1,2-Dipalmitoylphosphatidylcholine

Base Information

• Chemical Name: 1,2-Dipalmitoylphosphatidylcholine
• CAS No.: 2644-64-6
• Deprecated CAS: 159022-81-8,173839-68-4,2797-68-4,67118-46-1,36441-53-9,82623-33-4,90289-55-7,107041-15-6,215369-06-5
• Molecular Formula: C₄₀H₈₀NO₈P
• Molecular Weight: 734.051
• Hs Code.: 2923200000
• European Community (EC) Number: 220-153-9
• UNII: 2W15RT5V7V
• DSSTox Substance ID: DTXSID50910226
• Wikipedia: Dipalmitoylphosphatidylcholine
• Wikidata: Q2587934
• RXCUI: 1926947
• Mol file: 2644-64-6.mol

Synonyms:1,2 Dihexadecyl sn Glycerophosphocholine;1,2 Dipalmitoyl Glycerophosphocholine;1,2 Dipalmitoylphosphatidylcholine;1,2-Dihexadecyl-sn-Glycerophosphocholine;1,2-Dipalmitoyl-Glycerophosphocholine;1,2-Dipalmitoylphosphatidylcholine;Dipalmitoyl Phosphatidylcholine;Dipalmitoylglycerophosphocholine;Dipalmitoyllecithin;Dipalmitoylphosphatidylcholine;Phosphatidylcholine, Dipalmitoyl

Chemical Property of 1,2-Dipalmitoylphosphatidylcholine

Chemical Property:

• Melting Point: 190 °C (decomp)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 121.00000
• Density: g/cm³
• LogP: 11.68200
• Storage Temp.: −20°C
• XLogP3: 13.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 40
• Exact Mass: 733.56215551
• Heavy Atom Count: 50
• Complexity: 826

Purity/Quality:

99% ^*data from raw suppliers

1,2-Dipalmitoyl-rac-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: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC
• Uses: 1,2-Dipalmitoyl-rac-glycero-3-phosphocholine is a fatty acid derivative used as an acylating agent, such as in the preparation of acylated S413-?PV cell-?penetrating peptides.

Technology Process of 1,2-Dipalmitoylphosphatidylcholine

There total 14 articles about 1,2-Dipalmitoylphosphatidylcholine 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: 83.0%

1-palmitoyllysophosphatidylcholine (17364-18-0) + 1-hexadecylcarboxylic acid (57-10-3) → 1,2-dipalmitoyl-rac-glycero-3-phosphatidylcholine (2644-64-6,2797-68-4)

Guidance literature:

With 1-methyl-1H-imidazole; 2,6-Dichlorobenzoyl chloride; In dichloromethane; at 20 ℃; for 13h;

DOI:10.1055/s-2005-871973

Reference yield: 71.7%

glycerolcholine phosphate (34688-34-1,563-24-6) + 1-hexadecylcarboxylic acid (57-10-3) → 1,2-dipalmitoyl-rac-glycero-3-phosphatidylcholine (2644-64-6,2797-68-4)

Guidance literature:

With triethylamine; dicyclohexyl-carbodiimide; In chloroform; at 20 ℃; Reagent/catalyst; Inert atmosphere;

Reference yield: 55.1%

rac-1,2-dipalmitoylglycerol (1042289-75-7) + choline tosylate (55357-38-5) → 1,2-dipalmitoyl-rac-glycero-3-phosphatidylcholine (2644-64-6,2797-68-4)

Guidance literature:

rac-1,2-dipalmitoylglycerol; With triethylamine; trichlorophosphate; In chloroform; at 10 ℃; for 4.5h; Inert atmosphere;

choline tosylate; With pyridine; In chloroform; for 15.5h; Inert atmosphere;

upstream raw materials:

palmitic acid carboimidazolide

glycerolcholine phosphate

choline chloride

trimethylamine

Downstream raw materials:

D-dipalmitoylphosphatidylcholine

1,2-Dipalmitoylphosphatidic acid

1-palmitoyllysophosphatidylcholine

1-palmitoyl-sn-glycero-3-phosphocholine

Refernces

• 1、 -. "Preparation method of synthetic phospholipid DPPC (dipalmitoyl phosphatidylcholine)". Paragraph 0027. . Retrieved 2017/01/17.
• 2、 -. "Process for the production of phospholipids". Page/Page column 12. . Retrieved 2008/06/13.