Glycosphingolipids

Class abbreviations

Common Name Lipid Class Abbreviation
Hexosylceramides Neutral glycosphingolipids HexCer
Glucosylceramide Neutral glycosphingolipids GlcCer
Galactosylceramide Neutral glycosphingolipids GalCer
Dihexosylceramides Neutral glycosphingolipids Hex2Cer
Lactosylceramide Neutral glycosphingolipids LacCer
Sulfatides Sulfoglycosphingolipids (sulfatides) 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
Sulfatide structure
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.