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Products

Brain SM | 860062

Sphingomyelin (Brain, Porcine)

860062P

Powder

25 mg
$121.00
200 mg
$242.00
500 mg
$375.00
1 g
$550.00

860062C

Chloroform

25 mg
$121.00
500 mg
$375.00
200 mg
$242.00
1 g
$565.00

All Prices in US Dollars
This product Is pre-packaged in the unit sizes indicated above.
Quantity discounts are available at the 5 and 10 count level.
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  • Product
  • Data
  • Downloads
  • Reference
  • Fatty Acid Distribution
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]
Purity
>99%
Stability
2 years
Storage
-20°C
CAS Number
383907-91-3
CAS Registry Number is a Registered Trademark of the American Chemical Society
Molecular Weight
760.223 (average based on fatty acid distribution in product)
Synonyms
18:0 SM
Octadecanoyl Sphingomyelin
N-octadecanoyl-D-erythro-sphingosylphosphorylcholine
N-(octadecanoyl)-sphing-4-enine-1-phosphocholine
James Kurniawan, João Ventrici, Gregory Kittleson and Tonya L. Kuhl Interaction Forces between Lipid Rafts. Langmuir. Publication Date (Web): December 21, 2016 DOI: 10.1021/acs.langmuir.6b03717 Metabolomics and lipidomics using traveling-wave ion mobility mass spectrometry, Giuseppe Paglia & Giuseppe Astarita Nature Protocols 12, 797-813 (2017) doi:10. 1038/nprot.2017.013 [PubMed]
This Natural Lipid is a mixture and the structure shown above is only representative of one possible structure present in the product. Refer to chart for average fatty acid distribution.