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

Name: 18:1 PI(4,5)P2
Brand: Avanti Research
SKU: 850155P-100ug
Price: 131.0 USD
Availability: InStock

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

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	Size	SKU	Packaging	Price
	100µg	850155P-100ug 850155P-100ug		$131.00 131
	500µg	850155P-500ug 850155P-500ug		$530.00 530

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Info

18:1 PI(4,5)P2

1,2-dioleoyl-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

Light Sensitive

Molecular Formula

C₄₅H₉₄N₃O₁₉P₃

Percent Composition

C 50.32%, H 8.82%, N 3.91%, O 28.30%, P 8.65%

Purity

>99%

Stability

1 Year

Storage Temperature

-20°C

CAS Number

799268-56-7
CAS Registry Number is a Registered Trademark of the American Chemical Society

Formula 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))

Solubility in Different Solvents

Soluble in ethanol and DMSO at 0.1mg/mL, soluble in Chloroform:Methanol:Water:Ammonia (45:35:7.7:2.3) at 5mg/mL

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References

Sun S, Liu C, Rodriguez Melendez D, Yang T, Cremer PS. Immobilization of Phosphatidylinositides Revealed by Bilayer Leaflet Decoupling. J Am Chem Soc. 2020 Jul 20. doi: 10.1021/jacs.0c03800. Epub ahead of print. PMID: 32687699.

PubMed ID: 32687699

Yu CY, Kanehara K. The unfolded protein response modulates a phosphoinositide-binding protein through the IRE1-bZIP60 pathway. Plant Physiol. 2020 Mar 23:pp.01488.2019. doi: 10.1104/pp.19.01488. Epub ahead of print. PMID: 32205450.

PubMed ID: 32205450

Hong AW, Meng Z, Plouffe SW, Lin Z, Zhang M, Guan KL. Critical roles of phosphoinositides and NF2 in Hippo pathway regulation. Genes Dev. 2020 Apr 1;34(7-8):511-525. doi: 10.1101/gad.333435.119. Epub 2020 Feb 27. PMID: 32115406; PMCID: PMC7111263.

PubMed ID: 32115406

Yamada H, Mizuno S, Honda S, Takahashi D, Sakane F. Characterization of α-synuclein N-terminal domain as a novel cellular phosphatidic acid sensor. FEBS J. 2019 Nov 13. doi: 10.1111/febs.15137. [Epub ahead of print]

PubMed ID: 31722116

Tran RJ, Lalonde MS, Sly KL, Conboy JC. Mechanistic Investigation of HIV-1 Gag Association with Lipid Membranes. J Phys Chem B. 2019 Jun 6;123(22):4673-4687. doi: 10.1021/acs.jpcb.9b02655. Epub 2019 May 28.

PubMed ID: 31084006

Binte Mustafiz SS, Uyama T, Hussain Z, Kawai K, Tsuboi K, Araki N, Ueda N. The role of intracellular anionic phospholipids in the production of N-acyl-phosphatidylethanolamines by cytosolic phospholipase A2ε. J Biochem. 2018 Dec 4. doi: 10.1093/jb/mvy104. [Epub ahead of print]

PubMed ID: 30517655

Li Y, Soubias O, Li J1, Sun S, Randazzo PA, Byrd RA. Functional Expression and Characterization of Human Myristoylated-Arf1 in Nanodisc Membrane Mimetics. Biochemistry. 2019 Feb 20. doi: 10.1021/acs.biochem.8b01323. [Epub ahead of print]

PubMed ID: 30735034

Bao H, Goldschen-Ohm M, Jeggle P, Chanda B, Edwardson JM, Chapman ER. Exocytotic fusion pores are composed of both lipids and proteins. Nat Struct Mol Biol. 2016 Jan;23(1):67-73. doi: 10.1038/nsmb.3141. Epub 2015 Dec 14.

PubMed ID: 26656855

Chunyan Wang, Juan Pablo Palavicini, Miao Wang, Linyuan Chen, Kui Yang, Peter A. Crawford and Xianlin Han. Comprehensive and Quantitative Analysis of Polyphosphoinositide Species by Shotgun Lipidomics Revealed Their Alterations in db/db Mouse Brain. Anal. Chem., Article ASAP DOI: 10.1021/acs.analchem.6b02947

PubMed ID: 28193056

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 2016 Apr 24;428(8):1637-55. doi: 10.1016/j.jmb.2016.03.005. Epub 2016 Mar 16.

PubMed ID: 26992353

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 ID: 24429282

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 ID: 23229899

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. 2012 Nov 2;287(45):37964-72. doi: 10.1074/jbc.M112.371591. Epub 2012 Sep 13.

PubMed ID: 22977244

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 ID: 22950482

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 2012 Aug 10;337(6095):727-30. doi: 10.1126/science.1222483. Epub 2012 Jun 21.

PubMed ID: 22722250

Maria J. Sarmento, Ana Coutinho, Aleksander Fedorov, Manuel Prieto, and Fabio Fernandes. Membrane Order Is a Key Regulator of Divalent Cation-Induced Clustering of PI(3,5)P2 and PI(4,5)P2. Langmuir. Article ASAP.

PubMed ID: 28961003

Certificates of Analysis

Certificate of Analysis (Lot No. 850155P-100UG-G-012 and 5606PDG012)
Certificate of Analysis (Lot No. 850155P-500UG-G-012 and 5606PFG012)
Certificate of Analysis (Lot No. 850155P-100UG-A-013 and 5606PDA013)
Certificate of Analysis (Lot No. 850155P-100UG-H-012 and 5606PDH012)
Certificate of Analysis (Lot No. 850155P-500UG-A-013 and 5606PFA013)
Certificate of Analysis (Lot No. 850155P-500UG-H-012 and 5606PFH012)
Certificate of Analysis (Lot No. 850155P-100UG-B-013 and 5606PDB013)
Certificate of Analysis (Lot No. 850155P-500UG-B-013 and 5606PFB013)
Certificate of Analysis (Lot No. 850155P-100UG-C-013 and 5606PDC013)
Certificate of Analysis (Lot No. 850155P-500UG-C-013 and 5606PFC013)
Certificate of Analysis (Lot No. 850155P-100UG-D-013 and 5606PDD013)
Certificate of Analysis (Lot No. 850155P-500UG-D-013 and 5606PFD013)
Certificate of Analysis (Lot No. 850155P-500UG-E-013 and 5606PFE013)
Certificate of Analysis (Lot No. 850155P-100UG-F-013 and 5606PDF013)
Certificate of Analysis (Lot No. 850155P-500UG-G-013 and 5606PFG013)
Certificate of Analysis (Lot No. 850155P-500UG-H-013 and 5606PFH013)
Certificate of Analysis (Lot No. 850155P-100UG-G-013 and 5606PDG013)
Certificate of Analysis (Lot No. 850155P-100UG-A-014 and 5606PDA014)
Certificate of Analysis (Lot No. 850155P-500UG-B-014 and 5606PFB014)
Certificate of Analysis (Lot No. 850155P-100UG-A-015 and 5606PDA015)

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

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

Powder

18:1 PI(4,5)P2

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

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

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

Powder

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18:1 PI(4,5)P2

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

Related Products

330720

850190

850189

850188

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