1-<wbr></wbr>Stearoyl-<wbr></wbr>2-<wbr></wbr>myristoyl-<wbr></wbr><em>sn</em>-<wbr></wbr>glycero-<wbr></wbr>3-<wbr></wbr>PC (SMPC) belongs to the class of asymmetric phospholipids, which have two chains of unequal length attached to the glycerol backbone. SMPC is abundant in biological membranes where it can interdigitate with equal length (symmetric) acyl chain phospholipids in bilayer membranes to potentially minimize the hydrophobic mismatch between acyl chains.
| Catalog Number | R064973 |
| CAS Number | 20664-02-2 |
| Synonyms | SMPC;1-Stearoyl-2-Myristoyl-sn-glycero-3-Phosphocholine |
| Molecular Formula | C40H80NO8P |
| Purity | 95% |
| Storage | -20°C |
| IUPAC Name | [(2R)-3-octadecanoyloxy-2-tetradecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate |
| InChI | InChI=1S/C40H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-22-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1 |
| InChIKey | MZWGYEJOZNRLQE-KXQOOQHDSA-N |
| SMILES | CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC |
| Reference | 1.Hoyrup, P.,Mouritsen, O.G., and Jorgensen, K. Phospholipase A2 activity towards vesicles of DPPC and DMPC-DSPC containing small amounts of SMPC. Biochimica et Biophysica Acta 1515(2), 133-143 (2001). |
