850464P

18:0-14:0 PC

1-stearoyl-2-myristoyl-sn-glycero-3-phosphocholine, powder

• Synonym(s): 1-octadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholine; SMPC; PC(18:0/14:0)
• Empirical Formula (Hill Notation): C₄₀H₈₀NO₈P
• CAS Number: 206640-20-2
• Molecular Weight: 734.04
• UNSPSC Code: 51191904
• NACRES: NA.25

Properties

• assay: >99% (TLC)
• form: powder
• packaging: pkg of 1 × 25 mg (850464P-25mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand 850464P
• lipid type: cardiolipins; phospholipids
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: [O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O)=O

Description

General description

Phosphatidylcholine (PC) is a choline containing, zwitterionic phospholipid. It is the abundant phospholipid, constituting between 30-60%. PC has a head group consisting of phosphate, choline and glycerol esterified at C1 and C2 positions with long-chain fatty acyl alcohol. In the structure, quaternary amine choline is essential for its function. The tail group contains both saturated and unsaturated long-chain fatty acyl alcohol. In eukaryotes, the fatty acid chain length may vary up to C26.

Phosphatidylcholines (PCs) are phospholipids, that are abundantly present in the membrane. The fatty acids in the sn-1 and sn-2 positions of PCs are covalently attached to a glycerol with the help of ester bonds.

Application

18:0-14:0 PC (1-stearoyl-2-myristoyl-sn-glycero-3-phosphocholine) has been used:

• as a standard for ultraperformance liquid chromatography-triple quadrupole time-of-flight mass spectrometry (UPLC–QTOF) for the lipid profiling of human plasma
• as a standard for liquid chromatography-mass spectrometry(LC-MS)
• in vesicle preparation

18:0-14:0 PC (1-stearoyl-2-myristoyl-sn-glycero-3-phosphocholine) may be used in liposomes to study its interference in the proliferation of several cell lines by transmission electron microscopy (TEM).

Biochem/physiol Actions

Phosphatidylcholine (PC) is the precursor for the synthesis of sphingomyelin and phosphatidylserine. PC is essential for the synthesis of second messengers like fatty acids, diacylglycerol (DAG), phosphatidic acid (PA) and lysophosphatidylcholine. The primary source of PC in the mammals is through Cytidine diphosphate (CDP)-choline/Kennedy pathway by the utilization of choline. 18:0-14:0 PC (1-stearoyl-2-myristoyl-sn-glycero-3-phosphocholine/SMPC) has two saturated chains of stearoyl (C18) and myristoyl (C14). The vesicles formed by SMPC behaves like solid shells and exhibit only weak shape fluctuations.

Phosphatidylcholine (PC) may participate in the signaling of neuronal differentiation.

Packaging

5 mL Amber Glass Screw Cap Vial (850464P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable