Skip to Content
MilliporeSigma
All Photos(3)

Documents

840046X

Avanti

Brain PI(4,5)P2

Avanti Polar Lipids

Synonym(s):

Brain PI(4,5)P2, L-α-phosphatidylinositol-4,5-bisphosphate (Brain, Porcine) (ammonium salt), chloroform:methanol:water (20:9:1)

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

CAS Number:
383907-42-4
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (840046X-10mg)
pkg of 1 × 1 mL (840046X-1mg)
pkg of 1 × 1 mL (840046X-5mg)
pkg of 1 × 2.5 mL (840046X-25mg)

manufacturer/tradename

Avanti Polar Lipids

concentration

1 mg/mL (840046X-1mg)
10 mg/mL (840046X-10mg)
10 mg/mL (840046X-25mg)
5 mg/mL (840046X-5mg)

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.
Phosphatidyl inositol (4,5) bisphosphate (PI(4,5)P2)/PIP2 is produced from phosphatidyl inositol monophosphates (PIP).

Application

Brain PI(4,5)P2 has been used in the preparation of liposomes for dynamin-catalyzed fission assay and as a constituent in the lipid mixture for dual polarisation interferometry(DPI)

Biochem/physiol Actions

Phosphatidyl inositol (4,5) bisphosphate (PI(4,5)P2) plays a key role in the early stages of vesicle formation. It functions in the recruitment of endocytic coats by binding to variety of proteins involved in endocytic trafficking. PI(4,5)P2 is hydrolysed by phospholipase C to yield the signaling molecules diacylglycerol (DAG) and phosphatidyl inositol (3,4,5) triphosphate (PI(3,4,5)P3). PI(4,5)P2 is required for the functioning of many ion channels.

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

also commonly purchased with this product

Product No.
Description
Pricing

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Oral - STOT SE 1 - STOT SE 3

target_organs

Central nervous system

Storage Class

3 - Flammable liquids

wgk_germany

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Examination of the Interaction between a Membrane Active Peptide and Artificial Bilayers by Dual Polarisation Interferometry.
Payne JAE, et al.
Biochimica et Biophysica Acta (2016)
Analyzing membrane remodeling and fission using supported bilayers with excess membrane reservoir.
Neumann S, et al.
Nature Protocols, 8(1), 213-213 (2013)
Phosphatidylinositol 4, 5-bisphosphate stimulates vesicle formation from liposomes by brain cytosol.
Kinuta M, et al.
Proceedings of the National Academy of Sciences of the USA, 99(5), 2842-2847 (2002)
Phosphoinositides II: The Diverse Biological Functions (2012)
Visualization of HIV-1 Gag Binding to Giant Unilamellar Vesicle (GUV) Membranes.
Olety B, et al.
Journal of Visualized Experiments, 8(113), e54293-e54293 (2016)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service