Dimyristoylphosphatidylcholine, DL-

Base Information

• Chemical Name: Dimyristoylphosphatidylcholine, DL-
• CAS No.: 18656-38-7
• Molecular Formula: C₃₆H₇₂NO₈P
• Molecular Weight: 677.943
• European Community (EC) Number: 242-481-1
• UNII: U86ZGC74V5
• DSSTox Substance ID: DTXSID4046816
• Wikidata: Q27225712
• RXCUI: 1427050
• Metabolomics Workbench ID: 152542
• ChEMBL ID: CHEMBL316257
• Mol file: 18656-38-7.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 Dimyristoylphosphatidylcholine, DL-

Chemical Property:

• PSA: 121.00000
• LogP: 10.12160
• Storage Temp.: −20°C
• 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:

98%Min ^*data from raw suppliers

1,2-Dimyristoyl-rac-glycero-3-phosphocholine ≥99% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC

Technology Process of Dimyristoylphosphatidylcholine, DL-

There total 11 articles about Dimyristoylphosphatidylcholine, DL- 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: 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;

Reference yield:

vinyl stearate (111-63-7,9003-95-6) + glycerolcholine phosphate (34688-34-1,563-24-6) → dimyristoylphosphatidylcholine (18194-24-6,18656-38-7,64234-00-0,13699-48-4) + 1-stearoyl-sn-glycero-3-phosphocholine (17364-19-1,5655-17-4) + stearic acid (57-11-4)

Guidance literature:

Lecitase surfactant-coated (modified)-immobilized enzyme complex on Amberlite XAD 7; In tert-butyl alcohol; at 60 ℃; for 25.5h; Enzyme kinetics; Enzymatic reaction;

upstream raw materials:

glycerolcholine phosphate

tetradecanoyl chloride

2-bromoethylphosphoric acid dichloride

1,2-dimyristoyl-rac-glycerol

Downstream raw materials:

1,2-dimyristoyl-rac-glycerol

Refernces

• 1、 -. "Process for the production of phospholipids". Page/Page column 12. . Retrieved 2008/06/13.
• 2、 Wolfangel, Peter,Lehnert, Rene,Meyer, Hartmut H.,Mueller, Klaus. "FTIR studies of phospholipid membranes containing monoacetylenic acyl chains". . p. 4833 - 4841. Retrieved 2007/10/03.