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

Base Information

• Chemical Name: 1,2-Dimyristoyl-sn-glycero-3-phosphocholine
• CAS No.: 18194-24-6
• Molecular Formula: C36H72NO8P
• Molecular Weight: 677.943
• Hs Code.: 29232000
• European Community (EC) Number: 242-085-9
• UNII: 52QK2NZ2T0
• DSSTox Substance ID: DTXSID00860227
• Wikipedia: Dimyristoylphosphatidylcholine
• Wikidata: Q27120592
• NCI Thesaurus Code: C61726
• Metabolomics Workbench ID: 13345
• ChEMBL ID: CHEMBL451503
• Mol file: 18194-24-6.mol

Synonyms:1,2 Dimyristoyl glycero 3 phosphorylcholine;1,2 Ditetradecanoyl glycero 3 phosphocholine;1,2 Ditetradecyl glycero 3 phosphocholine;1,2-Dimyristoyl-glycero-3-phosphorylcholine;1,2-Ditetradecanoyl-glycero-3-phosphocholine;1,2-Ditetradecyl-glycero-3-phosphocholine;Dimyristoyllecithin;Dimyristoylphosphatidylcholine;DMCP;DMPC

Chemical Property of 1,2-Dimyristoyl-sn-glycero-3-phosphocholine

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 220°C(lit.)
• Boiling Point: > 300oC
• PSA: 121.00000
• LogP: 10.12160
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 11.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 36
• Exact Mass: 677.49955525
• Heavy Atom Count: 46
• Complexity: 765

Purity/Quality:

99%, ^*data from raw suppliers

1,2-Dimyristoyl-sn-glycero-3-phosphocholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Plant Oils and Extracts
• Canonical SMILES: CCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC
• 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.
• 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] 1,2-Dimyristoyl-sn-glycero-3-phosphocholine has been used as a standard for phospholipid analysis by LC-ESI-MS.

Technology Process of 1,2-Dimyristoyl-sn-glycero-3-phosphocholine

There total 30 articles about 1,2-Dimyristoyl-sn-glycero-3-phosphocholine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

→ dimyristoylphosphatidylcholine (18194-24-6)

Guidance literature:

Reference yield: 70.0%

glycerolcholine phosphate (34688-34-1,563-24-6) + myristic acid imidazolide (69205-89-6) → dimyristoylphosphatidylcholine (18194-24-6,18656-38-7,64234-00-0,13699-48-4) + 1-myristoyl-2-lyso-sn-glycero-3-phosphatidylcholine (13699-45-1)

Guidance literature:

With 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene on polystyrene.HL; cadmium(II) chloride; In chloroform; dimethyl sulfoxide; at 40 ℃; for 4h;

DOI:10.1080/00397919408010612

Reference yield: 69.0%

n-tetradecanoic acid (544-63-8) → dimyristoylphosphatidylcholine (18194-24-6,18656-38-7,64234-00-0,13699-48-4)

Guidance literature:

n-tetradecanoic acid; With 1,1'-carbonyldiimidazole; In chlorobenzene; Reflux;

silica-supported glycerophosphatidylcholine; In chlorobenzene;

upstream raw materials:

glycerolcholine phosphate

tetradecanoyl chloride

2-bromoethylphosphoric acid dichloride

1,2-dimyristoyl-rac-glycerol

Downstream raw materials:

L-λ-myristoyl lysolecithin

glycerol 1,3-dimyristate

1-myristoyl-2-hydroxy-sn-glycero-3-phosphocholine

n-tetradecanoic acid

Refernces

• 1、 Ishihara, Masami,Sano, Atsunori. "Facile and useful synthesis of enantiomeric phosphatidylcholines". . p. 1096 - 1098. Retrieved 1996.
• 2、 -. "Process for the production of phospholipids". Page/Page column 12. . Retrieved 2008/06/13.