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850154P

Avanti

18:1 PI(3,5)P2

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

Synonym(s):

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-[phosphoinositol-3,5-bisphosphate] (ammonium salt); PIP2[3′,5′](18:1(9Z)/18:1(9Z))

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About This Item

Empirical Formula (Hill Notation):
C45H94N3O19P3
CAS Number:
Molecular Weight:
1074.16
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (850154P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850154P-500ug))

manufacturer/tradename

Avanti Research - A Croda Brand 850154P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(O[C@H]1[C@H](O)[C@@H](OP(O)([O-])=O)[C@H](O)[C@@H](OP([O-])(O)=O)[C@H]1O)=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O.[NH4+].[NH4+].[NH4+]

General description

Inositol phospholipid species are membrane-bound signaling molecules that have been implicated in almost all aspects of cellular physiology, including cellular growth, metabolism, proliferation, and survival.
Phosphatidylinositol 3,5-bisphosphate (PI(3,5)P2), a phosphoinositideinositol phospholipid is mainly present in the membranes of endosome and lysosome of fungi and higher eukaryotes.

Application

18:1 PI(3,5)P2 (1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol-3′,5′-bisphosphate) (ammonium salt)) may be used in vesicles for co-sedimentation assays. It has also been used:
  • in lipid overlay assay
  • in liposome co-sedimentation
  • in liposome flotation assays

Biochem/physiol Actions

The level of phosphatidylinositol 3,5-bisphosphate (PI(3,5)P2) surges in response to numerous extracellular stresses.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850154P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850154P-500ug)

Legal Information

Avanti Research 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


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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Sheena Claire Li et al.
Molecular biology of the cell, 25(8), 1251-1262 (2014-02-14)
Vacuolar proton-translocating ATPases (V-ATPases) are highly conserved, ATP-driven proton pumps regulated by reversible dissociation of its cytosolic, peripheral V1 domain from the integral membrane V(o) domain. Multiple stresses induce changes in V1-V(o) assembly, but the signaling mechanisms behind these changes
Markku Hakala et al.
The Journal of biological chemistry, 293(13), 4818-4829 (2018-02-10)
Membrane phosphoinositides control organization and dynamics of the actin cytoskeleton by regulating the activities of several key actin-binding proteins. Twinfilin is an evolutionarily conserved protein that contributes to cytoskeletal dynamics by interacting with actin monomers, filaments, and the heterodimeric capping
Arthur P H de Jong et al.
Neuron, 98(2), 335-349 (2018-04-03)
Rapid and efficient synaptic vesicle fusion requires a pool of primed vesicles, the nearby tethering of Ca2+ channels, and the presence of the phospholipid PIP2 in the target membrane. Although the presynaptic active zone mediates the first two requirements, it
Bong-Kwan Han et al.
The Journal of biological chemistry, 288(28), 20633-20645 (2013-06-05)
Glucose/carbon metabolism is a fundamental cellular process in living cells. In response to varying environments, eukaryotic cells reprogram their glucose/carbon metabolism between aerobic or anaerobic glycolysis, oxidative phosphorylation, and/or gluconeogenesis. The distinct type of glucose/carbon metabolism that a cell carries
Yelena Ugolev et al.
The Journal of biological chemistry, 283(32), 22257-22271 (2008-05-29)
Rac plays a pivotal role in the assembly of the superoxide-generating NADPH oxidase of phagocytes. In resting cells, Rac is found in the cytosol in complex with Rho GDP dissociation inhibitor (RhoGDI). NADPH oxidase assembly involves dissociation of the Rac.RhoGDI

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