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
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.