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840046P

Avanti

Brain PI(4,5)P2

Avanti Polar Lipids

Synonym(s):

Brain PI(4,5)P2

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About This Item

CAS Number:
383907-42-4
UNSPSC Code:
12352211

description

L-α-phosphatidylinositol-4,5-bisphosphate (Brain, Porcine) (ammonium salt)

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (840046P-1mg)
pkg of 1 × 10 mg (840046P-10mg)
pkg of 1 × 25 mg (840046P-25mg)
pkg of 1 × 5 mg (840046P-5mg)

manufacturer/tradename

Avanti Polar Lipids

lipid type

phosphoglycerides

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](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+]

InChI

1S/C47H85O19P3.3H3N/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)63-39(37-61-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-62-69(59,60)66-45-42(50)43(51)46(64-67(53,54)55)47(44(45)52)65-68(56,57)58;;;/h11,13,17,19,22,24,28,30,39,42-47,50-52H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,59,60)(H2,53,54,55)(H2,56,57,58);3*1H3/b13-11-,19-17-,24-22-,30-28-;;;/t39-,42?,43+,44?,45-,46?,47?;;;/m1.../s1

InChI key

GAIOWTITBYPFJE-JVILRMJCSA-N

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 4,5-bisphosphate (PIP2) is synthesized from the precursor phosphatidylinositol 4-phosphate(PI4P). PIP2 is a phosphoinositide with three negative charges.

Application

Brain PI(4,5)P2 has been used:
  • in the preparation of Folch liposome
  • in the preparation of giant unilamellar vesicles and multilamellar lipid sheets
  • as a substrate for rubidium flux assay
  • in the biochemical reaction assay mixture for various lipid kinases like Phosphatidylinositol-3-kinase gamma (PI3Kγ), Phosphatidylinositol-3-kinase beta (PI3Kβ), Phosphatidylinositol-3-kinase gamma (PI3Kα)

Biochem/physiol Actions

Phosphatidylinositol 4,5-bisphosphate (PIP2) is a signaling phospholipid, present in the plasma membrane. It acts as a precursor for inositide 3 phosphate, diacylglycerol. PIP2 is a gating ligand for most of the ion channels. It functions as an activatory ligand for eukaryotic inward rectifier potassium (Kir) channels.

Packaging

5 mL Clear Glass Sealed Ampule (840046P-10mg)
5 mL Clear Glass Sealed Ampule (840046P-1mg)
5 mL Clear Glass Sealed Ampule (840046P-25mg)
5 mL Clear Glass Sealed Ampule (840046P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Product No.
Description
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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Regulation of ion channels by phosphatidylinositol 4, 5-bisphosphate
Suh BC and Hille B
Current Opinion in Neurobiology, 15(3), 370-378 (2005)
Structural dynamics of potassium-channel gating revealed by single-molecule FRET
Wang S, et al.
Nature Structural and Molecular Biology, 23(1), 31-31 (2016)
Friction mediates scission of tubular membranes scaffolded by BAR proteins
Simunovic M, et al.
Cell, 170(1), 172-184 (2017)
Membrane fission is promoted by insertion of amphipathic helices and is restricted by crescent BAR domains
Boucrot E, et al.
Cell, 149(1), 124-136 (2012)
Rose E Dixon et al.
eLife, 4 (2015-02-26)
In the heart, reliable activation of Ca(2+) release from the sarcoplasmic reticulum during the plateau of the ventricular action potential requires synchronous opening of multiple CaV1.2 channels. Yet the mechanisms that coordinate this simultaneous opening during every heartbeat are unclear.
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