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850156P

Avanti

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

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

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

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 Polar Lipids 850156P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

Inchi Code

1S/C45H86O22P4.4H3N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)61-35-37(63-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)36-62-71(59,60)67-42-40(48)43(64-68(50,51)52)45(66-70(56,57)58)44(41(42)49)65-69(53,54)55;;;;/h17-20,37,40-45,48-49H,3-16,21-36H2,1-2H3,(H,59,60)(H2,50,51,52)(H2,53,54,55)(H2,56,57,58);4*1H3/b19-17-,20-18-;;;;/t37-,40?,41?,42-,43+,44?,45?;;;;/m1..../s1

InChI key

CTYBALUTLRWYAN-RSAGOKKESA-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+]

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.

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.

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)

Storage Class

11 - Combustible Solids

wgk_germany

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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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)
Phosphatidylinositol Turnover and Receptors
Ramazzotti G, et al.
Archives of Biochemistry and Biophysics (2016)
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)
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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