Sphingomyelin
SIGMA/S0756 - from chicken egg yolk, ≥95%
Synonym: N-
CAS Number: 85187-10-6
EC Number: 286-097-2
MDL Number: MFCD00132361
Product Type: Chemical
| assay | ≥95% |
| biological source | chicken egg yolk |
| form | powder |
| functional group | phospholipid |
| InChI | 1S/C24H49N2O6P/c1-5-6-7-8 |
| InChI key | LRYZPFWEZHSTHD-HEFFAWAOSA |
| lipid type | sphingolipids |
| Quality Level | 200 ![]() |
| shipped in | ambient |
| SMILES string | CCCCCCCCCCCCC/C=C/[C@H]([ |
| solubility | chloroform/methanol: soluble 50 mg/mL, clear, colorless to faintly yellow (1:1) |
| storage temp. | −20°C |
| Analysis Note: | Contains primarily palmitic acid. |
| 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 |
| Biochem/physiol Actions: | 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. |
| General description: | Sphingomyelin (SM) is a principal sphingolipid in mammalian cell membranes. Its biological functions have been studied. |
| Packaging: | 50, 100, 500 mg in poly bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥95% |
| Storage Temp. | −20°C |
| UNSPSC | 12352211 |

