Accéder au contenu
Merck
Toutes les photos(3)

Key Documents

860061P

Avanti

Egg SM

Avanti Research - A Croda Brand

Synonyme(s) :

16:0 SM; Hexadecanoyl Sphingomyelin; N-hexadecanoyl-D-erythro-sphingosylphosphorylcholine; N-(hexadecanoyl)-sphing-4-enine-1-phosphocholine

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme


About This Item

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

Description

Sphingomyelin (Egg, Chicken)

Pureté

>99% (TLC)

Forme

powder

Conditionnement

pkg of 1 × 1 g (860061P-1g)
pkg of 1 × 200 mg (860061P-200mg)
pkg of 1 × 25 mg (860061P-25mg)

Fabricant/nom de marque

Avanti Research - A Croda Brand

Type de lipide

sphingolipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O

InChI

1S/C39H79N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h30,32,37-38,42H,6-29,31,33-36H2,1-5H3,(H-,40,43,44,45)/b32-30+/t37-,38+/m0/s1

Clé InChI

RWKUXQNLWDTSLO-GWQJGLRPSA-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

Egg SM has been used for the preparation of sphingomyelin (SM) standard solutions. It has also been used in the preparation of liposomes.

Conditionnement

20 mL Clear Glass Screw Cap Vial (860061P-1g)
5 mL Amber Glass Screw Cap Vial (860061P-200mg)
5 mL Amber Glass Screw Cap Vial (860061P-25mg)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

11 - Combustible Solids


Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Les clients ont également consulté

Slide 1 of 9

1 of 9

Visualization of the two-step fusion process of the retrovirus avian sarcoma/leukosis virus by cryo-electron tomography
Cardone G, et al.
Journal of Virology, 86(22), 12129-12137 (2012)
Maia Kinnebrew et al.
eLife, 8 (2019-10-29)
Previously we proposed that transmission of the hedgehog signal across the plasma membrane by Smoothened is triggered by its interaction with cholesterol (Luchetti et al., 2016). But how is cholesterol, an abundant lipid, regulated tightly enough to control a signaling
Protocols for Enzymatic Fluorometric Assays to Quantify Phospholipid Classes
Morita S, et al.
International Journal of Molecular Sciences, 21(3), 1032-1032 (2020)
Takaaki Matsufuji et al.
Langmuir : the ACS journal of surfaces and colloids, 34(1), 465-471 (2017-12-13)
Ceramide is a bioactive lipid with important roles in several biological processes including cell proliferation and apoptosis. Although 3-ketoceramides that contain a keto group in place of the 3-OH group of ceramide occur naturally, ceramide derivatives oxidized at the primary
Yuanqing Ma et al.
Biophysical journal, 115(8), 1498-1508 (2018-10-03)
Membrane viscosity and hydration levels characterize the biophysical properties of biological membranes and are reflected in the rate and extent of solvent relaxation, respectively, of environmentally sensitive fluorophores such as Laurdan. Here, we first developed a method for a time-resolved

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique