850102P
Avanti
16:0 Lyso PI
1-palmitoyl-2-hydroxy-sn-glycero-3-phosphoinositol (ammonium salt), powder
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Synonym(s):
1-hexadecanoyl-2-hydroxy-sn-glycero-3-phospho-(1′-myo-inositol) (ammonium salt); PI(16:0/0:0; 110717
Empirical Formula (Hill Notation):
C25H52NO12P
Recommended Products
Assay
>99% (LPI; may contain up to 10% of the 2-LPI isomer, TLC)
form
powder
packaging
pkg of 1 × 100 μg (with stopper and crimp cap (850102P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850102P-500ug))
manufacturer/tradename
Avanti Polar Lipids 850102P
lipid type
phosphoglycerides
shipped in
dry ice
storage temp.
−20°C
SMILES string
[H][C@@](COP([O-])(O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)=O)(O)COC(CCCCCCCCCCCCCCC)=O.[NH4+]
General description
Lysophosphatidylinositol (LPI) is a bioactive lipid.
Application
16:0 Lyso PI (1-palmitoyl-2-hydroxy-sn-glycero-3-phosphoinositol) has been used as a lipid standard in the optimization of the liquid chromatography–mass spectrometry (LC-MS) method conditions and also has been used as lysophosphatidylinositol (LPI) substrates in lysophosphatidylinositol acyltransferase biochemical assay to assay lyso-phosphatidylinositol acyltransferase (LPIAT) activity of liver microsomes. It may also be used as synthetic LPI to compare its effect with LPI from liver in transferrin (Tf)mediated endocytosis.
Biochem/physiol Actions
Increased circulating levels of L-alpha-lysophosphatidylinositol (LPI) are associated with cancer and LPI is a potent ligand for the G-protein-coupled receptor GPR55.
Lysophosphatidylinositol (LPI) has the ability to modulate cancer cell migration. It can control the functions of endothelium. LPI can serve as an autocrine regulator of cell growth, hence its known to participate in cancer progression. It can stimulate signaling cascades, that are essential for survival, migration and proliferation of cells.
Packaging
2 mL Amber Serum Vial with Stopper and Crimp Cap (850102P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850102P-500ug)
also commonly purchased with this product
Product No.
Description
Pricing
WGK
WGK 3
Flash Point(F)
No data available
Flash Point(C)
No data available
Certificates of Analysis (COA)
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Emily L Ruban et al.
Biochemical Society transactions, 42(5), 1372-1377 (2014-09-19)
Lysophosphatidylinositol (LPI) is a well-known bioactive lipid that is able to activate signalling cascades relevant to cell proliferation, migration, survival and tumorigenesis. Our previous work suggested that LPI is involved in cancer progression since it can be released in the
Roberto Piñeiro et al.
Biochimica et biophysica acta, 1821(4), 694-705 (2012-01-31)
Lysophosphatidylinositol (LPI) is a bioactive lipid generated by phospholipase A2 which is believed to play an important role in several diseases. Indeed LPI can affect various functions such as cell growth, differentiation and motility, in a number of cell-types, including
Robert N Helsley et al.
eLife, 8 (2019-10-18)
Recent studies have identified a genetic variant rs641738 near two genes encoding membrane bound O-acyltransferase domain-containing 7 (MBOAT7) and transmembrane channel-like 4 (TMC4) that associate with increased risk of non-alcoholic fatty liver disease (NAFLD), non-alcoholic steatohepatitis (NASH), alcohol-related cirrhosis, and
Ieva Ailte et al.
Traffic (Copenhagen, Denmark), 18(3), 176-191 (2017-01-10)
In this study, we have investigated how clathrin-dependent endocytosis is affected by exogenously added lysophospholipids (LPLs). Addition of LPLs with large head groups strongly inhibits transferrin (Tf) endocytosis in various cell lines, while LPLs with small head groups do not.
Ieva Ailte et al.
Scientific reports, 6, 30336-30336 (2016-07-28)
Shiga toxin (Stx), an AB5 toxin, binds specifically to the neutral glycosphingolipid Gb3 at the cell surface before being transported into cells. We here demonstrate that addition of conical lysophospholipids (LPLs) with large head groups inhibit Stx binding to cells
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