Synthetic, pure phosphoinositol for signal transduction research
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D-myo-Inositol-1,2-diphosphate (sodium salt)

Item No. 10008439

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
D-myo-inositol-1,2-bis(dihydrogen phosphate), disodium salt
CAS Number
208584-51-4
Synonyms
  • Ins(1,2)P2 (sodium salt)
  • 1,2-IP2 (sodium salt)
Molecular Formula
C6H12O12P2 • 2Na
Formula Weight
384.1
Purity
≥98%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
H2O: 5 mg/ml
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]1O.[Na+].[Na+]
InChi Code
InChI=1S/C6H14O12P2.2Na/c7-1-2(8)4(10)6(18-20(14,15)16)5(3(1)9)17-19(11,12)13;;/h1-10H,(H2,11,12,13)(H2,14,15,16);;/q;2*+1/p-2/t1-,2-,3+,4+,5?,6?;;/m0../s1
InChi Key
AGYHIHUTKCMLKM-QIYGBPAOSA-L
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

    Ins(1,2)P2 (sodium salt) is one of the many inositol phosphate (InsP) isomers that could act as small, soluble second messengers in the transmission of cellular signals.1,2,3 The most studied InsP Ins(1,4,5)P3, is a second messenger produced in cells by phospholipase C (PLC)-mediated hydrolysis of phosphatidylinositol-4,5-biphosphate.4,5 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.5,6 Ins(1,2)P2 (tested as the D/L racemic mixture) is ~1,000-fold less potent than Ins(1,4,5)P3 at initiating Ca2+ release when injected into Xenopus oocytes.7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

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

    3. Shears, S.B. The versatility of inositol phosphates as cellular signals. Biochim. Biophys. Acta 1436(1-2), 49-67 (1998).

    4. 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).

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

    6. 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).

    7. DeLisle, S., Radenberg, T., Wintermantel, M.R., et al. Second messenger specificity of the inositol trisphosphate receptor: Reappraisal based on novel inositol phosphates. Am. J. Physiol. 266(2 Pt 1), C429-C436 (1994).