1,2-Distearoyl-sn-glycero-3-phosphocholine

• CAT Number: R027420
• CAS Number: 816-94-4
• Molecular Formula: C44H88NO8P
• Molecular Weight: 790.161
• Purity: ≥95%
• Synonyms: 3,5,9-Trioxa-4-phosphaheptacosan-1-aminium, 4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxooctadecyl)oxy]-, hydroxide, inner salt, 4-?oxide, (R)-; Choline phosphate, 3-ester with L-1,2-distearin (6CI); Choline, hydroxide, dihydrogen phosphate, inner salt,
• Target: Liposome
• Storage: -20°C
• IUPAC Name: [(2R)-2,3-di(octadecanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChI: InChI=1S/C44H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h42H,6-41H2,1-5H3/t42-/m1/s1
• InChIKey: NRJAVPSFFCBXDT-HUESYALOSA-N
• SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC

1,2-<wbr></wbr>Distearoyl-<wbr></wbr>sn-<wbr></wbr>glycero-<wbr></wbr>3-<wbr></wbr>PC is a phospholipid containing the saturated long-<wbr></wbr>chain (18:0) stearic acid inserted at the sn-<wbr></wbr>1 and sn-<wbr></wbr>2 positions. It is commonly used in the generation of micelles, liposomes, and other types of artificial membranes.

Reference

1. E. Sim, P. Cullis, and R. Richards “Physical Studies on Phosphonium Phosphafidylcholine” Journal of Biochemistry, vol. 151 pp. 555-560, 19752. M. Billah and J. Anthes “The regulation and cellular functions of phosphatidylcholine hydrolysis” Biochemistry Journal, Vol. 269 pp. 281-291, 19903. J. Exton “Signaling through Phosphatidylcholine Breakdown” The Journal of Biological Chemistry, Vol. 265(1) pp. 1-4, 19904. Z. Li and D. Vance “Phosphatidylcholine and choline homeostasis” Journal of Lipid Research, Vol. 49 pp. 1187-1194, 2008