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Merck
CN

850183P

Avanti

08:0 PI(3,4)P2

Avanti Research - A Croda Brand

Synonym(s):

PIP2[3′,4′](8:0/8:0); 110666, 1,2-dioctanoyl-sn-glycero-3-phospho-(1′-myo-inositol-3′,4′-bisphosphate)

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About This Item

Empirical Formula (Hill Notation):
C25H58N3O19P3
CAS Number:
Molecular Weight:
797.66
UNSPSC Code:
51191904
NACRES:
NA.25
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Product Name

08:0 PI(3,4)P2, Avanti Research - A Croda Brand

description

1,2-dioctanoyl-sn-glycero-3-phospho-(1′-myo-inositol-3′,4′-bisphosphate) (ammonium salt)

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (850183P-100ug)), pkg of 1 × 500 μg (with stopper and crimp cap (850183P-500ug))

manufacturer/tradename

Avanti Research - A Croda Brand

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C25H49O19P3.3H3N/c1-3-5-7-9-11-13-18(26)39-15-17(41-19(27)14-12-10-8-6-4-2)16-40-47(37,38)44-23-20(28)21(29)24(42-45(31,32)33)25(22(23)30)43-46(34,35)36;;;/h17,20-25,28-30H,3-16H2,1-2H3,(H,37,38)(H2,31,32,33)(H2,34,35,36);3*1H3/t17-,20-,21-,22+,23+,24+

InChI key

FRWPUPUJRUQWKA-QOWPPSIZSA-N

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

08:0 PI(3,4)P2 (1,2-dioctanoyl-sn-glycero-3-phospho-(1′-myo-inositol-3′,4′-bisphosphate) (ammonium salt)) has been used in hydrogen deuterium exchange mass spectrometry (HDX-MS) to compare the dynamics of full-length wild-type (WT) sorting nexin 9 (SNX9)/used in lipid mixture for SNX9 tubulation assay. It may also be used in liposomes for nanoparticle tracking analysis.

Biochem/physiol Actions

Phosphatidylinositol 3,4,-biphosphate (PI(3,4)P2) serves as a lipid second messenger.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850183P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850183P-500ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


Storage Class

11 - Combustible Solids



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Leonardo Almeida-Souza et al.
Cell, 174(2), 325-337 (2018-06-12)
Multiple proteins act co-operatively in mammalian clathrin-mediated endocytosis (CME) to generate endocytic vesicles from the plasma membrane. The principles controlling the activation and organization of the actin cytoskeleton during mammalian CME are, however, not fully understood. Here, we show that
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



Global Trade Item Number

SKUGTIN
850183P-500UG04061835229826
850183P-100UG04061835229819