PtdIns-(1,2-dioctanoyl) (sodium salt)
Item № 10008099
CAS № 899827-36-2
Purity ≥98%
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CART TOTAL $0.00
100 µg $50.00 $0.00
500 µg $225.00 $0.00
1 mg $400.00 $0.00

Pricing updated 2015-09-04. Prices are subject to change without notice.

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Description
Synonyms
  • DOPI
  • Phosphatidylinositol C-8

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 phosphatidylinositol (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.

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Technical Information
Formal Name 1-​(1,​2-​dioctanoylphosphatidyl)inositol,​ monosodium salt
CAS Number 899827-36-2
Synonyms
  • DOPI
  • Phosphatidylinositol C-8
Molecular Formula C25H46O13P • Na
Formula Weight 608.6
Purity ≥98%
Formulation A lyophilized powder
SMILES O=C(OC[C@H]​(COP(O[C@@H]​1[C@H]​(O)​[C@H]​(O)​[C@@H]​(O)​[C@H]​(O)​[C@H]​1O)​([O-]​)​=O)​OC(CCCCCCC)​=O)​CCCCCCC.[Na+]​
InChI Code ​1S/C25H47O13P.Na/c1-3-5-7-9-11-13-18(26)​35-15-17(37-19(27)​14-12-10-8-6-4-2)​16-36-39(33,34)​38-25-23(31)​21(29)​20(28)​22(30)​24(25)​32;/h17,20-25,28-32H,3-16H2,1-2H3,(H,33,34)​;/q;+1/p-1/t17-,20-,21-,22+,23-,24-,25-;/m1./s1
InChI Key VNDIWCAFXLOVPN-RGISUMIPSA-M

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
Stability 1 year
Product Downloads & Resources
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Download Product Insert 88 Kb PDF

Download Safety Data Sheet (SDS) 22 Kb PDF

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Additional Information

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References & Background Reading
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).

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