P3556

L-α-Phosphatidylcholine

egg yolk, Type XVI-E, ≥99% (TLC), lyophilized powder

• Synonym(s): 1,2-Diacyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, L-α-Lecithin, Azolectin, PC
• CAS Number: 8002-43-5
• Beilstein: 5209585
• EC Number: 232-307-2
• UNSPSC Code: 51321705
• NACRES: NA.25

Properties

• biological source: egg yolk
• Quality Level: 200
• type: Type XVI-E
• Assay: ≥99% (TLC)
• form: lyophilized powder
• functional group: phospholipid
• lipid type: phosphoglycerides
• shipped in: ambient
• 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 belongs to the class of glycerophoshpolipids and contains choline as the head-group. Choline is attached to the glycerol of fatty acids ester-bound to backbone. It is the major phospholipid found in eukaryotic organism.

Application

L-α-Phosphatidylcholine has been used:

• to form a thin lipid film used in Kupffer cell depletion by liposome-encapsulated clodronate
• as a component of assay buffer used in γ-secretase in vitro assay
• in the preparation of substrate mix for its use in HPLC (high performance liquid chromatography) assay of 5-lipoxygenase enzyme activity

Biochem/physiol Actions

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

It also acts as a source of lipid messengers/ bioactive lipids including: lysophosphatidylcholine, diacylglycerol, phosphatidic acid, lysophosphatidylcholine, arachidonic acid and platelet activating factor. Phosphatidylcholine is produced in the liver by the CDP-choline (cytidine diphosphocholine) pathway.

Packaging

Packaged under Argon

Preparation Note

Prepared by a modification of the procedure of Singleton, W.S., et al., J. Am. Oil Chem. Soc., 42, 53 (1965).

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves