An internal standard for the quantification of PtdIns-(3,4,5)-P3 (1,2-dipalmitoyl)
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PtdIns-(3,4,5)-P3 (1,2-dipalmitoyl)-d62 (sodium salt)

Item No. 9000414

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(1,2R-dihexadecanoyl (2,2’,3,3’,4,4’,5,5’,6,6’,7,7’,8,8’,9,9’,10,10’,11,11’,12,12’,13,13’,14,14’,15,16,16,16-d62)phosphatidyl)inositol-3,4,5-trisphosphate, tetrasodium salt
Synonyms
  • DPPI-3,4,5-P3-d62
  • Phosphatidylinositol-3,4,5-trisphosphate C-16-d62
  • PI(3,4,5)P3 (16:0/16:0)-d62
  • PIP3[3',4',5'](16:0/16:0)-d62
Molecular Formula
C41H16D62O22P4 • 4Na
Formula Weight
1201.3
Purity
≥99% deuterated forms (d1-d62)
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Water: 10 mg/ml
SMILES
O[C@@H]1[C@@H](OP([O-])(O)=O)[C@H]([O]P([O-])(O)=O)[C@@H](OP([O-])(O)=O)[C@@H](O)[C@H]1OP([O-])(OCC(COC(C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=O)OC(C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=O)=O.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C41H82O22P4.4Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)57-31-33(59-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-58-67(55,56)63-38-36(44)39(60-64(46,47)48)41(62-66(52,53)54)40(37(38)45)61-65(49,50)51;;;;/h33,36-41,44-45H,3-32H2,1-2H3,(H,55,56)(H2,46,47,48)(H2,49,50,51)(H2,52,53,54);;;;/q;4*+1/p-4/t33?,36-,37-,38-,39+,40-,41-;;;;/m0..../s1/i1D3,2D3,3D2,4D2,5D2,6D2,7D2,8D2,9D2,10D2,11D2,12D2,13D2,14D2,15D2,16D2,17D2,18D2,19D2,20D2,21D2,22D2,23D2,24D2,25D2,26D2,27D2,28D2,29D2,30D2;;;;
InChi Key
OKHWJEMVEFYEGE-SBCBKYTDSA-J
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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    25 µg

    $103

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    50 µg

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    100 µg

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    Product Description

    PtdIns-(3,4,5)-P3 (1,2-dipalmitoyl)-d62 (sodium salt) is intended for use as an internal standard for the quantification of PtdIns-(3,4,5)-P3 (1,2-dipalmitoyl) (sodium salt) (Item No. 64920) by GC- or LC-MS.. 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 references 5 and 6.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lapetina, E.G., Billah, M.M., and Cuatrecasas, P. The phosphatidylinositol cycle and the regulation of arachidonic acid production. Nature 292(5821), 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(2), 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. The Journal of Biological Chemisty 274(27), 18973-18980 (1999).

    5. 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).

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