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Sphingomyelin (Egg, Chicken)
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 g (860061P-1g), pkg of 1 × 200 mg (860061P-200mg), pkg of 1 × 25 mg (860061P-25mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O
InChI
1S/C39H79N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h30,32,37-38,42H,6-29,31,33-36H2,1-5H3,(H-,40,43,44,45)/b32-30+/t37-,38+/m0/s1
InChI key
RWKUXQNLWDTSLO-GWQJGLRPSA-N
General description
As a major constituent of cell membranes, sphingomyelin is found at particularly high concentrations in the membranes of nerve cells (in the myelin sheaths) and red blood cells. It was previously thought to have a purely structural role, similar to the function of phosphatidylcholine, through intermolecular interactions mediated by the 2-amide group, the 3-hydroxy group and the 4,5-trans double bond of the sphingoid base. However, it is now appreciated that sphingomyelin has a high affinity for cholesterol and that these two lipids pack tightly into liquid-ordered domains among a liquid-disordered phase to form lipid rafts. These membrane microdomains are thought to function as signaling platforms that regulate the localization and interactions of proteins. But sphingomyelin does not just influence signaling as a component of lipid rafts — it is also a precursor to ceramides and other sphingolipid metabolites that comprise the sphingomyelin cycle or sphingolipid network.
Sphingomyelin and related lipids
Sphingomyelin and related lipids
Application
Egg SM has been used for the preparation of sphingomyelin (SM) standard solutions. It has also been used in the preparation of liposomes.
Packaging
20 mL Clear Glass Screw Cap Vial (860061P-1g)
5 mL Amber Glass Screw Cap Vial (860061P-200mg)
5 mL Amber Glass Screw Cap Vial (860061P-25mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Clase de almacenamiento
11 - Combustible Solids
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