A glycerophosphoinositol
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PtdIns-(4,5)-P2 (1,2-dihydroxy) (sodium salt)

Item No. 41883

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,2R,3S,4R,5R,6S)-4-((((R)-2,3-dihydroxypropoxy)oxidophosphoryl)oxy)-3,5,6-trihydroxycyclohexane-1,2-diyl bis(hydrogen phosphate), trisodium salt
Synonyms
  • Glycerophosphoinositol-4,5-diphosphate
  • Glycerophosphoryl-myo-inositol-4,5-bisphosphate
  • Glycerophosphoryl-myo-inositol-4,5-diphosphate
  • GPIP2
  • GroPI-(4,5)-P2
  • PI(4,5)P2(0:0/0:0)
  • PIP2[4,5](0:0/0:0)
  • 1,2-Dihydroxy-sn-glycero-3-Phosphoinositol-4',5'-bisphosphate
  • 0:0/0:0 PI(4,5)P2
Molecular Formula
C9H18O17P3 • 3Na
Formula Weight
560.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): Sparingly soluble: 1-10 mg/ml
SMILES
O[C@@H]1[C@@H](OP(O)([O-])=O)[C@H](OP(O)([O-])=O)[C@@H](O)[C@H](OP(OC[C@H](O)CO)([O-])=O)[C@@H]1O.[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C9H21O17P3.3Na/c10-1-3(11)2-23-29(21,22)26-7-4(12)5(13)8(24-27(15,16)17)9(6(7)14)25-28(18,19)20;;;/h3-14H,1-2H2,(H,21,22)(H2,15,16,17)(H2,18,19,20);;;/q;3*+1/p-3/t3-,4-,5+,6+,7-,8-,9-;;;/m1.../s1
InChi Key
YVXLIONUMHIWLT-CUOWWVTDSA-K
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    PtdIns-(4,5)-P2 (1,2-dihydroxy) is a glycerophosphoinositol containing no acyl chains at the sn-1 and sn-2 positions. It inhibits sodium/calcium exchange in bovine ventricular sarcolemma vesicle preparations (IC50 = 2.1 µM).1 PtdIns-(4,5)-P2 (1,2-dihydroxy) induces intracellular calcium release in isolated permeabilized mouse lacrimal acinar cells (EC50 = 4.6 µM).2 However, it does not induce calcium release in the heavy fraction of sarcoplasmic reticulum isolated from bullfrog skeletal muscle when used at a concentration of 33 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Luciani, S., Antolini, M., Bova, S., et al. Inhibition of cardiac sarcolemmal sodium-calcium exchanger by glycerophosphoinositol 4-phosphate and glycerophosphoinositol 4-5-bisphosphate. Biochem. Biophys. Res. Commun. 206(2), 674-680 (1995).

    2. Bird, G.S., Obie, J.F., and Putney, J.W., Jr. Sustained Ca2+ signaling in mouse lacrimal acinar cells due to photolysis of "caged" glycerophosphoryl-myo-inositol 4,5-bisphosphate. The Journal of Biological Chemisty 267(25), 17722-17725 (1992).

    3. Ogawa, Y., and Harafuji, H. Ca-release by phosphoinositides from sarcoplasmic reticulum of frog skeletal muscle. J. Biochem. 106(5), 864-867 (1989).