860063 | Milk SM

Sphingomyelin (Milk, Bovine)


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Size SKU Packaging Price
200mg 860063P-200mg 860063P-200mg 1 x 200mg $242.00
25mg 860063P-25mg 860063P-25mg 1 x 25mg $121.00

Chloroform

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25mg 860063C-25mg 860063C-25mg 1 x 25mg 10mg/mL 2.5mL $121.00
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Milk SM

Milk SM

Sphingomyelin (Milk, Bovine)

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]
Hygroscopic
No
Light Sensitive
No
Purity
>99%
Stability
1 Years
Storage Temperature
-20°C
CAS Number
475662-40-9
CAS Registry Number is a Registered Trademark of the American Chemical Society
Molecular Weight
785.034
Exact Mass
0.000
Synonyms

23:0 SMN-(tricosanoyl)-sphing-4-enine-1-phosphocholine

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]

PubMed ID: 23283230

Li G, Kim J, Huang Z, St Clair JR, Brown DA, London E. Efficient replacement of plasma membrane outer leaflet phospholipids and sphingolipids in cells with exogenous lipids. Proc Natl Acad Sci U S A. 2016 Dec 6;113(49):14025-14030. Epub 2016 Nov 21.

PubMed ID: 27872310

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.
860063FattyAcidDistribution.gif