850155P

18:1 PI(4,5)P2

Avanti Polar Lipids

• 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

Properties

• 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+]

Description

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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3