A membrane phospholipid
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PtdIns-(4,5)-P2 (1,2-dipalmitoyl) (ammonium salt)

Item No. 64924

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(1,2R-dihexadecanoylphosphatidyl)inositol-4,5-bisphosphate, triammonium salt
Synonyms
  • DPPI-4,5-P2
  • Phosphatidylinositol-4,5-diphosphate C-16
  • PI(4,5)P2 (16:0/16:0)
  • PIP2[4',5'](16:0/16:0)
Molecular Formula
C41H78O19P3 • 3NH4
Formula Weight
1022.1
Purity
≥98%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
50 mM HEPES*: 8 mg/mlCHCl3:CH3OH:H2O (3:2:1): 10 mg/mlPBS (pH 7.2): 1 mg/ml (opaque solution)
SMILES
CCCCCCCCCCCCCCCC(OCC(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(CCCCCCCCCCCCCCC)=O)=O.[NH4+].[NH4+].[NH4+]
InChi Code
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,53,5
InChi Key
VYFVZCYVYQYDCN-QVMSXFBISA-N
Side Chain Carbon Sum
32:0
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

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    Product Description

    PtdIns-(4,5)-P2 incorporated into membrane lipids can bind to important proteins such as Group IV cPLA2 and PLCδ1, enhancing their adherence to the membrane and increasing the rate of substrate hydrolysis.1 PtdIns-(4,5)-P2 can be further phosphorylated to give triphosphates such as PtdIns-(3,4,5)-P3. It can also be cleaved by PI-specific PLC to give inositol triphosphates. The diacyl glycerol and IP3 generated by this PLC-cleavage are also part of a complex biochemical and signal transduction cascade which has not been entirely elucidated. For some additional reading, please see references 2, 3, and 4.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mosior, M., Six, D.A., and Dennis, E.A. Group IV cytosolic phospholiase A2 binds with high affinity and specificity to phosphatidylinositol 4,5-bisphosphate resulting in dramatic increases in activity. The Journal of Biological Chemisty 273, 2184-2191 (1998).

    2. Majerus, P.W. Inositol phosphate biochemistry. Annu. Rev. Biochem. 61, 225-250 (1992).

    3. Pike, L.J., and Casey, L. Localization and turnover of phosphatidylinositol 4,5-bisphosphate in caveolin-enriched membrane domains. The Journal of Biological Chemisty 271(43), 26453-26456 (1996).

    4. Berridge, M.J. Inositol trisphosphate and calcium signalling. Nature 361(6410), 315-325 (1993).