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860062P

Avanti

Brain SM

Avanti Research™ - A Croda Brand

Sinónimos:

18:0 SM; Octadecanoyl Sphingomyelin; N-octadecanoyl-D-erythro-sphingosylphosphorylcholine; N-(octadecanoyl)-sphing-4-enine-1-phosphocholine

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Número CAS:
383907-91-3
MDL number:
MFCD02259130
UNSPSC Code:
12352211
NACRES:
NA.25
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description

Sphingomyelin (Brain, Porcine)

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 g (860062P-1g), pkg of 1 × 200 mg (860062P-200mg), pkg of 1 × 25 mg (860062P-25mg), pkg of 1 × 500 mg (860062P-500mg)

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(CCCCCCCCCCCCCCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O

InChI

1S/C41H83N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h32,34,39-40,44H,6-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b34-32+/t39-,40+/m0/s1

InChI key

LKQLRGMMMAHREN-YJFXYUILSA-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

Application

Brain SM is suitable:
  • as a standard for high-performance liquid chromatography electrospray ionization tandem mass spectrometry (HPLC-ESI-MS/MS)
  • as a supplement for cell vacuolation of Hela cells
  • for preparation of liposomes

Packaging

20 mL Clear Glass Screw Cap Vial (860062P-500mg)
5 mL Amber Glass Screw Cap Vial (860062P-200mg)
5 mL Amber Glass Screw Cap Vial (860062P-25mg)
60 mL Amber Wide Mouth Screw Cap Glass Bottle (860062P-1g)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Clase de almacenamiento

11 - Combustible Solids

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