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850165 | 18:0-20:4 PI(4,5)P2

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

18:0-20:4 PI(4,5)P2

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100µg 850165P-100ug 850165P-100ug $221.00
500µg 850165P-500ug 850165P-500ug $410.00
1mg 850165P-1mg 850165P-1mg $659.20
5mg 850165P-5mg 850165P-5mg $2,636.80
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Info

18:0-20:4 PI(4,5)P2

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

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.
Data
Hygroscopic
No
Light Sensitive
No
Molecular Formula
C47H94N3O19P3
Percent Composition
C 51.40%, H 8.63%, N 3.83%, O 27.68%, P 8.46%
Purity
>99%
Stability
3 Months
Storage Temperature
-20°C
CAS Number
799268-59-0
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
1098.179
Exact Mass
1097.569
Synonyms
<p>1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-[phosphoinositol-4,5-bisphosphate] (ammonium salt)PIP2[4',5'](18:0/20:4(5Z,8Z,11Z,14Z))</p>
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References

Sorkin R, Marchetti M, Logtenberg E, Piontek MC, Kerklingh E, Brand G, Voleti R, Rizo J, Roos WH, Groffen AJ, Wuite GJL. Synaptotagmin-1 and Doc2b Exhibit Distinct Membrane-Remodeling Mechanisms. Biophys J. 2019 Dec 25;S0006-3495(19)34406-6. doi: 10.1016/j.bpj.2019.12.021. [Epub ahead of print]. PMID: 31952804.

 PubMed ID: 31952804

Mercredi PY, Bucca N, Loeliger B, Gaines CR, Mehta M, Bhargava P, Tedbury PR, Charlier L, Floquet N, Muriaux D, Favard C, Sanders CR, Freed EO, Marchant J, Summers MF. Structural and Molecular Determinants of Membrane Binding by the HIV-1 Matrix Protein. J Mol Biol. 2016 Apr 24;428(8):1637-55. doi: 10.1016/j.jmb.2016.03.005. Epub 2016 Mar 16. PMID: 26992353; PMCID: PMC4836608.

 PubMed ID: 26992353

Liang T, Xie L, Chao C, Kang Y, Lin X, Qin T, Xie H, Feng ZP, Gaisano HY. Phosphatidylinositol 4,5-biphosphate (PIP2) modulates interaction of syntaxin-1A with sulfonylurea receptor 1 to regulate pancreatic β-cell ATP-sensitive potassium channels. J Biol Chem. 2014 Feb 28;289(9):6028-40. doi: 10.1074/jbc.M113.511808. Epub 2014 Jan 15. PMID: 24429282; PMCID: PMC3937670.

 PubMed ID: 24429282

Nakatsu F, Baskin JM, Chung J, Tanner LB, Shui G, Lee SY, Pirruccello M, Hao M, Ingolia NT, Wenk MR, De Camilli P. PtdIns4P synthesis by PI4KIIIα at the plasma membrane and its impact on plasma membrane identity. J Cell Biol. 2012 Dec 10;199(6):1003-16. doi: 10.1083/jcb.201206095. PMID: 23229899; PMCID: PMC3518224.

 PubMed ID: 23229899

Wang K, Yang Z, Liu X, Mao K, Nair U, Klionsky DJ. Phosphatidylinositol 4-kinases are required for autophagic membrane trafficking. J Biol Chem. 2012 Nov 2;287(45):37964-72. doi: 10.1074/jbc.M112.371591. Epub 2012 Sep 13. PMID: 22977244; PMCID: PMC3488067.

 PubMed ID: 22977244

Khelashvili G, Galli A, Weinstein H. Phosphatidylinositol 4,5-biphosphate (PIP(2)) lipids regulate the phosphorylation of syntaxin N-terminus by modulating both its position and local structure. Biochemistry. 2012 Oct 2;51(39):7685-98. doi: 10.1021/bi300833z. Epub 2012 Sep 18. PMID: 22950482; PMCID: PMC3462474.

 PubMed ID: 22950482

Hammond GR, Fischer MJ, Anderson KE, Holdich J, Koteci A, Balla T, Irvine RF. PI4P and PI(4,5)P2 are essential but independent lipid determinants of membrane identity. Science. 2012 Aug 10;337(6095):727-30. doi: 10.1126/science.1222483. Epub 2012 Jun 21. PMID: 22722250; PMCID: PMC3646512.

 PubMed ID: 22722250
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