LM1901
Avanti
17:0-20:4 PI(4)P
Avanti Polar Lipids LM1901, powder
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Synonym(s):
1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1′-myo-inositol-4′-phosphate) (ammonium salt)
Empirical Formula (Hill Notation):
C46H88N2O16P2
Recommended Products
form
powder
manufacturer/tradename
Avanti Polar Lipids LM1901
packaging
1 ea of 1 × (with stopper and crimp cap (LM1901-1EA))
application(s)
lipidomics
metabolomics
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](OP([O-])(O)=O)[C@@H](O)[C@H]1O)=O)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCC)=O.[NH4+].[NH4+]
Application
1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1′-myo-inositol-4′;-phosphate) (ammonium salt) has been used:
- as a lipid standard in ultra-performance liquid chromatography-tandem mass spectrometry (UPLC/MS)
- to spike into extracts of phosphoinositides (PIPs) brain sample for mass spectrometric characterization and quantification of PIPs
- as an internal standard for lipid extraction from Drosophila retinae
Biochem/physiol Actions
Phosphatidylinositol 4-phosphate (PI4P) acts as substrate for phosphatidylinositol-4-phosphate 5-kinase (PIP5K) enzymes. This accounts for the formation of phosphatidylinositol 4,5- bisphosphate (PI(4,5)P2), a membrane lipid, which aids in phospholipase C (PLC) signaling.
Packaging
2 mL Amber Serum Vial with Stopper and Crimp Cap (LM1901-1EA)
also commonly purchased with this product
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Description
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Certificates of Analysis (COA)
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Sruthi S Balakrishnan et al.
Journal of cell science, 131(15) (2018-07-08)
The activation of phospholipase C (PLC) is a conserved mechanism of receptor-activated cell signaling at the plasma membrane. PLC hydrolyzes the minor membrane lipid phosphatidylinositol 4,5-bisphosphate [PI(4,5)P2], and continued signaling requires the resynthesis and availability of PI(4,5)P2 at the plasma
Avishek Ghosh et al.
Bioscience reports, 39(10) (2019-10-28)
Phosphatidylinositol-5-phosphate (PI5P) is a low abundance lipid proposed to have functions in cell migration, DNA damage responses, receptor trafficking and insulin signalling in metazoans. However, studies of PI5P function are limited by the lack of scalable techniques to quantify its
Oscar Vivas et al.
Cell reports, 27(9), 2636-2648 (2019-05-30)
There is increasing evidence that the lysosome is involved in the pathogenesis of a variety of neurodegenerative disorders. Thus, mechanisms that link lysosome dysfunction to the disruption of neuronal homeostasis offer opportunities to understand the molecular underpinnings of neurodegeneration and
Maria Saliakoura et al.
Oncogene, 39(14), 2948-2960 (2020-02-09)
Enhanced prostaglandin production promotes the development and progression of cancer. Prostaglandins are generated from arachidonic acid (AA) by the action of cyclooxygenase (COX) isoenzymes. However, how cancer cells are able to maintain an elevated supply of AA for prostaglandin production
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