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850155P

Avanti

18:1 PI(4,5)P2

Avanti Polar Lipids

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Synonym(s):
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-[phosphoinositol-4,5-bisphosphate] (ammonium salt); PIP2[4′,5′](18:1(9Z)/18:1(9Z))
Empirical Formula (Hill Notation):
C45H94N3O19P3
CAS Number:
799268-56-7
Molecular Weight:
1074.16
UNSPSC Code:
51191904
NACRES:
NA.25

description

1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol-4′,5′-bisphosphate) (ammonium salt)

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (850155P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850155P-500ug))

manufacturer/tradename

Avanti Polar Lipids

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

General description

Although PI(4,5)P2 is a minor component of cell membranes, it plays a critical role as a substrate for a number of important signaling proteins. PI(4,5)P2 is an intermediate in the IP3/DAG pathway where it is hydrolyzed by phospholipase C to liberate the second messengers, inositol 1,4,5-triphosphate (IP3) and diacylglycerol (DAG). PI(4,5)P2 is also a substrate for PI 3-kinase where it is phosphorylated to PI(3,4,5)P3, an activator of downstream signaling components such as the protein kinase AKT.
Phosphatidylinositol is a structural phospholipid. Phosphatidylinositol phosphate (PIP) is located in the plasma membrane.

Application

18:1 PI(4,5)P2 is suitable to use as a supplement in native macrophage membranes to generate phospholipid enriched membrane liposome.s It has also been used:
  • in the preparation of anionic phospholipid liposomes
  • as a component in supported membrane tube (SMrT) templates
  • in liposome preparation

Biochem/physiol Actions

Phosphatidylinositol bisphosphate (PIP2) can effectively stimulate the ATPase.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850155P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850155P-500ug)

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Phosphatidylinositol Turnover and Receptors
Ramazzotti G, et al.
Archives of Biochemistry and Biophysics (2016)
Use of the supported membrane tube assay system for real time analysis of membrane fission reactions
Dar S, et al.
Nature Protocols, 12(2), 390-390 (2017)
Dissociation of Rac1 (GDP)-RhoGDI complexes by the cooperative action of anionic liposomes containing phosphatidylinositol 3, 4, 5-trisphosphate, Rac guanine nucleotide exchange factor, and GTP
Ugolev Y, et al.
The Journal of Biological Chemistry, 283(32), 22257-22271 (2008)
Tripartite Chimeras Comprising Functional Domains Derived from the Cytosolic NADPH Oxidase Components p47phox, p67phox, and Rac1 Elicit Activator-independent Superoxide Production by Phagocyte Membranes AN ESSENTIAL ROLE FOR ANIONIC MEMBRANE PHOSPHOLIPIDS
Berdichevsky Y, et al.
The Journal of biological chemistry, 282(30), 22122- 22139 (2007)
Qualitative and quantitative characterization of protein-phosphoinositide interactions with liposome-based methods
Busse RA, et al.
Autophagy, 9(5), 770-777 (2013)
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