A glycerophosphoinositol
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PtdIns-(4)-P1 (1,2-dihydroxy) (sodium salt)

Item No. 42496

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,2R,3R,4R,5R,6S)-4-((((R)-2,3-dihydroxypropoxy)oxidophosphoryl)oxy)-2,3,5,6-tetrahydroxycyclohexyl hydrogen phosphate, disodium salt
Synonyms
  • 1,2-Dihydroxy-sn-glycero-3-Phosphoinositol-4'-phosphate
  • Glycerophosphoinositol-4-phosphate
  • Glycerophosphoryl-myo-inositol-4-phosphate
  • GPIP1
  • GroPI-(4)-P1
  • PI[4](0:0/0:0)
  • PI(4)P1(0:0/0:0)
  • 0:0/0:0 PI(4)P1
Molecular Formula
C9H18O14P2 • 2Na
Formula Weight
458.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥ 10 mg/mlPBS (pH 7.2): Soluble: ≥ 10 mg/ml
SMILES
O[C@@H]1[C@@H](OP(O)([O-])=O)[C@H](O)[C@@H](O)[C@H](OP(OC[C@H](O)CO)([O-])=O)[C@@H]1O.[Na+].[Na+]
InChi Code
InChI=1S/C9H20O14P2.2Na/c10-1-3(11)2-21-25(19,20)23-9-6(14)4(12)8(5(13)7(9)15)22-24(16,17)18;;/h3-15H,1-2H2,(H,19,20)(H2,16,17,18);;/q;2*+1/p-2/t3-,4-,5+,6-,7-,8+,9+;;/m1../s1
InChi Key
PPBMXRBIRSLGPX-OPJBIKHCSA-L
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    100 µg

    $154

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    500 µg

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    1 mg

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    Product Description

    PtdIns-(4)-P1 (1,2-dihydroxy) is a glycerophosphoinositol containing no acyl chains at the sn-1 and sn-2 positions. It is formed via the diacylation of membrane phosphoinositides by cytoplasmic phospholipase A2 (cPLA2).1,2 PtdIns-(4)-P1 (1,2-dihydroxy) (1-1,000 µM) inhibits cholera toxin- or thyrotropin-induced increases in cAMP in FRTL-5 cells.3 Exogenous PtdIns-(4)-P1 (1,2-dihydroxy) induces the formation of actin membrane ruffles and stress fibers in serum-starved NIH3T3 cells.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Berrie, C.P., Falasca, M., Carvelli, A., et al. Glycerophosphoinositol-4-Phosphate in Intracellular Signalling. Frontiers in Bioactive Lipids (1996).

    2. Varone, A., Mariggiò, S., Patheja, M., et al. A signalling cascade involving receptor-activated phospholipase A2, glycerophosphoinositol 4-phosphate, Shp1 and Src in the activation of cell motility. Cell Commun. Signal. 17(1), 20 (2019).

    3. Iacovelli, L., Falasca, M., Valitutti, S., et al. Glycerophosphoinositol 4-phosphate, a putative endogenous inhibitor of adenylylcyclase. The Journal of Biological Chemisty 268(27), 20402-20407 (1993).

    4. Mancini, R., Piccolo, E., Mariggio', S., et al. Reorganization of actin cytoskeleton by the phosphoinositide metabolite glycerophosphoinositol 4-phosphate. Mol. Biol. Cell. 14(2), 503-515 (2003).