A metabolically stable IP3 receptor agonist
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D-myo-Inositol-2,4,5-triphosphate (sodium salt)

Item No. 10007779

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
D-myo-inositol-2,4,5-tris(hydrogen phosphate), trisodium salt
Synonyms
  • Ins(2,4,5)P3 (sodium salt)
  • 2,4,5-IP3 (sodium salt)
Molecular Formula
C6H12O15P3 • 3Na
Formula Weight
486.0
Purity
≥98%
Formulation (Request formulation change)
A lyophilized powder
SMILES
O[C@H]1[C@H](O)[C@@H](OP([O-])(O)=O)[C@H](OP([O-])(O)=O)[C@@H](O)[C@H]1OP([O-])(O)=O.[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C6H15O15P3.3Na/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12;;;/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18);;;/q;3*+1/p-3/t1-,2-,3-,4?,5?,6?;;;/m0.../s1
InChi Key
ZVCVTWVBDIPWPZ-UIEDNGEDSA-K
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 µg

    $69

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    500 µg

    $297

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    1 mg

    $525

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    Product Description

    The inositol phosphates (InsP) play a critical role as small, soluble second messengers in the transmission of cellular signals.1,2 The most studied InsP, D-myo-Inositol-2,4,5-triphosphate (sodium salt) (Ins(1,4,5)P3), more commonly referred to as IP3, is a second messenger produced in cells by phospholipase C (PLC)-mediated hydrolysis of phosphatidylinositol-4,5-biphosphate.3,4 Binding of Ins(1,4,5)P3 to its receptor on the endoplasmic reticulum results in opening of the calcium channels and an increase in intracellular calcium.4,5 Ins(2,4,5)P3 is a metabolically stable analog of Ins(1,4,5)P3 that is commonly used to study Ca2+ signaling pathways. Ins(2,4,5)P3 acts as a partial agonist at rat hepatic IP3 receptors, exhibiting 65% of the maximal Ca2+ response obtained with Ins(1,4,5)P3.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

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

    3. Streb, H., Irvine, R.F., Berridge, M.J., et al. Release of Ca2+ from a nonmitochondrial intracellular store in pancreatic acinar cells by inositol-1,4,5-trisphosphate. Nature 306(5938), 67-69 (1983).

    4. Yoshida, Y., and Imai, S. Structure and function of inositol 1,4,5-triphosphate receptor. Jpn. J. Pharmacol. 74(2), 125-137 (1997).

    5. Exton, J.H. Regulation of phosphoinositide phospholipases by hormones, neurotransmitters, and other agonists linked to G proteins. Annu. Rev. Pharmacol. Toxicol. 36, 481-509 (1996).

    6. Marchant, J.S., Chang, Y.T., Chung, S.K., et al. Rapid kinetic measurements of 45Ca2+ mobilization reveal that Ins(2,4,5)P3 is a partial agonist at hepatic InsP3 receptors. Biochem. J. 321, 573-576 (1997).