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860062C

Avanti

Brain SM

Avanti Research - A Croda Brand

Sinonimo/i:

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

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25 MG
CHF 163.00
200 MG
CHF 327.00

CHF 163.00


Spedizione prevista il05 aprile 2025


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Cambia visualizzazione
25 MG
CHF 163.00
200 MG
CHF 327.00

About This Item

Numero CAS:
Numero MDL:
Codice UNSPSC:
12352211
NACRES:
NA.25

CHF 163.00


Spedizione prevista il05 aprile 2025


Richiedi un ordine bulk

Descrizione

Sphingomyelin (Brain, Porcine), chloroform

Saggio

>99% (TLC)

Stato

liquid

Confezionamento

pkg of 1 × 2.5 mL (860062C-25mg)
pkg of 2 × 4 mL (860062C-200mg)

Produttore/marchio commerciale

Avanti Research - A Croda Brand

Concentrazione

10 mg/mL (860062C-25mg)
25 mg/mL (860062C-200mg)

Tipo di lipide

sphingolipids

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

[P](=O)([O-])(OC[C@H](NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC)OCC[N+](C)(C)C

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
LKQLRGMMMAHREN-YJFXYUILSA-N

Descrizione generale

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.[1] 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.[1] 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.[1]
Sphingomyelin and related lipids

Applicazioni

Brain SM may be used:
  • for ion-mobility spectrometry–mass spectrometry (IMS-MS)[2]
  • for lipid mixture in giant unilamellar vesicles[3]
  • as a growth medium for madin-darby canine kidney (MDCK) cells[4]

Confezionamento

5 mL Clear Glass Sealed Ampule (860062C-200mg)
5 mL Clear Glass Sealed Ampule (860062C-25mg)

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pittogrammi

Skull and crossbonesHealth hazard

Avvertenze

Danger

Classi di pericolo

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Organi bersaglio

Central nervous system, Liver,Kidney

Classe di pericolosità dell'acqua (WGK)

WGK 3


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Opposing kinesin and myosin-I motors drive membrane deformation and tubulation along engineered cytoskeletal networks
McIntosh B B,et al.
Current Biology, 28(2), 236-248 (2018)
Inhibition of acid sphingomyelinase depletes cellular phosphatidylserine and mislocalizes K-Ras from the plasma membrane
Cho K J,et al.
Molecular and cellular biology, 36(2), 363-374 (2016)
Yusuke Sato et al.
Acta biomaterialia, 102, 341-350 (2019-11-17)
Despite the fact that small-sized lipid nanoparticles (LNPs) are important for improved tissue penetration and efficient drug delivery, their poor stability and intracellular trafficking significantly hinders their use as potent small-sized LNPs. It has been reported that both the diffusion
Sphingomyelin metabolism at the plasma membrane: implications for bioactive sphingolipids.
Milhas D, et al.
Febs Letters, 584, 1887-1894 (2010)
Assessment of altered lipid homeostasis by HILIC-ion mobility-mass spectrometry-based lipidomics
Hines K M, et al.
Journal of Lipid Research, 58(4), 809-819 (2017)

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