For research use only. Not for therapeutic Use.
Lyso-<wbr></wbr>PC is the ubiquitous lipid species generated following phospholipase A<sub>2</sub> (PLA<sub>2</sub>) hydrolysis of phosphatidylcholine. The hydrolysis of phospholipids by arachidonoyl-<wbr></wbr>selective PLA<sub>2</sub>s is the initiating event in many eicosanoid-<wbr></wbr>based signal transduction pathways. Many other reactions also generate phosphatidylcholine species with a free hydroxyl group in the <em>sn</em>-<wbr></wbr>2 position. Lyso-<wbr></wbr>PC augments inflammation through effects on adhesion molecules and growth factors, monocytes, and macrophages. The lymphocyte G protein-<wbr></wbr>coupled receptor G2A binds lyso-<wbr></wbr>PC as a specific ligand with a K<sub>d</sub> of 65 nM; this receptor also binds the related phospholipid sphingosyl phosphorylcholine.
| Catalog Number | R052462 |
| CAS Number | 17364-16-8 |
| Synonyms | (7R)-3,5,9-4,7-Dihydroxy-N,N,N-trimethyl-10-oxotrioxa-4-phosphapentacosan-1-aminium 4-Oxide Inner Salt; 1-Hexadecanoyl-sn-glycerol-3-phosphorylcholine; 1-Hexadecanoyllysolecithin; 1-O-Palmitoyl-2-lyso-sn-glycero-3-phosphocholine; MPPC; Palmitoyl L-L |
| Molecular Formula | C24H50NO7P |
| Purity | ≥95% |
| Target | Endogenous Metabolite |
| Storage | -20°C |
| IUPAC Name | [(2R)-3-hexadecanoyloxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate |
| InChI | InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1 |
| InChIKey | ASWBNKHCZGQVJV-HSZRJFAPSA-N |
| SMILES | CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)O |
| Reference | <br>1. R. Woodruff and R. Franklin “Demyelination and remyelination of the caudal cerebellar peduncle of adult rats following stereotaxic injections oflysolecithin, ethidium bromide, and complement/anti-galactocerebroside: A comparative study” Glia, vol. 25 pp. 216-228, 1999<br>2. P. Henry et al. “Impairment of endothelium-dependent arterial relaxation by lysolecithin in modified low-density lipoproteins” Nature, vol. 344 pp. 160-162, 1990<br>3.E. Omerovic et al. “Pro-Arrhythmic Effects of Lysolecithin on Isolated Cardiomyocytes” Circulation, 2008;118:S_922<br>4. A. Simonsen “Activation of Phospholipase A2 by Ternary Model Membranes” Biophysical Journal., vol. 94 pp. 3966-3975, 2008</br></br></br></br> |
