860062 | Brain SM

Sphingomyelin (Brain, Porcine)


Size SKU Packaging Price
25mg 860062C-25mg 860062C-25mg 1 x 25mg 10mg/mL 2.5mL $127.00
200mg 860062C-200mg 860062C-200mg 2 x 100mg 25mg/mL 4mL $254.00


Size SKU Packaging Price
25mg 860062P-25mg 860062P-25mg 1 x 25mg $127.00
200mg 860062P-200mg 860062P-200mg 1 x 200mg $254.00
500mg 860062P-500mg 860062P-500mg 1 x 500mg $395.00
1g 860062P-1g 860062P-1g 1 x 1g $620.00
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Brain SM

Brain SM

Sphingomyelin (Brain, Porcine)

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]
Light Sensitive
1 Year
Storage Temperature
CAS Number
CAS Registry Number is a Registered Trademark of the American Chemical Society
Molecular Weight
Exact Mass
<p>18:0 SMOctadecanoyl SphingomyelinN-octadecanoyl-D-erythro-sphingosylphosphorylcholineN-(octadecanoyl)-sphing-4-enine-1-phosphocholine</p>

Tomokazu Yasuda, J. Peter Slotte, and Michio Murata. Nanosized Phase Segregation of Sphingomyelin and Dihydrosphingomyelin in Unsaturated Phosphatidylcholine Binary Membranes without Cholesterol. Langmuir, Just Accepted Manuscript. DOI: 10.1021/acs.langmuir.8b02637. Publication Date (Web): October 16, 2018

PubMed ID: 30350701

Yano Y, Hanashima S, Yasuda T, Tsuchikawa H, Matsumori N, Kinoshita M, Al Sazzad MA, Slotte JP, Murata M. Sphingomyelin Stereoisomers Reveal That Homophilic Interactions Cause Nanodomain Formation. Biophys J. 2018 Oct 16;115(8):1530-1540. doi: 10.1016/j.bpj.2018.08.042. Epub 2018 Sep 7.

PubMed ID: 30274830

Wang Q, London E. Lipid Structure and Composition Control Consequences of Interleaflet Coupling in Asymmetric Vesicles. Biophys J. 2018 Jul 19. pii: S0006-3495(18)30814-2. doi: 10.1016/j.bpj.2018.07.011. [Epub ahead of print]

PubMed ID: 30082033

Vezočnik V, Hodnik V, Sitar S, Okur HI, Tušek-Žnidarič M, Lütgebaucks C, Sepčić K, Kogej K, Roke S, Žagar E, Maček P. Kinetically Stable Triglyceride-Based Nanodroplets and Their Interactions with Lipid-Specific Proteins. Langmuir. 2018 Jul 19. doi: 10.1021/acs.langmuir.8b02180. [Epub ahead of print]

PubMed ID: 29983071

Ausili A, Martinez Valera P, Torrecillas A, Gómez-Murcia V, deGodos AM, Corbalan-Garcia S, Teruel JA, Gomez-Fernandez JC. The anticancer agent edelfosine exhibits a high affinity for cholesterol and disorganizes liquid ordered membrane structures. Langmuir. 2018 Jun 20. doi: 10.1021/acs.langmuir.8b01539. [Epub ahead of print]

PubMed ID: 29924618

Widder K, Träger J, Kerth A, Harauz G, Hinderberger D. Interaction of myelin basic protein with myelin-like lipid monolayers at the air-water interface. Langmuir. 2018 May 3. doi: 10.1021/acs.langmuir.8b00321.

PubMed ID: 29722987

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]

PubMed ID: 28301461

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.