An inositol phospholipid with possible roles in signal transduction
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PtdIns-(3,4,5)-P3 (1-stearoyl, 2-arachidonoyl) (sodium salt)

Item No. 64930

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(1-octadecanoyl-2R-(5Z,8Z,11Z,14Z)-eicosatetraenoylphosphatidyl)inositol-3,4,5-trisphosphate, tetrasodium salt
Synonyms
  • PI(3,4,5)P3
  • PI(3,4,5)P3 (18:0/20:4)
  • PIP3[3,4,5](18:0/20:4)
  • PIP3[3',4',5'](18:0/20:4)
  • Phosphatidylinositol-3,4,5-triphosphate C-18 (sodium salt)
  • SAPI-3,4,5-P3
Molecular Formula
C47H82O22P4 • 4Na
Formula Weight
1215.0
Purity
≥98%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
CHCl3:CH3OH:H2O (3:2:1): 10 mg/mlPBS (pH 7.2): Freely soluble
SMILES
CCCCCCCCCCCCCCCCCC(OCC(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COP([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)=O.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C47H86O22P4.4Na/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)65-39(37-63-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-64-73(61,62)69-44-42(50)45(66-70(52,53)54)47(68-72(58,59)60)46(43(44)51)67-71(55,56)57;;;;/h11,13,17,19,22,24,28,30,39,42-47,50-51H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,61,62)(H2,52,53,54)(H2,55,56,57)(H2,58,59,60);;;;/q;4*+1/p-4/b13-11-,19-17-,24-22-,30-28-;;;;/t39?,42-,43-,44-,45+,46-,47-;;;;/m0..../s1
InChi Key
JCZJAQPLXIVRFT-MQHAHNNISA-J
Side Chain Carbon Sum
38:4
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    50 µg

    $98

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    Product Description

    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 Akts are examples of PtdIns-(3,4,5)-P3-binding proteins.1,2 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 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 3 and 4.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).

    2. 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).

    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).