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850166P

Avanti

18:0-20:4 PI(3,4,5)P3

1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-(1′-myo-inositol-3′,4′,5′-trisphosphate) (ammonium salt), powder

Synonym(s):

1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-[phosphoinositol-3,4,5-trisphosphate] (ammonium salt); PIP3[3′,4′,5′](18:0/20:4(5Z,8Z,11Z,14Z))

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About This Item

Empirical Formula (Hill Notation):
C47H98N4O22P4
CAS Number:
799268-60-3
Molecular Weight:
1195.19
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (850166P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850166P-500ug))

manufacturer/tradename

Avanti Polar Lipids 850166P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP(O[C@H]1[C@H](O)[C@@H](OP([O-])(O)=O)[C@H](OP(O)([O-])=O)[C@@H](OP(O)([O-])=O)[C@H]1O)([O-])=O)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O.[NH4+].[NH4+].[NH4+].[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(3,4,5)P3 or 1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-(1′-myo-inositol-3′,4′,5′-trisphosphate) (ammonium salt) has been used in:
  • liposomes for liposome-pelleting assay to identify the binding preference of FCH and double SH3 domains protein (FCHSD2) for specific phosphoinositide
  • liposomes to study specific protein-lipid interactions
  • host 1-O-1-(Z)-octadecenyl-2-arachidonoyl-sn-glycero-3-phosphocholine (plasmenyl-SAPC) small unilamellar vesicles (SUVs) in the presence of H2O2 to activate cyt c plasmalogenase activity

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850166P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850166P-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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Christopher M Jenkins et al.
The Journal of biological chemistry, 293(22), 8693-8709 (2018-03-14)
Plasmalogens are phospholipids critical for cell function and signaling that contain a vinyl ether linkage at the sn-1 position and are highly enriched in arachidonic acid (AA) at the sn-2 position. However, the enzyme(s) responsible for the cleavage of the
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Journal of cell science, 132(4) (2018-08-04)
Integrin transmembrane receptors control a wide range of biological interactions by triggering the assembly of large multiprotein complexes at their cytoplasmic interface. Diverse methods have been used to investigate interactions between integrins and intracellular proteins, and predominantly include peptide-based pulldowns
Leonardo Almeida-Souza et al.
Cell, 174(2), 325-337 (2018-06-12)
Multiple proteins act co-operatively in mammalian clathrin-mediated endocytosis (CME) to generate endocytic vesicles from the plasma membrane. The principles controlling the activation and organization of the actin cytoskeleton during mammalian CME are, however, not fully understood. Here, we show that

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