Lysophosphatidylinositol

Lysophosphatidylinositol (LPI, lysoPI), or L-α-lysophosphatidylinositol, is an endogenous lysophospholipid and endocannabinoid neurotransmitter.[1] LPI, along with its 2-arachidonoyl- derivative, 2-arachidonoyl lysophosphatidylinositol (2-ALPI), have been proposed as the endogenous ligands of GPR55.[2][3][4][5]

Lysophosphatidylinositol
Names
IUPAC name
[(2R)-2-hydroxy-3-[hydroxy-[(2R,3R,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]-oxyphosphoryl]oxypropyl] hexadecanoate
Identifiers
3D model (JSmol)
Properties
C25H49O12P
Molar mass 572.629 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

References
  1. Li X, Wang L, Fang P, et al. (May 2018). "Lysophospholipids induce innate immune transdifferentiation of endothelial cells, resulting in prolonged endothelial activation". The Journal of Biological Chemistry. 293 (28): 11033–11045. doi:10.1074/jbc.RA118.002752. PMC 6052225. PMID 29769317.
  2. Oka S, Nakajima K, Yamashita A, Kishimoto S, Sugiura T (November 2007). "Identification of GPR55 as a lysophosphatidylinositol receptor". Biochemical and Biophysical Research Communications. 362 (4): 928–34. doi:10.1016/j.bbrc.2007.08.078. PMID 17765871.
  3. Henstridge CM, Balenga NA, Ford LA, Ross RA, Waldhoer M, Irving AJ (January 2009). "The GPR55 ligand L-alpha-lysophosphatidylinositol promotes RhoA-dependent Ca2+ signaling and NFAT activation". The FASEB Journal. 23 (1): 183–93. doi:10.1096/fj.08-108670. PMID 18757503.
  4. Piñeiro, Roberto; Falasca, Marco (2012). "Lysophosphatidylinositol signalling: New wine from an old bottle". Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biology of Lipids. 1821 (4): 694–705. doi:10.1016/j.bbalip.2012.01.009. PMID 22285325.
  5. Oka S, Toshida T, Maruyama K, Nakajima K, Yamashita A, Sugiura T (January 2009). "2-Arachidonoyl-sn-glycero-3-phosphoinositol: a possible natural ligand for GPR55". Journal of Biochemistry. 145 (1): 13–20. doi:10.1093/jb/mvn136. PMID 18845565.


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