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850164P

Avanti

18:0-20:4 PI(3,5)P2

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

Synonym(s):

1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-[phosphoinositol-3,5-bisphosphate] (ammonium salt); PIP2[3′,5′](18:0/20:4(5Z,8Z,11Z,14Z))

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About This Item

Empirical Formula (Hill Notation):
C47H94N3O19P3
CAS Number:
799268-58-9
Molecular Weight:
1098.18
MDL number:
MFCD22416814
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (850164P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850164P-500ug))

manufacturer/tradename

Avanti Research™ - A Croda Brand 850164P

lipid type

cardiolipins
phospholipids

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(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=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.

Application

18:0-20:4 PI(3,5)P2 or 1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-(1′-myo-inositol-3′,5′-bisphosphate) (ammonium salt) has been used:
  • in liposome preparation
  • in liposomes to check the lipid binding specificity of cortical sorting signal of integral membrane protein, Ist2 (CSSIst2) towards different phosphatidlyinositolphosphates (PIPs)
  • in giant unilamellar vesicles (GUVs) to study the interaction of cholesterol with phosphoinositides

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850164P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850164P-500ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

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

850164P-VAR:
850164P-100UG:
850164P-500UG:
850164P-BULK:

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Marcel André Fischer et al.
Traffic (Copenhagen, Denmark), 10(8), 1084-1097 (2009-05-21)
Recruitment of cytosolic proteins to individual membranes is governed by a combination of protein-protein and protein-membrane interactions. Many proteins recognize phosphatidylinositol 4,5-bisphosphate [PI(4,5)P(2)] at the cytosolic surface of the plasma membrane (PM). Here, we show that a protein-lipid interaction can
Zhiping Jiang et al.
Chemistry and physics of lipids, 182, 52-61 (2014-02-22)
Local accumulation of phosphoinositides (PIPs) is an important factor for a broad range of cellular events including membrane trafficking and cell signaling. The negatively charged phosphoinositide headgroups can interact with cations or cationic proteins and this electrostatic interaction has been
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
Ya-Cheng Liao et al.
Cell, 179(1), 147-164 (2019-09-21)
Long-distance RNA transport enables local protein synthesis at metabolically-active sites distant from the nucleus. This process ensures an appropriate spatial organization of proteins, vital to polarized cells such as neurons. Here, we present a mechanism for RNA transport in which
Gerald R V Hammond et al.
Science (New York, N.Y.), 337(6095), 727-730 (2012-06-23)
The quantitatively minor phospholipid phosphatidylinositol (4,5)-bisphosphate [PI(4,5)P(2)] fulfills many cellular functions in the plasma membrane (PM), whereas its synthetic precursor, phosphatidylinositol 4-phosphate (PI4P), has no assigned PM roles apart from PI(4,5)P(2) synthesis. We used a combination of pharmacological and chemical

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