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850185P

Avanti

08:0 PI(4,5)P2

Avanti Research™ - A Croda Brand

Synonym(s):

PIP2[4′,5′](8:0/8:0); 110665

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About This Item

Empirical Formula (Hill Notation):
C25H58N3O19P3
CAS Number:
852043-37-9
Molecular Weight:
797.66
UNSPSC Code:
51191904
NACRES:
NA.25
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description

1,2-dioctanoyl-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 (850185P-100ug)), pkg of 1 × 500 μg (with stopper and crimp cap (850185P-500ug))

manufacturer/tradename

Avanti Research™ - A Croda Brand

lipid type

cardiolipins
phospholipids

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)=O)COC(CCCCCCC)=O.[NH4+].[NH4+].[NH4+]

InChI

1S/C25H49O19P3.3H3N/c1-3-5-7-9-11-13-18(26)39-15-17(41-19(27)14-12-10-8-6-4-2)16-40-47(37,38)44-23-20(28)21(29)24(42-45(31,32)33)25(22(23)30)43-46(34,35)36;;;/h17,20-25,28-30H,3-16H2,1-2H3,(H,37,38)(H2,31,32,33)(H2,34,35,36);3*1H3/t17-,20-,21+,22+,23-,24-

InChI key

FRWPUPUJRUQWKA-OZTQGENFSA-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. The dioctanoyl derivative of PI(4,5)P2 is more water soluble than its long chain counterparts.

Application

08:0 PI(4,5)P2 is suitable for use to identify its binding site in transient receptor potential vanilloid 4 (TRPV4 N) terminus. It has been used in in vitro binding assay to determine the binding of G-protein coupled receptor kinases (GRKs) and β2-adrenergic receptor (β2AR).

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850185P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850185P-500ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

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Scott B Hansen et al.
Nature, 477(7365), 495-498 (2011-08-30)
The regulation of ion channel activity by specific lipid molecules is widely recognized as an integral component of electrical signalling in cells. In particular, phosphatidylinositol 4,5-bisphosphate (PIP(2)), a minor yet dynamic phospholipid component of cell membranes, is known to regulate
Structural Basis of TRPV4 N Terminus Interaction with Syndapin/PACSIN1-3 and PIP2
Goretzki B, et al.
Structure, 26(12), 1583-1593 (2018)
George Khelashvili et al.
Biochemistry, 51(39), 7685-7698 (2012-09-07)
Syntaxin (STX) is a N-ethylmaleimide-sensitive factor attachment protein receptor (SNARE) protein that binds to the plasma membrane and regulates ion channels and neurotransmitter transporters. Experiments have established the involvement of the N-terminal segment of STX in direct protein-protein interactions and
View All Related Papers

Global Trade Item Number

SKUGTIN
850185P-500UG04061835229864
850185P-100UG04061835229857