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| | 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Basic information |
| Product Name: | 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE | | Synonyms: | (R)-(7-myristoyl-4-oxido-10-oxo-3,5,9-trioxa-4-phosphatricosyl)trimethylammonium 4-oxide;1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE;1,2-Ditetradecanoyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, 1,2-dimyristoyl, L-β,γ-Dimyristoyl-α-lecithin;[O-(1-O,2-O-Dimyristoyl-L-glycero-3-phospho)choline]anion;1,2-Dimyristoyl-L-3-phosphatidylcholine;sn-3-Dimyristoyllecithin;β,γ-Dimyristoyl-L-α-phosphatidylcholine;L-β,γ-Dimyristoyl-α-lecithin | | CAS: | 18194-24-6 | | MF: | C36H72NO8P | | MW: | 677.93 | | EINECS: | 242-085-9 | | Product Categories: | Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives | | Mol File: | 18194-24-6.mol |  |
| | 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Chemical Properties |
| Melting point | 220°C(lit.) | | storage temp. | -20°C | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Solid | | color | White to Off-White | | BRN | 3921768 | | Stability: | Stable, but heat sensitive - store at -20℃. Incompatible with strong oxidizing agents. | | InChIKey | CITHEXJVPOWHKC-UUWRZZSWSA-N | | SMILES | [C@@H](OC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C |&1:0,r| | | CAS DataBase Reference | 18194-24-6(CAS DataBase Reference) |
| WGK Germany | 3 | | F | 10-21 | | HS Code | 29232000 | | Storage Class | 11 - Combustible Solids |
| | 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Usage And Synthesis |
| Description | 1,2-Dimyristoyl-sn-glycero-3-PC (DMPC) is a phospholipid containing 14:0 fatty acids at the sn-1 and sn-2 positions. It is a synthetic phosopholipid that has been used for liposome production in order to study the properties of lipid bilayer. | | Chemical Properties | white powder | | Uses | 1,2-dimyristoyl-sn-glycero-3-phosphocholine is a phospholipid containing 14:0 fatty acids at the sn-1 and sn-2 positions. It is a synthetic phosopholipid that can be used for liposome production in order to study the properties of lipid bilayer.[Cayman Chemical] | | Uses | 1,2-Dimyristoyl-sn-glycero-3-phosphocholine has been used as a standard for phospholipid analysis by LC-ESI-MS. | | Definition | ChEBI: A 1,2-diacyl-sn-glycero-3-phosphocholine where the two phosphatidyl acyl groups are specified as tetradecanoyl (myristoyl). | | General Description |
1,2-dimyristoyl-sn-glycero-3-phosphocholine is a synthetic phospholipid used in liposomes and lipid bilayers for the study of biological membranes.
| | Biochem/physiol Actions | Phosphatidylcholine (PC) functions as a surfactant within the mucus to form a hydrophobic surface to inhibit bacterial penetrance. It is used to treat fat embolism. Phosphatidylcholine lowers the levels of cholesterol and triglycerides. | | Purification Methods | It has three forms 1, 2 and '. Recrystallise it from aqueous EtOH or EtOH/Et2O. Its solubility at 22-23o in Et2O is 0.03%, in Me2CO it is 0.06% and in pyridine it is 1.3%. [Baer & Kates J Am Chem Soc 72 942 1950, Baer & Maurakas J Am Chem Soc 74 158 1952, IR: Marinetti & Stotz J Am Chem Soc 76 1347 1954.] The S-isomer with 1H2O is recrystallised from 2,6-dimethylheptan-4-one and has m 226-227o (sintering at 90-95o), and [] 20D -7o (c 6, MeOH/CHCl3 1:1). [Baer & Martin J Biol Chem 193 835 1951, Beilstein 4 IV 1463.] | | References | [1] AKIKO UEMURA. Induction of immune responses against glycosphingolipid antigens: comparison of antibody responses in mice immunized with antigen associated with liposomes prepared from various phospholipids.[J]. Journal of Veterinary Medical Science, 2005, 67 12: 1197-1201. DOI: 10.1292/jvms.67.1197
[2] P MéLéARD. Bending elasticities of model membranes: influences of temperature and sterol content.[J]. Biophysical journal, 1997, 72 6: 2616-2629. DOI: 10.1016/s0006-3495(97)78905-7
[3] JOHN F. NAGLE Stephanie T N. Structure of lipid bilayers[J]. Biochimica et Biophysica Acta (BBA) - Reviews on Biomembranes, 2000, 1469 3: Pages 159-195. DOI: 10.1016/s0304-4157(00)00016-2 |
| | 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Preparation Products And Raw materials |
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