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840046X

Avanti

Brain PI(4,5)P2

Avanti Research - A Croda Brand

Synonym(s):

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

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About This Item

CAS Number:
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 Research - A Croda Brand

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

Signal Word

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, Eyes,Central nervous system, Liver,Kidney

Storage Class Code

3 - Flammable liquids

WGK

WGK 3


Certificates of Analysis (COA)

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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)

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