6931-84-6

Basic information

• Product Name: 1-palmitoyl-2-linoleoylphosphatidylcholine
• Synonyms: 1-palmitoyl-2-linoleoylphosphatidylcholine;1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine
• CAS NO: 6931-84-6
• Molecular Formula: C₄₂H₈₀NO₈P
• Molecular Weight: 758.07
• EINECS: 232-307-2
• Mol File: 6931-84-6.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-palmitoyl-2-linoleoylphosphatidylcholine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-palmitoyl-2-linoleoylphosphatidylcholine(6931-84-6)
• EPA Substance Registry System: 1-palmitoyl-2-linoleoylphosphatidylcholine(6931-84-6)

Safety Data

• Hazardous Substances Data: 6931-84-6(Hazardous Substances Data)

Usage

Description

1-palmitoyl-2-linoleoylphosphatidylcholine is a phospholipid that consists of a glycerol backbone esterified with a palmitoyl group at the first position and a linoleoyl group at the second position. It is a type of phosphatidylcholine with the specific acyl groups hexadecanoyl (palmitoyl) and 9Z,12Z-octadecadienoyl (linoleoyl), which are important for the structural integrity and functions of cell membranes.

Uses

Used in Pharmaceutical Industry:
1-palmitoyl-2-linoleoylphosphatidylcholine is used as a key component in the formulation of liposomes for drug delivery. Its amphiphilic nature allows it to form stable bilayer structures, which can encapsulate and protect hydrophobic and hydrophilic drugs, enhancing their solubility, bioavailability, and targeted delivery.
Used in Cosmetic Industry:
1-palmitoyl-2-linoleoylphosphatidylcholine is used as an emulsifier and skin conditioning agent in cosmetic products. Its ability to form lipid bilayers helps to stabilize emulsions and improve the texture and feel of creams, lotions, and other skincare formulations. Additionally, it may contribute to maintaining the skin's barrier function and moisture levels.
Used in Food Industry:
1-palmitoyl-2-linoleoylphosphatidylcholine is used as an emulsifier and stabilizer in various food products. It helps to improve the texture, consistency, and shelf life of foods by reducing the tendency of ingredients to separate. It is particularly useful in the production of margarine, spreads, and other fat-based products.
Used in Biomedical Research:
1-palmitoyl-2-linoleoylphosphatidylcholine is used as a model lipid for studying the properties and functions of biological membranes. Its well-defined structure allows researchers to investigate the behavior of lipids in model systems, providing insights into the organization, dynamics, and interactions of membrane components.

InChI:InChI=1/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h14,16,20-21,40H,6-13,15,17-19,22-39H2,1-5H3/b16-14-,21-20-

Upstream product

• 60-33-3 linoleic acid 
• 17364-18-0 1-palmitoyllysophosphatidylcholine 
• 55357-38-5 choline tosylate 
• 34688-34-1 glycerolcholine phosphate 
• 14912-92-6 caesium palmitate 
• 1455-05-6 2-chloroethyl phosphorodichloridate 
• 65886-78-4 1-O-palmitoyl-2-arachidonoyl-glycerol 
• 75-50-3 trimethylamine 
• 17364-16-8 1-palmitoyl-sn-glycero-3-phosphocholine 
• 506-32-1 all cis 5,8,11,14-eicosatetraenoic acid 
• 57-10-3 1-hexadecylcarboxylic acid 
• 1487-50-9 1-O-hexadecanoyl-3-O-benzyl-sn-glycerol 
• 256494-17-4 1-O-palmitoyl-3-[methyl α-(2,4-dinitrophenyl)acetate]glycerol 
• 256494-15-2 1-O-palmitoyl-2-arachidonoyl-3-benzylglycerol 

Downstream Products

• 10219-69-9 (R,S)-coriolic acid 
• 73543-67-6 (10E,12Z)-9-hydroxy-10,12-octadecadienoic acid 
• 115185-06-3 9-Hode 
• 32819-31-1 [14C]-13-Hydroxyoctadecadienoic acid 
• 17364-16-8 1-palmitoyl-sn-glycero-3-phosphocholine 
• 117205-52-4 1-hexadecanoyl-2-(9-carboxynonanoyl)glycerophosphocholine 
• 54672-38-7 (R)-1,2-diacetoxy glycerylphosphoryl choline 

Relevant articles and documents

Synthesis of phosphatidylcholine with conjugated linoleic acid and studies on its cytotoxic activity

Phospholipids with conjugated linoleic acid (CLA), which are potential lipid prodrugs, were synthesised. CLA was obtained by the alkali-isomerisation of linoleic acid and was subsequently used in the synthesis of 1,2-di(conjugated)linoleoyl-sn-glycero-3-phosphocholine in good (82%) yield. 1-Palmitoyl-2-(conjugated)linoleoyl-sn-glycero-3-phosphocholine was obtained by a two-step synthesis in 87% yield. All the compounds were tested in an in vitro cytotoxicity assay against two human cancer cell lines, HL-60 and MCF-7, and a mouse fibroblast cell line, Balb/3T3. The free form of CLA exhibited the highest activity against all cancer cell lines. Results obtained for the Balb/3T3 line proved that phosphatidylcholine derivatives decreased the cytotoxic effect of CLA against healthy cell lines.

Total synthesis of 2-(5,6-epoxyisoprostane A2)phosphorylcholine and elucidation of the relative configuration of the isoprostane moiety

(Chemical Equation Presented) The two possible diastereomers of 5,6-epoxyisoprostane A2 were synthesized efficiently through aldol condensations of a substituted cyclopentenone and the corresponding epoxyaldehydes (see picture). The relative configurations of the products were assigned by comparing their 1H NMR spectra with literature data. Condensation of the epoxyisoprostane A2 with lysophosphorylcholine (lyso-PC) then furnished the title lipid.

Novel pharmaceutical composition of ceftiofur

The present invention relates to a pharmaceutical oily suspension comprising cephalosporin antibiotic or its pharmaceutically acceptable salt, at least a biocompatible oil, a wetting agent, a dispersing agent and a resuspendibility enhancer, said suspension has improved properties, such as resuspendibility and chemical stability and process thereof.