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810184P

Avanti

TopFluor™ PI(4,5)P2

Avanti Research™ - A Croda Brand 810184P, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C50H78BF2N3O20P3
CAS Number:
1246355-57-6
Molecular Weight:
1182.89
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 50 μg (with stopper and crimp cap (810184P-50ug))

manufacturer/tradename

Avanti Research™ - A Croda Brand 810184P

shipped in

dry ice

storage temp.

−20°C

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.

Application

TopFluor™ PI(4,5)P2 or 1-oleoyl-2-{6-[4-(dipyrrometheneboron difluoride)butanoyl]amino}hexanoyl-sn-glycero-3-phosphoinositol-4,5-bisphosphate (ammonium salt) has been used as a fluorescent lipid in living cells to analyse the cellular localization of phosphatidylinositol (PI) and in the preparation of giant unilamellar vesicles (GUVs) for the ezrin-membrane tethering assays.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (810184P-50ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC
TopFluor is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

No data available

Flash Point(C)

No data available

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

810184P-BULK:
810184P-50UG:
810184P-100UG:
810184P-VAR:
810184P-250UG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ezrin enrichment on curved membranes requires a specific conformation or interaction with a curvature-sensitive partner
Tsai FC, et al.
eLife, 7, e37262-e37262 (2018)
Feng-Ching Tsai et al.
eLife, 7 (2018-09-21)
One challenge in cell biology is to decipher the biophysical mechanisms governing protein enrichment on curved membranes and the resulting membrane deformation. The ERM protein ezrin is abundant and associated with cellular membranes that are flat, positively or negatively curved.
Probing the subcellular distribution of phosphatidylinositol reveals a surprising lack at the plasma membrane.
James PZ, et al.
The Journal of Cell Biology, 219(3), e201906127-e201906127 (2020)
Xiaojun Shi et al.
Langmuir : the ACS journal of surfaces and colloids, 32(7), 1732-1741 (2016-02-02)
Phosphatidylinositol phosphate (PIP) lipids are critical to many cell signaling pathways, in part by acting as molecular beacons that recruit peripheral membrane proteins to specific locations within the plasma membrane. Understanding the biophysics of PIP-protein interactions is critical to developing
Maria J Sarmento et al.
Langmuir : the ACS journal of surfaces and colloids, 33(43), 12463-12477 (2017-09-30)
Although the evidence for the presence of functionally important nanosized phosphorylated phosphoinositide (PIP)-rich domains within cellular membranes has accumulated, very limited information is available regarding the structural determinants for compartmentalization of these phospholipids. Here, we used a combination of fluorescence
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