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PtdIns-(1,2-dioctanoyl) (sodium salt)

Cayman Chemical Item Number 10008099

Phosphatidylinositol C-8; DOPI

PtdIns-(1,2-dioctanoyl) (sodium salt)

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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-(1,2-dioctanoyl) is a synthetic analog of natural PtdIns containing C8:0 fatty acids at the sn-1 and sn-2 positions. The compound features the same inositol and diacyl glycerol (DAG) stereochemistry as that of the natural compound. The short fatty acid chains of this analog, compared to naturally-occurring PtdIns, gives it different physical properties including high solubility in aqueous media. PtdIns are phosphorylated to mono- (PtdIns-P; PIP), di- (PtdIns-P2; PIP2), and triphosphates (PtdIns-P3; PIP3). 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.

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).

Synonyms
  • Phosphatidylinositol C-8
  • DOPI
Formal Name 1-​(1,​2-​dioctanoylphosphatidyl)inositol,​ monosodium salt
Molecular Formula C25H46O13P · Na
Formula Weight 608.6
Formulation A lyophilized powder
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCC(=O)​OCC(COP(=O)​(O)​OC1[C@H]​(O)​[C@H]​(O)​C(O)​[C@H]​(O)​C1O)​OC(=O)​CCCCCCC

Background Reading

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).

Majerus, P.W. Inositol phosphate biochemistry. Annu Rev Biochem 61 225-250 (1992).
Size Price Quantity Subtotal
100 µg $48.00 $0.00
500 µg $216.00 $0.00
1 mg $384.00 $0.00
5 mg $1,680.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-26. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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