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Key Documents

860061C

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

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About This Item

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

Description

Sphingomyelin (Egg, Chicken), chloroform

Pureté

>99% (TLC)

Forme

liquid

Conditionnement

pkg of 1 × 2.5 mL (860061C-25mg)
pkg of 2 × 20 mL (860061C-1g)
pkg of 2 × 4 mL (860061C-200mg)

Fabricant/nom de marque

Avanti Research - A Croda Brand

Concentration

10 mg/mL (860061C-25mg)
25 mg/mL (860061C-1g)
25 mg/mL (860061C-200mg)

Type de lipide

sphingolipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

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 is suitable for use:
  • for preparation of liposomes
  • for synthesizing dihydrosphingomyelin (dhSM)
  • for sphingomyelin assay

Conditionnement

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (860061C-1g)
5 mL Clear Glass Sealed Ampule (860061C-200mg)
5 mL Clear Glass Sealed Ampule (860061C-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

Code de la classe de stockage

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

does not flash

Point d'éclair (°C)

does not flash


Certificats d'analyse (COA)

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Les clients ont également consulté

Light Scattering By Optically-Trapped Vesicles Affords Unprecedented Temporal Resolution Of Lipid-Raft Dynamics
Collard L, et al.
Scientific reports, 7(1), 8589-8589 (2017)
A novel flow cytometric assay to quantify interactions between proteins and membrane lipids
Temmerman K and Nickel W
Journal of Lipid Research, 50(6), 1245-1254 (2009)
Changes in serum sphingomyelin after Roux-en-Y gastric bypass surgery are related to diabetes status
Carlsson ER, et al.
Frontiers in Endocrinology, 9, 172-172 (2018)
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
Dihydroceramide accumulation mediates cytotoxic autophagy of cancer cells via autolysosome destabilization
Hernandez-Tiedra S, et al.
Autophagy, 12(11), 2213-2229 (2016)

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