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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:
799268-55-6
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

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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
Lee Dolat et al.
The Journal of cell biology, 214(5), 517-527 (2016-08-24)
Macropinocytosis, the internalization of extracellular fluid and material by plasma membrane ruffles, is critical for antigen presentation, cell metabolism, and signaling. Macropinosomes mature through homotypic and heterotypic fusion with endosomes and ultimately merge with lysosomes. The molecular underpinnings of this
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