S0756

Sphingomyelin

from chicken egg yolk, ≥95%

• Synonyme(s) : N-Acyl-4-sphingenyl-1-O-phosphorylcholine, N-Acyl-D-sphingosine-1-phosphocholine
• Numéro CAS: 85187-10-6
• Numéro CE : 286-097-2
• Numéro MDL: MFCD00132361
• Code UNSPSC : 12352211
• Nomenclature NACRES : NA.25

Propriétés

• Source biologique: chicken egg yolk
• Niveau de qualité: 200
• Pureté: ≥95%
• Forme: powder
• Solubilité: chloroform/methanol: soluble 50 mg/mL, clear, colorless to faintly yellow (1:1)
• Groupe fonctionnel: phospholipid
• Type de lipide: sphingolipids
• Conditions d'expédition: ambient
• Température de stockage: −20°C
• Chaîne SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](NC=O)COP(O)(OCC[N+](C)(C)C)=O)O
• InChI: 1S/C24H49N2O6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(28)23(25-22-27)21-32-33(29,30)31-20-19-26(2,3)4/h17-18,22-24,28H,5-16,19-21H2,1-4H3,(H-,25,27,29,30)/p+1/b18-17+/t23-,24+/m0/s1
• Clé InChI: LRYZPFWEZHSTHD-HEFFAWAOSA-O

Description

Description générale

Sphingomyelin (SM) is a principal sphingolipid in mammalian cell membranes. Its biological functions have been studied.

Application

Sphingomyelin is suitable for use:

• in the preparation of standard during the enzymatic measurement of plasma sphingomyelin levels
• to study the binding of Vascular Anticoagulant α (VAC α) to planar phospholipid bilayers
• to perform fluorescence polarization of PC16 (N-[α-N-palmitoyl-ε-N-(4-nitrobenz-2-oxa-1,3-diazole)-L-lysine]-2-aminoethanol-N- (trimethylaminoethanol) phosphate) in dispersions of co-sonicated lecithin and sphingomyelin
• for reconstitution of viral ion channel protein M2 into liposomes
• as a standard sample to define spectral fingerproint using Time-of-flight secondary ion mass spectrometry (ToF-SIMS)
• to evaluate the contribution of various phospholipids to the formation of foam in the amniotic fluid

Actions biochimiques/physiologiques

Sphingomyelin is the second most abundant lipid and major sphingolipid component of HDL and the plasma membrane. It forms cholesterol-enriched lipid rafts. It has a key role in the availability of plasma membrane-free cholesterol.

Qualité

Contains primarily palmitic acid.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)