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Merck

850153P

Avanti

18:1 PI(3,4)P2

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

Sinónimos:

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

Fórmula empírica (notación de Hill):
C45H94N3O19P3
Número de CAS:
Peso molecular:
1074.16
Número MDL:
Código UNSPSC:
51191904
NACRES:
NA.25

Ensayo

>99% (TLC)

Formulario

powder

envase

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

fabricante / nombre comercial

Avanti Research - A Croda Brand 850153P

tipo de lípido

phospholipids
cardiolipins

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

[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+]

Descripción general

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.

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Envase

2 mL Amber Serum Vial with Stopper and Crimp Cap (850153P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850153P-500ug)

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Código de clase de almacenamiento

11 - Combustible Solids


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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
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
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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