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LM1901

Avanti

17:0-20:4 PI(4)P

Avanti Research™ - A Croda Brand LM1901, powder

Synonym(s):

1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1′-myo-inositol-4′-phosphate) (ammonium salt)

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About This Item

Empirical Formula (Hill Notation):
C46H88N2O16P2
CAS Number:
1246304-68-6
Molecular Weight:
987.14
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

manufacturer/tradename

Avanti Research™ - A Croda Brand 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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Description
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Storage Class Code

11 - Combustible Solids

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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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
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
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
Mathias Haag et al.
Metabolites, 2(1), 57-76 (2012-01-01)
Lipids, such as phosphoinositides (PIPs) and diacylglycerol (DAG), are important signaling intermediates involved in cellular processes such as T cell receptor (TCR)-mediated signal transduction. Here we report identification and quantification of PIP, PIP2 and DAG from crude lipid extracts. Capitalizing

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