A synthetic, pure phosphoinositol for signal transduction research
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D-myo-Inositol-1-phosphate (cyclohexyl ammonium salt)

Item No. 9001248

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cyclohexanaminium (1S)-2R,3R,4S,5S,6R-pentahydroxycyclohexyl phosphate
Synonyms
  • Ins(1)P1 (cyclohexyl ammonium salt)
  • 1-IP1 (cyclohexyl ammonium salt)
Molecular Formula
C6H11O9P • 2C6H14N
Formula Weight
458.5
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Water: > 1mg/ml
SMILES
O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1OP([O-])([O-])=O.[NH3+]C2CCCCC2.[NH3+]C3CCCCC3
InChi Code
InChI=1S/2C6H13N.C6H13O9P/c2*7-6-4-2-1-3-5-6;7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h2*6H,1-5,7H2;1-11H,(H2,12,13,14)/t;;1-,2-,3+,4-,5-,6?/m..1/s1
InChi Key
IMIHZMWNWGIJKQ-FCBDNECJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $42

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    1 mg

    $79

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    5 mg

    $322

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    10 mg

    $561

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    Product Description

    D-myo-Inositol-1-phosphate (Ins(1)P1) is a member of the inositol phosphate molecular family of second messengers that play critical roles in intracellular signaling.1,2 Ins(1)P1 can be formed by PLC hydrolysis of phosphatidylinositol or by dephosphorylation of polyphosphate inositols such as Ins(1,3)P2 by inositol polyphosphate 3-phosphatase.1 Changes in myo-inositol-1-phosphate synthase activity and inositol levels are induced by lithium and valproate and are associated with bipolar disorder.3,4 Also, cross-regulation occurs between the SUMO and inositol pathways.5

    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. Shamir, A., Shaltiel, G., Mark, S., et al. Human MIP synthase splice variants in bipolar disorder. Bipolar Disord. 9(7), 766-771 (2007).

    4. Hallcher, L.M., and Sherman, W.R. The effects of lithium ion and other agents on the activity of myo-inositol-1-phosphatase from bovine brain. The Journal of Biological Chemisty 255(22), 10896-10901 (1980).

    5. Felberbaum, R., Wilson, N.R., Cheng, D., et al. Desumoylation of the endoplasmic reticulum membrane VAP family protein Scs2 by Ulp1 and SUMO regulation of the inositol synthesis pathway. Mol. Cell. Biol. 32(1), 64-75 (2012).