4E);3OH /24:0 (GM3) |
Mammalian | NeuAc2Hex2Cer 42:1;O2 | NeuAc2Hex2Cer 18:1;O2/24:0 | NeuAc-NeuAc-Gal-Glc-Cer[1] 18:1(4E);3OH /24:0 (GD3) |
Mammalian | SHex-Cer 34:1;O2 | SHex-Cer 18:1;O2/16:0 |
S(3’)Hex-Cer[1] 18:1(4E);3OH/16:0 S(3’)Gal-Cer[1] 18:1(4E);3OH/16:0 |
Mammalian | SHexHexNAcHex3Cer 34:1;O2 | SHexHexNAcHex3Cer 18:1;O2/16:0 |
S(3’)Hex-HexNac-Hex-Hex-Hex-Cer[1] 18:1(4E);3OH/16:0 S(3’)Gal-GalNAc-Gal-Gal-Glc-Cer[1] 18:1(4E);3OH/16:0 (Globopentaosylceramide sulfate) |
1 Annotation based on exact mass measurements using a high-resolution mass spectrometer.