Without designation, glycerophospholipids are shown in R stereochemistry at the C-2 carbon of glycerol, which corresponds to natural L-glycerol derivatives with the head group at the sn-3 position. In rare cases, of glycerophospholipids with S stereochemistry at C-2 and head group at the sn-1 position, stereochemistry is specified by appending [S] to the abbreviation. Unknown stereochemistry is indicated by [U].
For sphingolipids, D-erythro or 2S,3R configuration is implied for sphinganine and additionally 4E geometry for the double bond in sphingosine (sphing-4-enine).
Web Resource
Cross-References
References
Fahy E, Subramaniam S, Brown HA, Glass CK, Merrill Jr AH, Murphy RC, Raetz CR, Russell DW, Seyama Y, Shaw W, Shimizu T, Spener F, van Meer G, Vannieuwenhze MS, White SH, Witztum JL, Dennis EA. A comprehensive classification system for lipids. J Lipid Res. 2005;46:839–61.
Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van MG WMJ, Dennis EA. Update of the LIPID MAPS comprehensive classification system for lipids. J Lipid Res. 2009;50(Suppl):S9–14.
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2016 Springer Science+Business Media B.V.
About this entry
Cite this entry
Liebisch, G. (2016). Implied Stereochemistries. In: Wenk, M. (eds) Encyclopedia of Lipidomics. Springer, Dordrecht. https://doi.org/10.1007/978-94-007-7864-1_3-1
Download citation
DOI: https://doi.org/10.1007/978-94-007-7864-1_3-1
Received:
Accepted:
Published:
Publisher Name: Springer, Dordrecht
Online ISBN: 978-94-007-7864-1
eBook Packages: Springer Reference Biomedicine and Life SciencesReference Module Biomedical and Life Sciences