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850153P

Avanti

18:1 PI(3,4)P2

1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol-3′,4′-bisphosphate) (ammonium salt), powder

Synonym(s):

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-[phosphoinositol-3,4-bisphosphate] (ammonium salt); PIP2[3′,4′](18:1(9Z)/18:1(9Z))

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About This Item

Empirical Formula (Hill Notation):
C45H94N3O19P3
CAS Number:
799268-54-5
Molecular Weight:
1074.16
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (850153P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850153P-500ug))

manufacturer/tradename

Avanti Research™ - A Croda Brand 850153P

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](O)[C@H](OP(O)([O-])=O)[C@@H](OP(O)([O-])=O)[C@H]1O)([O-])=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O.[NH4+].[NH4+].[NH4+]

General description

18:1 PI(3,4)P2 (1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol-3′,4′-bisphosphate)) is an ammonium salt of modified lipid.
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

18:1 PI(3,4)P2 (1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol-3′,4′-bisphosphate) (ammonium salt)) has been used:
  • in liposomes/supported lipid bilayer preparation
  • in liposome co-sedimentation
  • in the preparation of anionic phospholipid liposomes

Biochem/physiol Actions

PI(3,4)P2 can act as a lipid second messenger. In mast cells, PI(3,4)P2 plays a key role in protein kinase B (PKB) phosphorylation on Ser473 sites.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850153P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850153P-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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Arthur P H de Jong et al.
Neuron, 98(2), 335-349 (2018-04-03)
Rapid and efficient synaptic vesicle fusion requires a pool of primed vesicles, the nearby tethering of Ca2+ channels, and the presence of the phospholipid PIP2 in the target membrane. Although the presynaptic active zone mediates the first two requirements, it
Kewei Ma et al.
Cellular signalling, 20(4), 684-694 (2008-02-06)
The PI3K-PKB pathway is an important and widely studied pathway in cell signaling. The enzyme activity of PI3K produces D-3 phosphoinositides, including the lipid second messengers PI(3,4,5)P3 and PI(3,4)P2. PI(3,4,5)P3 has been deemed to be the most important second messenger
Yelena Ugolev et al.
The Journal of biological chemistry, 283(32), 22257-22271 (2008-05-29)
Rac plays a pivotal role in the assembly of the superoxide-generating NADPH oxidase of phagocytes. In resting cells, Rac is found in the cytosol in complex with Rho GDP dissociation inhibitor (RhoGDI). NADPH oxidase assembly involves dissociation of the Rac.RhoGDI
Iris K Jarsch et al.
The Journal of cell biology, 219(4) (2020-04-25)
Filopodia are finger-like actin-rich protrusions that extend from the cell surface and are important for cell-cell communication and pathogen internalization. The small size and transient nature of filopodia combined with shared usage of actin regulators within cells confounds attempts to
Gerald R V Hammond et al.
Science (New York, N.Y.), 337(6095), 727-730 (2012-06-23)
The quantitatively minor phospholipid phosphatidylinositol (4,5)-bisphosphate [PI(4,5)P(2)] fulfills many cellular functions in the plasma membrane (PM), whereas its synthetic precursor, phosphatidylinositol 4-phosphate (PI4P), has no assigned PM roles apart from PI(4,5)P(2) synthesis. We used a combination of pharmacological and chemical

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