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850102P

Avanti

16:0 Lyso PI

1-palmitoyl-2-hydroxy-sn-glycero-3-phosphoinositol (ammonium salt), powder

Synonym(s):

1-hexadecanoyl-2-hydroxy-sn-glycero-3-phospho-(1′-myo-inositol) (ammonium salt); PI(16:0/0:0; 110717

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About This Item

Empirical Formula (Hill Notation):
C25H52NO12P
CAS Number:
141553-69-7
Molecular Weight:
589.65
UNSPSC Code:
51191904
NACRES:
NA.25

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 Research™ - A Croda Brand 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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

No data available

flash_point_c

No data available

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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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
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
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
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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