Dilinoleoylphosphatidylcholine

Base Information

• Chemical Name: Dilinoleoylphosphatidylcholine
• CAS No.: 6542-05-8
• Molecular Formula: C44H80 N O8 P
• Molecular Weight: 782.095
• Mol file: 6542-05-8.mol

Synonyms:1,2-dilinoleoyl-3-glycerophosphocholine;1,2-linoleoyl-sn-glycero-3-phosphocholine;1,2-linoleoylphosphatidylcholine;1,2-linoleoylphosphatidylcholine, (R-(all Z))-isomer;1,2-linoleoylphosphatidylcholine, 14C-labeled cpd, (R-(all Z))-isomer;dilinoleoyl phosphatidylcholine;dilinoleoyllecithin;dilinoleoylphosphatidylcholine;DLPC lipid

Chemical Property of Dilinoleoylphosphatidylcholine

Chemical Property:

• PSA: 121.00000
• LogP: 12.34640
• XLogP3: 12.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 40
• Exact Mass: 781.56215551
• Heavy Atom Count: 54
• Complexity: 1060

Purity/Quality:

98% ^*data from raw suppliers

1,2-Dilinoleoyl-sn-glycero-3-PC ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCC=CCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC
• Isomeric SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC
• Description: DLPC, also known as 1,2-dilinoleoyl-sn-glycero-3-phosphatidylcholine is a phospholipid containing the unsaturated (18:2) linoleic acid inserted at the sn-1 and sn-2 positions. It self assembles in water and can be used to generate micelles, liposomes, and other types of artificial membrane.

Technology Process of Dilinoleoylphosphatidylcholine

There total 3 articles about Dilinoleoylphosphatidylcholine 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:

linoleyl chloride (7459-33-8) + 2C8H20NO6P*CdCl2 → 1,2-Dilinoleoyl-sn-glycerol-3-phosphorylcholine (6542-05-8)

Guidance literature:

With pyridine; In chloroform;

Reference yield:

3-hydroxypropane-1,2-diyl (9Z,9’Z,12Z,12’Z)-bis(octadeca-9,12-dienoate) (24529-89-3,68069-29-4,125356-49-2,2442-62-8) + choline chloride (67-48-1) → 1,2-Dilinoleoyl-sn-glycerol-3-phosphorylcholine (6542-05-8)

Guidance literature:

Multistep reaction; (i) POCl₃, CHCl₃, (ii) /BRN= 3563126/, Py, quinoline;

Reference yield:

→ 1,2-Dilinoleoyl-sn-glycerol-3-phosphorylcholine (6542-05-8)

Guidance literature:

GPC, N-Linoleoylimidazol (Carbonyldiimidazol, Linoleinsaeure);

DOI:10.1016/0009-3084(78)90018-X

upstream raw materials:

linoleyl chloride

3-hydroxypropane-1,2-diyl (9Z,9’Z,12Z,12’Z)-bis(octadeca-9,12-dienoate)

choline chloride

Downstream raw materials:

(9Z,11E)-13-hydroperoxyoctadeca-9,11-dienoic acid

(9E,11E,13R,S)-13-hydroperoxy-9,11-octadecadienoic acid

(9R,S,10E,12E)-9-hydroperoxy-10,12-octadecadienoic acid

9(S)-hydroperoxyoctadeca-10Z,12E-dienoic acid