A synthetic phosphatidylinositol for signal transduction research
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PtdIns-(4,5)-P2 (1,2-dihexanoyl) (sodium salt)

Item No. 10007762

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(1,2-dihexanoylphosphatidyl)inositol-4,5-bisphosphate, trisodium salt
Synonyms
  • DHPI-4,5-P2
  • Phosphatidylinositol-4,5-bisphosphate C-6
  • PI(4,5)P2 (6:0/6:0)
  • PIP2[4',5'](6:0/6:0)
Molecular Formula
C21H38O19P3 • 3Na
Formula Weight
756.4
Purity
≥98%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
DMSO: Slightly soluble:0.1-1 mg/mLEthanol: Slightly soluble:0.1-1 mg/mLPBS (pH 7.2): Sparingly soluble: 1-10 mg/mLWater: Soluble
SMILES
CCCCCC(OC[C@H](COP(O[C@@H]1[C@H](O)[C@H](O)[C@@H](OP([O-])(O)=O)[C@H](OP([O])(O)=O)[C@H]1O)([O-])=O)OC(CCCCC)=O)=O.[Na+].[Na].[Na+]
InChi Code
InChI=1S/C21H41O19P3.3Na/c1-3-5-7-9-14(22)35-11-13(37-15(23)10-8-6-4-2)12-36-43(33,34)40-19-16(24)17(25)20(38-41(27,28)29)21(18(19)26)39-42(30,31)32;;;/h13,16-21,24-26H,3-12H2,1-2H3,(H,33,34)(H2,27,28,29)(H2,30,31,32);;;/q;3*+1/p-3/t13-,16-,17+,18+,1
InChi Key
RLSRPPXCLVFTHW-JORWXVKOSA-K
Side Chain Carbon Sum
12:0
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

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    Product Description

    The phosphatidylinositol (PtdIns) phosphates represent a small percentage of total membrane phospholipids. However, they play a critical role in the generation and transmission of cellular signals.1,2 PtdIns-(4,5)-P2 (1,2-dihexanoyl) is a synthetic analog of natural phosphatidylinositol (PtdIns) featuring C6:0 fatty acids at the sn-1 and sn-2 positions. The compound features the same inositol and diacylglycerol (DAG) stereochemistry as that of the natural compound. The natural compound is the product of PtdIns-4-phosphate 5-kinase acting on PtdIns-(4)-P1. Hydrolysis of PtdIns-(4,5)-P2 by phosphoinositide (PI)-specific phospholipase C generates inositol triphosphate (IP3) and DAG which are key second messengers in an intricate biochemical signal transduction cascade.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).

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