850464P
Avanti
18:0-14:0 PC
1-stearoyl-2-myristoyl-sn-glycero-3-phosphocholine, powder
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Synonym(s):
1-octadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholine; SMPC; PC(18:0/14:0)
Empirical Formula (Hill Notation):
C40H80NO8P
Recommended Products
Assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 25 mg (850464P-25mg)
manufacturer/tradename
Avanti Polar Lipids 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
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)
also commonly purchased with this product
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Find documentation for the products that you have recently purchased in the Document Library.
Microenvironmental differences and changes in bilayers of unilamellar vesicles probed by spectroscopic and kinetic parameters
Wen S, et al.
Journal of Colloid and Interface Science, 278(2), 488-496 (2004)
Bending stiffness of biological membranes: What can be measured by neutron spin echo?
Mell M, et al.
The European physical journal. E, Soft matter, 36(7), 75-75 (2013)
Biochemistry of Lipids, Lipoproteins and Membranes (2015)
Development of lipidomic platform and phosphatidylcholine retention time index for lipid profiling of rosuvastatin treated human plasma
Choi JM, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 944, 157-165 (2014)
Regulation of endogenic metabolites by rosuvastatin in hyperlipidemia patients: An integration of metabolomics and lipidomics
Lee H, et al.
Chemistry and Physics of Lipids, 214, 69-83 (2018)
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