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Key Documents

860062C

Avanti

Brain SM

Avanti Research - A Croda Brand

Synonyme(s) :

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

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About This Item

Numéro CAS:
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Description

Sphingomyelin (Brain, Porcine), chloroform

Pureté

>99% (TLC)

Forme

liquid

Conditionnement

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

Fabricant/nom de marque

Avanti Research - A Croda Brand

Concentration

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

Type de lipide

sphingolipids

Conditions d'expédition

dry ice

Température de stockage

−20°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

Clé InChI

LKQLRGMMMAHREN-YJFXYUILSA-N

Description générale

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. 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. 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.
Sphingomyelin and related lipids

Application

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

Conditionnement

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

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictogrammes

Skull and crossbonesHealth hazard

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Central nervous system, Liver,Kidney

Classe de danger pour l'eau (WGK)

WGK 3


Certificats d'analyse (COA)

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Les clients ont également consulté

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
Yo Yano et al.
Biophysical journal, 115(8), 1530-1540 (2018-10-03)
Sphingomyelin is an abundant lipid in some cellular membrane domains, such as lipid rafts. Hydrogen bonding and hydrophobic interactions of the lipid with surrounding components such as neighboring sphingomyelin and cholesterol (Cho) are widely considered to stabilize the raft-like liquid-ordered
Sphingomyelin metabolism at the plasma membrane: implications for bioactive sphingolipids.
Milhas D, et al.
Febs Letters, 584, 1887-1894 (2010)

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