| Identification | More | [Name]
1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE | [CAS]
18194-24-6 | [Synonyms]
1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHATIDYLCHOLINE
1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHORYLCHOLINE
1,2-DITETRADECANOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
14:0 PC
BETA-GAMMA-DIMYRISTOYL-L-ALPHA-LECITHIN
DIMYRISTOYL-L-3-LECITHIN
DIMYRISTOYL LECITHIN
DMPC
L-ALPHA-PHOSPHATIDYLCHOLINE, DIMYRISTOYL
L-ALPHA-PHOSPHATIDYLCHOLINE, DIMYRISTOYL (C14:0)
L-BETA,GAMMA-DIMYRISTOYL-ALPHA-LECITHIN
dimyristoyl
l-a-phosphatidylcholinedimyristoyl
(R)-(7-myristoyl-4-oxido-10-oxo-3,5,9-trioxa-4-phosphatricosyl)trimethylammonium 4-oxide
L-a-Lecithin-b,g-dimyristoyl=b,g-Dimyristoyl-L-a-Lecithin=Dimyristoyl-L-a-Lecithin=Dimyristoyl-L-3-Lecithin
Lecithin-b,g-Dimyristoyl-L-a-=Dimyristoyl-L-a-L
1,2-Dimyristoyl-SN-Glycero-3-Phospho-Choline-D54
DIMYRISTOYL-L-3-LECITHIN Synthetic
1,2-Ditetradecanoyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, 1,2-dimyristoyl, L-β,γ-Dimyristoyl-α-lecithin | [EINECS(EC#)]
242-085-9 | [Molecular Formula]
C36H72NO8P | [MDL Number]
MFCD00036901 | [Molecular Weight]
677.93 | [MOL File]
18194-24-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white powder | [Melting point ]
220°C(lit.) | [storage temp. ]
−20°C
| [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
White to Off-White | [Stability:]
Stable, but heat sensitive-store at-20 C. Incompatible with strong oxidizing agents. | [BRN ]
3921768 | [InChI]
InChI=1/C36H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h34H,6-33H2,1-5H3/t34-/s3 | [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) |
| Hazard Information | Back Directory | [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.1,2,3 | [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]
| [Definition]
ChEBI: A 1,2-diacyl-sn-glycero-3-phosphocholine where the two phosphatidyl acyl groups are specified as tetradecanoyl (myristoyl). | [General Description]
Phosphatidylcholine (PC) is a strong bilayer-forming lipid. It the most common phospholipid in mammalian membranes. It is also an important component of the mucosal layer of the colon. | [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 |
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