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850144P

Avanti

18:0-20:4 PI

Avanti Research™ - A Croda Brand

Synonym(s):

1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1′-myo-inositol) (ammonium salt); SAPI; PI(18:0/20:4(5Z,8Z,11Z,14Z)); 110661

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About This Item

Empirical Formula (Hill Notation):
C47H86NO13P
CAS Number:
1331751-28-0
Molecular Weight:
904.16
UNSPSC Code:
51191904
NACRES:
NA.25

description

1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoinositol (ammonium salt)

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (850144P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850144P-500ug))

manufacturer/tradename

Avanti Research™ - A Croda Brand

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@H]1[C@@H]([C@H](O)[C@H](O)[C@@H](O)[C@@H]1O)OP(OC[C@H](OC([C19H31])=O)COC(CCCCCCCCCCCCCCCCC)=O)([O-])=O.[NH4+]

General description

Inositol phospholipid species are membrane-bound signaling molecules that have been implicated in almost all aspects of cellular physiology, including cellular growth, metabolism, proliferation, and survival.

Application

18:0-20:4 PI or 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoinositol (ammonium salt) has been used:
  • as a negative control to evaluate the specificity of the interaction between cholesterol sulfate and receptor Mincle by surface plasmon resonance (SPR) experiment
  • as a test lipid in liposomes harboring candidate triggering receptor expressed on myeloid cells 2 (TREM2) ligands, to assess TREM2 stimulation
  • as a reference in liquid chromatography tandem mass spectrometry (LC-MS/MS) analysis to identify PI(18:0/20:4) in cancer tissue-originated spheroids (CTOSs) extraction

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850144P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850144P-500ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

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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Takanori Hiraide et al.
Scientific reports, 6, 29935-29935 (2016-07-21)
Accumulating evidence indicates that cancer cells show specific alterations in phospholipid metabolism that contribute to tumour progression in several types of cancer, including colorectal cancer. Questions still remain as to what lipids characterize the outer edge of cancer tissues and
Alexey V Kostarnoy et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(13), E2758-E2765 (2017-03-16)
Sterile (noninfected) inflammation underlies the pathogenesis of many widespread diseases, such as allergies and autoimmune diseases. The evolutionarily conserved innate immune system is considered to play a key role in tissue injury recognition and the subsequent development of sterile inflammation;
Alicia A Nugent et al.
Neuron, 105(5), 837-854 (2020-01-07)
Loss-of-function (LOF) variants of TREM2, an immune receptor expressed in microglia, increase Alzheimer's disease risk. TREM2 senses lipids and mediates myelin phagocytosis, but its role in microglial lipid metabolism is unknown. Combining chronic demyelination paradigms and cell sorting with RNA
Jung Yong Eum et al.
Journal of chromatography. A, 460849-460849 (2020-01-14)
Aging refers to the intracellular accumulation of reactive oxygen species that damages proteins, DNA, and lipids. As alterations in lipid metabolism may trigger metabolic disorders and the onset of metabolic diseases, changes in lipid profiles can be closely related to
Annemieke de Jong et al.
Nature immunology, 15(2), 177-185 (2013-12-24)
T cells autoreactive to the antigen-presenting molecule CD1a are common in human blood and skin, but the search for natural autoantigens has been confounded by background T cell responses to CD1 proteins and self lipids. After capturing CD1a-lipid complexes, we

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