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850102P

Avanti

16:0 Lyso PI

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

Sinónimos:

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

Fórmula empírica (notación de Hill):
C25H52NO12P
Número de CAS:
141553-69-7
Peso molecular:
589.65
Código UNSPSC:
51191904
NACRES:
NA.25

Ensayo

>99% (LPI; may contain up to 10% of the 2-LPI isomer, TLC)

Formulario

powder

envase

pkg of 1 × 100 μg (with stopper and crimp cap (850102P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850102P-500ug))

fabricante / nombre comercial

Avanti Research™ - A Croda Brand 850102P

tipo de lípido

phosphoglycerides

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

[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+]

Clave InChI

RGTDHPZXKVTZBW-OGIGPNSJSA-N

Descripción general

Lysophosphatidylinositol (LPI) is a bioactive lipid.

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Envase

2 mL Amber Serum Vial with Stopper and Crimp Cap (850102P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850102P-500ug)

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

también adquirido normalmente con este producto

Referencia del producto
Descripción
Precios

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

No data available

Punto de inflamabilidad (°C)

No data available

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Certificados de análisis (COA)

Lot/Batch Number

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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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