PtdIns-(3,4,5)-P3 (1,2-dipalmitoyl) (sodium salt)

PtdIns-(3,4,5)-P₃ (1,2-dipalmitoyl) (sodium salt)

Cayman Chemical Item Number 64920

Phosphatidylinositol-3,4,5-triphosphate C-16; DPPI-3,4,5-P₃

Description

The phosphatidylinositol phosphates represent a small percentage of total membrane phospholipids. However, they play a critical role in the generation and transmission of cellular signals.^1,2 PtdIns-(3,4,5)-P₃ can serve as an anchor for the binding of signal transduction proteins bearing pleckstrin homology (PH) domains. Centuarin α and the Akt-family of GTPase activating proteins are examples of PtdIns-(3,4,5)-P₃-binding proteins.^3,4 Protein-binding to PtdIns-(3,4,5)-P₃ is important for cytoskeletal rearrangements and membrane trafficking. PtdIns-(3,4,5)-P₃ is resistant to cleavage by PI-specific phospholipase C (PLC). Thus, it is likely to function in signal transduction as a modulator in its own right, rather than as a source of inositol tetraphosphates. For further reading on inositol phospholipids, see also references ⁵ and ⁶.

1 Lapetina, E.G., Billah, M.M., and Cuatrecasas, P. The phosphatidylinositol cycle and the regulation of arachidonic acid production. Nature 292 367-369 (1981).

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

3 Tanaka, K., Imajoh-Ohmi, S., Sawada, T., et al. A target of phosphatidylinositol 3,4,5-trisphosphate with a zinc finger motif similar to that of the ADP-ribosylation-factor GTPase-activating protein and two pleckstrin homology domains. Eur J Biochem 245 512-519 (1997).

4 Yang, X., Rudolf, M., Carew, M.A., et al. Inositol 1,3,4-trisphosphate acts in vivo as a specific regulator of cellular signaling by inositol 3,4,5,6-tetrakisphosphate. J Biol Chem 274 18973-18980 (1999).

5 Pike, L.J., and Casey, L. Localization and turnover of phosphatidylinositol 4,5-bisphosphate in caveolin-enriched membrane domains. J Biol Chem 271 26453-26456 (1996).

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

Synonyms

Phosphatidylinositol-3,4,5-triphosphate C-16
DPPI-3,4,5-P3

Formal Name

1-(1,2R-dihexadecanoylphosphatidyl)inositol-3,4,5-trisphosphate, tetrasodium salt

Molecular Formula

C₄₁H₇₈O₂₂P₄ · 4Na

Formula Weight

1138.9

Formulation

A lyophilized powder

Purity

≥98%

Stability

1 year

Storage

-20°C

Shipping

Room temperature in continental US; may vary elsewhere

SMILES

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[O-]P(OC[C@H](OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O)(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

Background Reading

Lapetina, E.G., Billah, M.M., and Cuatrecasas, P. The phosphatidylinositol cycle and the regulation of arachidonic acid production. Nature 292 367-369 (1981).

Tanaka, K., Imajoh-Ohmi, S., Sawada, T., et al. A target of phosphatidylinositol 3,4,5-trisphosphate with a zinc finger motif similar to that of the ADP-ribosylation-factor GTPase-activating protein and two pleckstrin homology domains. Eur J Biochem 245 512-519 (1997).

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

Yang, X., Rudolf, M., Carew, M.A., et al. Inositol 1,3,4-trisphosphate acts in vivo as a specific regulator of cellular signaling by inositol 3,4,5,6-tetrakisphosphate. J Biol Chem 274 18973-18980 (1999).

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

Pike, L.J., and Casey, L. Localization and turnover of phosphatidylinositol 4,5-bisphosphate in caveolin-enriched membrane domains. J Biol Chem 271 26453-26456 (1996).

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PtdIns-(3,4,5)-P3 (1,2-dipalmitoyl) (sodium salt) is available in the following screening library:

Bio-active Lipid II Screening Library (96-Well)

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PtdIns-(3,4,5)-P₃ (1,2-dipalmitoyl) (sodium salt)