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Merck
CN

850156P

Avanti

18:1 PI(3,4,5)P3

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-[phosphoinositol-3,4,5-trisphosphate] (ammonium salt); PIP3[3′,4′,5′](18:1(9Z)/18:1(9Z))

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About This Item

Empirical Formula (Hill Notation):
C45H98N4O22P4
CAS Number:
799268-57-8
Molecular Weight:
1171.17
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

18:1 PI(3,4,5)P3, 1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol-3′,4′,5′-trisphosphate) (ammonium salt), powder

storage temp.

−20°C

InChI key

CTYBALUTLRWYAN-CJXCTDJBSA-N

SMILES string

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

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (850156P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850156P-500ug))

manufacturer/tradename

Avanti Research™ - A Croda Brand 850156P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

Application

18:1 PI(3,4,5)P3 is suitable to use in lipid stock preparation to form mixed micelles. It has also been used:
  • in the preparation of planar-supported lipid bilayers (SLBs)
  • in supplementing or enriching phagocyte membrane
  • in liposome preparation

Biochem/physiol Actions

Phosphoinositol-containing sphingolipids can induce ATPase at lower levels when compared to glycerophospholipids.

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 is a structural phospholipid. Phosphatidylinositol phosphate (PIP) is located in the plasma membrane.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850156P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850156P-500ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

No data available

flash_point_c

No data available

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Achieving a graded immune response: BTK adopts a range of active/inactive conformations dictated by multiple interdomain contacts
Joseph RE, et al.
Structure, 25(10), 1481-1494 (2017)
Phosphatidylinositol Turnover and Receptors
Ramazzotti G, et al.
Archives of Biochemistry and Biophysics (2016)
Protein kinase Czeta exhibits constitutive phosphorylation and phosphatidylinositol-3, 4, 5-triphosphate-independent regulation
Tobias IS, et al.
The Biochemical Journal, 473(4), 509-523 (2016)
Dissociation of Rac1 (GDP)-RhoGDI complexes by the cooperative action of anionic liposomes containing phosphatidylinositol 3, 4, 5-trisphosphate, Rac guanine nucleotide exchange factor, and GTP
Ugolev Y, et al.
The Journal of Biological Chemistry, 283(32), 22257-22271 (2008)
K-Ras4B remains monomeric on membranes over a wide range of surface densities and lipid compositions
Chung JK, et al.
Biophysical Journal, 114(1), 137-145 (2018)
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