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860042P

Avanti

16:0-d31-18:1 PI

1-palmitoyl-d31-2-oleoyl-sn-glycero-3-phosphoinositol (ammonium salt), powder

Synonym(s):

110923

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About This Item

Empirical Formula (Hill Notation):
C43H53NO13PD31
CAS Number:
Molecular Weight:
885.29
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (860042P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (860042P-500ug))

manufacturer/tradename

Avanti Research - A Croda Brand 860042P

shipped in

dry ice

storage temp.

−20°C

SMILES string

[NH4+].[2H]C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C(=O)OC[C@H](COP([O-])(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC

General description

16:0-d31-18:1 PI or 1-palmitoyl-d31-2-oleoyl-sn-glycero-3-phosphoinositol is a deuterated phospholipid. This lipid consists of a phosphatidylinositol group attached to palmitic acid and oleic acid.
Deuterated fatty acids experience exchange of the deuteriums on the alpha carbon to the carbonyl, i.e., C2 position, and will therefore be a mixture of compounds that are fully deuterated and partially deuterated at that position.

Application

16:0-d31-18:1 PI or 1-palmitoyl-d31-2-oleoyl-sn-glycero-3-phosphoinositol has been used as an internal standard:
  • in yeast lipid profiling
  • for the quantification of lipids using electrospray ionization tandem mass spectrometry (ESI-MS/MS)
  • for the extraction of lipids from human bronchus tissue and epithelium samples using Bligh and Dyer method and for liquid chromatography-mass spectrometry (LC-MS) analysis

Biochem/physiol Actions

Phosphatidylinositol (PI) is phosphorylated at their hydroxyls group and the phosphorylated PIs regulate several biological processes including membrane trafficking, recruitment of proteins and autophagy.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (860042P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (860042P-500ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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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Nicholas J Blunsom et al.
Biochimica et biophysica acta. Molecular and cell biology of lipids, 1865(1), 158471-158471 (2019-06-08)
Phosphatidylinositol (PI) is a minor phospholipid with a characteristic fatty acid profile; it is highly enriched in stearic acid at the sn-1 position and arachidonic acid at the sn-2 position. PI is phosphorylated into seven specific derivatives, and individual species
Nicole Zehethofer et al.
Chromatographia, 78(5-6), 403-413 (2015-03-10)
Airway epithelial cells play an important role in the pathogenesis of inflammatory lung diseases such as asthma, cystic fibrosis and COPD. Studies concerning the function of the lipid metabolism of the airway epithelium are so far based only on the
G van Echten-Deckert et al.
The Journal of biological chemistry, 272(25), 15825-15833 (1997-06-20)
The effect of six different structurally modified sphingosine analogues on biosynthesis of sphingolipids was studied in primary cultured murine cerebellar neurons. Treatment of cells with cis-4-methylsphingosine at micromolar levels resulted in a markedly decreased sphingolipid biosynthesis, whereas the other compounds
Michael Ter Braak et al.
Biochemical pharmacology, 81(5), 617-625 (2010-12-18)
Sphingosine-1-phosphate (S1P) acts as high affinity agonist at specific G-protein-coupled receptors, S1P(1-5), that play important roles e.g. in the cardiovascular and immune systems. A S1P receptor modulating drug, FTY720 (fingolimod), has been effective in phase III clinical trials for multiple
Sarah Spiegel et al.
Nature reviews. Molecular cell biology, 4(5), 397-407 (2003-05-03)
The evolutionarily conserved actions of the sphingolipid metabolite, sphingosine-1-phosphate (S1P), in yeast, plants and mammals have shown that it has important functions. In higher eukaryotes, S1P is the ligand for a family of five G-protein-coupled receptors. These S1P receptors are

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