S0756

Sphingomyelin

from chicken egg yolk, ≥95%

• Synonym(e): N-Acyl-4-sphingenyl-1-O-phosphorylcholine, N-Acyl-D-sphingosine-1-phosphocholine
• CAS-Nummer: 85187-10-6
• EG-Nummer: 286-097-2
• MDL-Nummer: MFCD00132361
• UNSPSC-Code: 12352211
• NACRES: NA.25

Eigenschaften

• Biologische Quelle: chicken egg yolk
• Qualitätsniveau: 200
• Assay: ≥95%
• Form: powder
• Löslichkeit: chloroform/methanol: soluble 50 mg/mL, clear, colorless to faintly yellow (1:1)
• Funktionelle Gruppe: phospholipid
• Lipid-Typ: sphingolipids
• Versandbedingung: ambient
• Lagertemp.: −20°C
• SMILES String: 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
• InChIKey: LRYZPFWEZHSTHD-HEFFAWAOSA-O

Beschreibung

Allgemeine Beschreibung

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

Anwendung

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

Biochem./physiol. Wirkung

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.

Qualität

Contains primarily palmitic acid.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)