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18:1 PI(4,5)P2 | 850155

1,2-dioleoyl-sn-glycero-3-phospho-(1'-myo-inositol-4',5'-bisphosphate) (ammonium salt)

850155P

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100 μg
$86.00
500 μg
$370.00
1 mg
$670.00

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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.
Molecular Formula
C45H94N3O19P3
Percent Composition
C 50.32%, H 8.82%, N 3.91%, O 28.30%, P 8.65%
Purity
>99%
Stability
6 Months
Storage
-20°C
CAS Number
799268-56-7
CAS Registry Number is a Registered Trademark of the American Chemical Society
Molecular Weight
1074.158
Exact Mass
1073.569
Synonyms
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-[phosphoinositol-4,5-bisphosphate] (ammonium salt)
PIP2[4',5'](18:1(9Z)/18:1(9Z))
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Notes
GIF Graphics File. 
GIF Graphics File. 
MDL Molfile. 
CDX File. 
Mercredi, P.Y., N. Bucca, B. Loeliger, C.R. Gaines, M. Mehta, P. Bhargava, P.R. Tedbury, L. Charlier, N. Floquet, D. Muriaux, C. Favard, C.R. Sanders, E.O. Freed, J. Marchant, and M.F. Summers. (2016). Structural and Molecular Determinants of Membrane Binding by the HIV-1 Matrix Protein. J Mol Biol [PubMed]

Liang, T., L. Xie, C. Chao, Y. Kang, X. Lin, T. Qin, H. Xie, Z.P. Feng, and H.Y. Gaisano. (2014). Phosphatidylinositol 4,5-biphosphate (PIP2) Modulates Interaction of Syntaxin-1Awith Sulfonylurea Receptor 1 to Regulate Pancreatic Beta-Cell ATP-Sensitive Potassium Channels. J Biol Chem [PubMed]

PtdIns4P synthesis by PI4KIIIalpha at the plasma membrane and its impact on plasma membrane identity. Nakatsu, F., J.M. Baskin, J. Chung, L.B. Tanner, G. Shui, S.Y. Lee, M. Pirruccello, M. Hao, N.T. Ingolia, M.R. Wenk, and P. De Camilli. (2012). J Cell Biol 199:1003-16.[PubMed]

Wang, K., Z. Yang, U. Nair, K. Mao, X. Liu, and D.J. Klionsky. (2012). Phosphatatidylinositol 4-kinases are required for autophagic membrane trafficking. J Biol Chem [PubMed]

Khelashvili, G., A. Galli, and H. Weinstein. (2012). Phosphatidylinositol 4,5-Biphosphate (PIP(2)) Lipids Regulate the Phosphorylation of Syntaxin N-Terminus by Modulating Both Its Position and Local Structure. Biochemistry 51:7685-98. [PubMed]

Hammond, G.R., M.J. Fischer, K.E. Anderson, J. Holdich, A. Koteci, T. Balla, and R.F. Irvine. (2012). PI4P and PI(4,5)P2 are essential but independent lipid determinants of membrane identity. Science 337:727-30.[PubMed]