P4279

L-α-Phosphatidylcholine

egg yolk, Type XIII-E, 100 mg/mL in ethanol, solution

• Synonym(s): 1,2-Diacyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, L-α-Lecithin, Azolectin, PC
• CAS Number: 8002-43-5
• Beilstein: 5209585
• UNSPSC Code: 51321705
• NACRES: NA.25

Properties

• biological source: egg yolk
• type: Type XIII-E
• Assay: ≥99% (TLC)
• form: solution
• concentration: 100 mg/mL in ethanol
• functional group: phospholipid
• lipid type: phosphoglycerides
• storage temp.: −20°C
• SMILES string: [P](=O)([O-])(OC[C@H](OC(=O)CCCCCCC\C=C/C\C=C/CCCCC)COC(=O)CCCCCCCCCCCCCCC)OCC[N+](C)(C)C
• InChI: 1S/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-/t40-/m1/s1
• InChI key: JLPULHDHAOZNQI-ZTIMHPMXSA-N

Description

General description

Phosphatidylcholine is the major membrane phospholipid in eukaryotic cells.[1] This structural component of the cellular membrane is the source of the bioactive lipids lysophosphatidylcholine, phosphatidic acid, diacylglycerol, lysophosphatidylcholine, platelet-activating factor, and arachidonic acid.

Application

L-α-Phosphatidylcholine has been used in differential lipid partitioning experiments of xenobiotics and natural compounds to determine trioleoylglycerol (TG) and phosphatidylcholine (PC) coefficients (KTG/PC) for partitioning of lipophilic chemicals.[2]

Biochem/physiol Actions

A major structural phospholipid in brain, comprising approx. 15% of total lipid; primarily localized to gray matter.

Phosphatidylcholine serves as a reservoir for several lipid messengers.[1] Phosphatidylcholine is used for the preparation of vesicle suspensions, commonly called liposomes or monolayers.[3]

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H319
• Precautionary Statements: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 1
• Flash Point(F): 60.8 °F
• Flash Point(C): 16 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves