Visit Our New YouTube Channel for Helpful Tutorials and Answers to Common Technical Questions.

Products

24:0 SM | 860592

N-lignoceroyl-D-erythro-sphingosylphosphorylcholine

860592P

Powder

5 mg
$335.00
10 mg
$600.00
25 mg
$1320.00
50 mg
$2120.00

All Prices in US Dollars
Custom packaging is calculated at $4.00 per aliquot and will be charged at the time of shipping.

Custom Packaging: Before clicking add to cart, from the drop down arrow select custom packaging. Next, edit the quantities (and concentration for solutions) information. Finally, click add to cart.

  • Product
  • Data
  • Downloads
  • Reference
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 base1. 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 rafts1,2. 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 network1,2.
 
1. Christie, W.W. Sphingomyelin and related lipids. The AOCS Lipid Library.
2. Milhas, D., Clarke, C.J. & Hannun, Y.A. Sphingomyelin metabolism at the plasma membrane: implications for bioactive sphingolipids. FEBS Lett. 584, 1887-1894 (2010). [PubMed]
Molecular Formula
C47H95N2O6P
Percent Composition
C 69.24%, H 11.75%, N 3.44%, O 11.78%, P 3.80%
Purity
>99%
Stability
1 Years
Storage
-20°C
CAS Number
60037-60-7
CAS Registry Number is a Registered Trademark of the American Chemical Society
Molecular Weight
815.241
Exact Mass
814.693
Transition Temp
47.5°C
Synonyms
24:0 SM (d18:1/24:0)
C24 sphingomyelin
Lignoceroyl Sphingomyelin
N-(tetracosanoyl)-sphing-4-enine-1-phosphocholine
Download
Notes
GIF Graphics File. 
GIF Graphics File. 
MDL Molfile. 
CDX File. 
Acyl Chain Length and Saturation Modulate Interleaflet Coupling in Asymmetric Bilayers: Effects on Dynamics and Structural Order. Salvatore Chiantia and Erwin London, Biophysical Journal, Volume 103, Issue 11, 2311-2319, 5 December 2012. [Abstract]