SPHINGOSYLPHOSPHORYLCHOLINE
Synonym(s):Sphingosylphosphorylcholine;(2S,3R,4E)-2-Amino-4-octadecene-3-hydroxy-1-phosphocholine;D -erythro-Sphingosine phosphocholine;2-[[[(2-Amino-3-hydroxy-4-octadecenyl)oxy]hydroxy-phosphinyl]oxy]-N,N,N-trimethylethanaminium inner salt;Lyso SM (d18:1)
- CAS NO.:1670-26-4
- Empirical Formula: C23H49N2O5P
- Molecular Weight: 464.62
- MDL number: MFCD02259287
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-28 23:16:16
What is SPHINGOSYLPHOSPHORYLCHOLINE?
Chemical properties
Yellowish Waxy Solid
The Uses of SPHINGOSYLPHOSPHORYLCHOLINE
Neurotrophic effects of Sphingosylphosphorylcholine were studied in cerebellar granule neurons of mice and PC-12 cells.
The Uses of SPHINGOSYLPHOSPHORYLCHOLINE
Involved in cell regulation, and transmembrane signaling. A putative lipid second messenger, connected via Protein Kinase C to the phosphatidylinositol-derived second messengers for signal transduction.
The Uses of SPHINGOSYLPHOSPHORYLCHOLINE
Lyso SM (d18:1) has been used:
- to study its effect on the skeletal muscle ryanodine receptor (RyR1), in the presence and absence of calmodulin through single channel recordings in planar lipid bilayers
- as an inhibitor of Ca2+ sensor calmodulin (CaM)
- as a standard in circular dichroism (CD) spectroscopy to determine lipid selectivity of the lipid-peptide interactions
What are the applications of Application
Sphingosylphosphorylcholine, D-erythro is a sphingosine metabolite and activator of a variety of pathways
Definition
ChEBI: Sphingosine-1-phosphocholine is a phosphosphingolipid consisting of sphingosine having a phosphocholine moiety attached to its primary hydroxyl group. It is a phosphosphingolipid, a member of phosphocholines and an ammonium betaine. It is functionally related to a sphingosine. It is a conjugate base of a sphingosylphosphocholine acid and a sphingosine-1-phosphocholine(1+).
General Description
Lyso SM (d18:1), also known as sphingosylphosphorylcholine (SPC), is a bioactive lipid molecule. This lysophospholipid is present in normal blood plasma, ascites and various tissues.
Biochem/physiol Actions
Sphingosylphosphorylcholine (SPC) is a bioactive lipid that mediates intracellular and extracellular signaling. It mobilizes Ca2+ from intracellular stores via an IP3-independent pathway. It stimulates the production of CCL2 that may contribute to development of atherosclerosis. SPC is a ligand for endothelial differentiation gene receptor 3 (EDG3).
Properties of SPHINGOSYLPHOSPHORYLCHOLINE
Melting point: | 90-102°C |
storage temp. | -20°C |
solubility | chloroform/methanol (2:1): complete10 mg/ml, clear to slightly hazy, colorless to light yellow |
form | powder |
color | light yellow |
BRN | 7342520 |
Safety information for SPHINGOSYLPHOSPHORYLCHOLINE
Computed Descriptors for SPHINGOSYLPHOSPHORYLCHOLINE
New Products
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