D-myo-Inositol-2,4,5-triphosphate (sodium salt) • Ins(2,4,5)P<sub>3</sub> (sodium salt); 2,4,5-<wbr/>IP<sub>3</sub> (sodium salt) (Inchi key ZVCVTWVBDIPWPZ-UIEDNGEDSA-K) || Cayman Chemical | Supplier
D-myo-Inositol-2,4,5-triphosphate (sodium salt)
Item № 10007779
Purity ≥98%
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SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
100 µg $49.00 $0.00
500 µg $221.00 $0.00
1 mg $392.00 $0.00

Pricing updated 2015-08-30. Prices are subject to change without notice.

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

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

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Technical Information
Formal Name D-​myo-​inositol-​2,​4,​5-​tris(hydrogen phosphate),​ trisodium salt
Synonyms
  • Ins(2,4,5)P3 (sodium salt)
  • 2,4,5-IP3 (sodium salt)
Molecular Formula C6H12O15P3 · 3Na
Formula Weight 486.0
Purity ≥98%
Formulation A lyophilized powder
SMILES 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+]​
InChI Code ​1S/C6H15O15P3.3Na/c7-1-2(8)​5(20-23(13,14)​15)​6(21-24(16,17)​18)​3(9)​4(1)​19-22(10,11)​12;;;/h1-9H,(H2,10,11,12)​(H2,13,14,15)​(H2,16,17,18)​;;;/q;3*+1/p-3/t1-,2-,3-,4?,5?,6?;;;/m0.../s1
InChI Key ZVCVTWVBDIPWPZ-UIEDNGEDSA-K

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

Shipping & Storage
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 1 year
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Download Product Insert 120 Kb PDF

Download Safety Data Sheet (SDS) 23 Kb PDF

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Additional Information

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References & Background Reading
Product Description References

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).

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