810184 | TopFluor® PI(4,5)P2

1-oleoyl-2-{6-[4-(dipyrrometheneboron difluoride)butanoyl]amino}hexanoyl-sn-glycero-3-phosphoinositol-4,5-bisphosphate (ammonium salt)

TopFluor® PI(4,5)P<SUB>2</SUB>

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Size SKU Packaging Price
100µg 810184P-100ug 810184P-100ug $688.50
250µg 810184P-250ug 810184P-250ug $1,377.00

Info

TopFluor® PI(4,5)P2

1-oleoyl-2-{6-[4-(dipyrrometheneboron difluoride)butanoyl]amino}hexanoyl-sn-glycero-3-phosphoinositol-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
C50H92N6O20P3BF2
Percent Composition
C 48.47%, H 7.48%, B 0.87%, F 3.07%, N 6.78%, O 25.83%, P 7.50%
Purity
>99%
Stability
1 Year
Storage Temperature
-20°C
CAS Number
1246355-57-6
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
1239.023
Exact Mass
1238.564
Ex/Em
495/503nm
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

Bousova K, Barvik I, Herman P, Hofbauerová K, Monincova L, Majer P, Zouharova M, Vetyskova V, Postulkova K, Vondrasek J. Mapping of CaM, S100A1 and PIP2-Binding Epitopes in the Intracellular N- and C-Termini of TRPM4. Int J Mol Sci. 2020 Jun 17;21(12):E4323. doi: 10.3390/ijms21124323. PMID: 32560560.

PubMed ID: 32560560

Yoshioka D, Fukushima S, Koteishi H, Okuno D, Ide T, Matsuoka S, Ueda M. Single-molecule imaging of PI(4,5)P2 and PTEN in vitro reveals a positive feedback mechanism for PTEN membrane binding. Commun Biol. 2020 Feb 28;3(1):92. doi: 10.1038/s42003-020-0818-3. PMID: 32111929; PMCID: PMC7048775.

PubMed ID: 32111929

Shi, X., M. Kohram, X. Zhuang, and A.W. Smith. (2016). Interactions and Translational Dynamics of Phosphatidylinositol Bisphosphate (PIP) Lipids in Asymmetric Lipid Bilayers. Langmuir [PubMed]

PubMed ID: 26829708

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]

PubMed ID: 28961003
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