850104P
Avanti
18:0 Lyso PI
1-stearoyl-2-hydroxy-sn-glycero-3-phosphoinositol (ammonium salt), powder
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Synonym(s):
1-octadecanoyl-2-hydroxy-sn-glycero-3-phospho-(1′-myo-inositol) (ammonium salt); PI(18:0/0:0); 110719
Empirical Formula (Hill Notation):
C27H56NO12P
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 (850104P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850104P-500ug))
manufacturer/tradename
Avanti Polar Lipids 850104P
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(CCCCCCCCCCCCCCCCC)=O.[NH4+]
General description
Lysophosphatidylinositol (LPI), an acidic lysophosholipid, carries inositol in its head group.
Application
18:0 Lyso PI (1-stearoyl-2-hydroxy-sn-glycero-3-phosphoinositol) has been used as lysophosphatidylinositol (LPI) substrate in lysophosphatidylinositol acyltransferase biochemical assay to determine lyso-phosphatidylinositol acyltransferase (LPIAT) activity of liver microsomes. It may be used as a synthetic LPI to compare its effects with liver LPI in transferrin (Tf) endocytosis. It may also be used as LPI standard to quantify serum LPI levels in gonadectomized rats.
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) displays mitogenic activity and can serve as a bioactive lysophospholipid mediator. It may be considered as a lipid mediator.
Packaging
2 mL Amber Serum Vial with Stopper and Crimp Cap (850104P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850104P-500ug)
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Certificates of Analysis (COA)
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Monica Imbernon et al.
Molecular and cellular endocrinology, 383(1-2), 159-169 (2014-01-01)
The G protein-coupled receptor GPR55 has been proposed as a new cannabinoid receptor associated with obesity in humans. We have investigated the regulation of GPR55 in rat white adipose tissue (WAT) in different physiological and pathophysiological settings involved in energy
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
Atsushi Yamashita et al.
Prostaglandins & other lipid mediators, 107, 103-116 (2013-05-30)
Lysophosphatidylinositol (LPI) is a subspecies of lysophospholipid and is assumed to be not only a degradation product of phosphatidylinositol (PI), but also a bioactive lysophospholipid mediator. However, not much attention has been directed toward LPI compared to lysophosphatidic acid (LPA)
Mariachiara Bianco et al.
Food chemistry, 324, 126878-126878 (2020-04-29)
Ceramides (Cer) and cerebrosides are important sphingolipids (SL) involved in many biological processes. Herein, the SL content of yellow lupin seeds (Lupinus luteus) was determined by liquid-liquid extraction, mild alkaline hydrolysis (1 h at 37 °C) and reversed-phase liquid chromatography with negative
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.
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