D-myo-Inositol-2,4,5-triphosphate (sodium salt)

Cayman Chemical Item Number 10007779

2,4,5-IP₃ (sodium salt); Ins(2,4,5)P₃ (sodium salt)

Description

The inositol phosphates (InsP) play a critical role as small, soluble second messengers in the transmission of cellular signals.^1,2 The most studied InsP, D-myo-Inositol-2,4,5-triphosphate (sodium salt) (Ins(1,4,5)P₃), more commonly referred to as IP₃, is a second messenger produced in cells by phospholipase C (PLC)-mediated hydrolysis of phosphatidylinositol-4,5-biphosphate.^3,4 Binding of Ins(1,4,5)P₃ to its receptor on the endoplasmic reticulum results in opening of the calcium channels and an increase in intracellular calcium.^4,5 Ins(2,4,5)P₃ is a metabolically stable analog of Ins(1,4,5)P₃ that is commonly used to study Ca2+ signaling pathways. Ins(2,4,5)P₃ acts as a partial agonist at rat hepatic IP₃ receptors, exhibiting 65% of the maximal Ca2+ response obtained with Ins(1,4,5)P₃.⁶

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

2 Berridge, M.J. Inositol trisphosphate and calcium signalling. Nature 361 315-325 (1993).

3 Streb, H., Irvine, R.F., Berridge, M.J., et al. Release of Ca2+ from a nonmitochondrial intracellular store in pancreatic acinar cells by inositol-1,4,5-trisphosphate. Nature 306 67-69 (1983).

4 Yoshida, Y., and Imai, S. Structure and function of inositol 1,4,5-triphosphate receptor. Jpn J Pharmacol 74 125-137 (1997).

5 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).

6 Marchant, J.S., Chang, Y., Chung, S., et al. Rapid kinetic measurements of 45Ca2+ mobilization reveal that Ins(2,4,5)P₃ is a partial agonist at hepatic InsP3 receptors. Biochem J 321 573-576 (1997).

Synonyms

2,4,5-IP3 (sodium salt)
Ins(2,4,5)P3 (sodium salt)

Formal Name

D-myo-inositol-2,4,5-tris(hydrogen phosphate), trisodium salt

Molecular Formula

C₆H₁₂O₁₅P₃ · 3Na

Formula Weight

486.0

Formulation

A lyophilized powder

Purity

≥98%

Stability

1 year

Storage

-20°C

Shipping

Room temperature in continental US; may vary elsewhere

SMILES

Copy SMILES to clipboard

O[C@H]1[C@H](O)[C@@H](OP([O-])(O)=O)[C@H](OP([O-])(O)=O)[C@@H](O)[C@H]1OP([O-])(O)=O.[Na+].[Na+].[Na+]

Background Reading

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

Yoshida, Y., and Imai, S. Structure and function of inositol 1,4,5-triphosphate receptor. Jpn J Pharmacol 74 125-137 (1997).

Berridge, M.J. Inositol trisphosphate and calcium signalling. Nature 361 315-325 (1993).

Streb, H., Irvine, R.F., Berridge, M.J., et al. Release of Ca2+ from a nonmitochondrial intracellular store in pancreatic acinar cells by inositol-1,4,5-trisphosphate. Nature 306 67-69 (1983).

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).

Marchant, J.S., Chang, Y., Chung, S., et al. Rapid kinetic measurements of 45Ca2+ mobilization reveal that Ins(2,4,5)P₃ is a partial agonist at hepatic InsP3 receptors. Biochem J 321 573-576 (1997).

Show all 6 Hide all but first 3

D-myo-Inositol-2,4,5-triphosphate (sodium salt) is available in the following screening library:

Bio-active Lipid I Screening Library (96-Well)

Size

Price

Quantity

Subtotal

100 µg 
$91.00

$0.00

500 µg 
$410.00

$0.00

1 mg 
$728.00

$0.00

5 mg 
$3,185.00

$0.00

Bulk
Contact

Cart Total

$0.00

Other Resources

Management Team Company Profile Company History ChemAssistant Tools FAQs

Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases

Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule

Order Terms Browser Recommendation Privacy Statement Site Map

D-myo-Inositol-2,4,5-triphosphate (sodium salt)