Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C21H44NO7P
CAS Number:
Molecular Weight:
453.55
UNSPSC Code:
12352211
NACRES:
NA.25
assay
>99% (TLC)
form
methanol solution
packaging
pkg of 1 × 1 mL (LM1600-1EA)
manufacturer/tradename
Avanti Research™ - A Croda Brand
concentration
~10 μg/mL (Refer to C of A for lot specific concentration. )
application(s)
lipidomics
metabolomics
shipped in
dry ice
storage temp.
−20°C
SMILES string
O[C@](COP(O)(OCC[N+](C)(C)C)=O)([H])COC(CCCCCCCCCCCC)=O
InChI
1S/C21H44NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22(2,3)4/h20,23H,5-19H2,1-4H3/p+1/t20-/m1/s1
InChI key
WNRCJJWBAXNAPE-HXUWFJFHSA-O
General description
Lysophosphatidylcholine (LPC) is a polar lipid, localized to the cell membranes of oxidized lipoproteins.
Application
13:0 Lyso LPC or 1-tridecanoyl-sn-glycero-3-phosphocholine has been used as an internal standard in:
- lipid extraction from brain tissues
- lipid extraction from macrophages using modified Bligh and Dyer protocol
- liquid chromatography/MS analyses of lysophospholipids
Biochem/physiol Actions
Lysophosphatidylcholine (LPC) is known to be a bioactive molecule, associated with the progression of atherosclerosis, with findings of high concentration of LPC in the lesions/plaques. Higher levels of LPC are also found in oxidatively damaged low-density lipoprotein (oxLDL) indicating cardiovascular disease. LPC is involved in various biological processes such as vascular reproduction, development and myelination. It is also known to be implicated in neuronal diseases and cancer.
Packaging
2 mL Amber Glass Sealed Ampule (LM1600-1EA)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Disclaimer
Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.
signalword
Danger
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1
target_organs
Eyes
Storage Class
3 - Flammable liquids
wgk
WGK 2
flash_point_f
49.5 °F - closed cup
flash_point_c
9.7 °C - closed cup
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Kasey C Vickers et al.
Atherosclerosis, 211(1), 122-129 (2010-05-11)
Calcifying vascular cells in human atherosclerotic plaques actively contribute to ectopic vascular mineralization. Lyso-phosphatidylcholine (LPC), a product of oxidized phosphatidylcholine hydrolysis, is found at concentrations of 1-12 microg/g tissue throughout the atheroma. The objective of this study was to determine
Jaewoo Choi et al.
Chemical research in toxicology, 24(1), 111-118 (2010-10-27)
Elevated levels of lysophosphatidylcholine (lysoPC), present in oxidatively damaged low-density lipoprotein (oxLDL), are implicated in cardiovascular complications. LysoPC is generated by free radical-catalyzed oxidation of polyunsaturated PCs to oxidatively truncated phosphophatidylcholines (oxPCs). It is known that oxPCs are especially susceptible
Shayne A Snider et al.
The Journal of biological chemistry, 293(29), 11600-11611 (2018-06-09)
Choline is an essential nutrient that is required for synthesis of the main eukaryote phospholipid, phosphatidylcholine. Macrophages are innate immune cells that survey and respond to danger and damage signals. Although it is well-known that energy metabolism can dictate macrophage