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P7115

Sigma-Aldrich

1,2-Dipalmitoylphosphatidylinositol 4,5-diphosphate triammonium salt

≥98%, solid

Synonym(s):

1,2-Dipalmitoyl-L-α-phosphatidyl-D-myo-inositol 4,5-bisphosphate triammonium salt, L-α-Phosphatidyl-(1,2-dipalmitoyl)-D-myo-inositol 4,5-bisphosphate triammonium salt, PI(4,5)P2 (dipalmitoyl) triammonium salt, Phosphatidylinositol-4,5-diphosphate C-16 triammonium salt, PtdIns(4,5)P2 (dipalmitoyl) triammonium salt

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About This Item

Linear Formula:
(C41H78O19P3)-3(NH4+)3
Molecular Weight:
1022.08
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98%

form

solid

solubility

DMSO: soluble >10 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

O[C@@H]1[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](O)[C@@H](O)[C@H]1OP(OC[C@H](OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O)(O)=O.N.N.N

InChI

1S/C41H81O19P3.3H3N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)55-31-33(57-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-56-63(53,54)60-39-36(44)37(45)40(58-61(47,48)49)41(38(39)46)59-62(50,51)52;;;/h33,36-41,44-46H,3-32H2,1-2H3,(H,53,54)(H2,47,48,49)(H2,50,51,52);3*1H3/t33-,36-,37+,38+,39-,40-,41-;;;/m1.../s1

InChI key

VYFVZCYVYQYDCN-QNYQTKJTSA-N

Biochem/physiol Actions

Diphosphorylated phosphatidylinositol that may be hydrolyzed by PI-specific phospholipase C to generate IP3 and DAG.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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T F Franke et al.
Science (New York, N.Y.), 275(5300), 665-668 (1997-01-31)
The regulation of the serine-threonine kinase Akt by lipid products of phosphoinositide 3-kinase (PI 3-kinase) was investigated. Akt activity was found to correlate with the amount of phosphatidylinositol-3,4-bisphosphate (PtdIns-3,4-P2) in vivo, and synthetic PtdIns-3,4-P2 activated Akt both in vitro and
Chinmoy Sarkar et al.
Autophagy, 16(3), 466-485 (2019-06-27)
Lysosomal membrane permeabilization (LMP) is observed under many pathological conditions, leading to cellular dysfunction and death. However, the mechanisms by which lysosomal membranes become leaky in vivo are not clear. Our data demonstrate that LMP occurs in neurons following controlled

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