D-myo-Inositol-2,3,4,5-tetraphosphate (ammonium salt)

Cayman Chemical Item Number 10008456

Ins(2,3,45)-P4 (ammonium salt); 2,3,4,5-IP4 (ammonium salt)

D-myo-Inositol-2,3,4,5-tetraphosphate (ammonium salt)

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Description

D-myo-Inositol-2,3,4,5-tetraphosphate (Ins(2,3,4,5)-P4) is a member of the inositol phosphate (InsP) family of molecules that play a critical role as small, soluble second messengers in the transmission of cellular signals.1,2 The most studied InsP, 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 phosphatidyl inositol-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

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

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

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).

Synonyms
  • Ins(2,3,45)-P4 (ammonium salt)
  • 2,3,4,5-IP4 (ammonium salt)
Formal Name D-​myo-​inositol-​2,​3,​4,​5-​tetra(hydrogen phosphate),​ tetraammonium salt
Molecular Formula C6H12O18P4 · 4NH4
Formula Weight 568.2
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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O[C@H]​1[C@H]​(O)​[C@@H]​(OP([O-]​)​(O)​=O)​[C@H]​(OP([O-]​)​(O)​=O)​[C@@H]​(OP([O-]​)​(O)​=O)​[C@H]​1OP([O-]​)​(O)​=O.[NH4+]​.[NH4+]​.[NH4+]​.[NH4+]​
InCHI Code
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​1S/C6H16O18P4.4H3N/c7-1-2(8)​4(22-26(12,13)​14)​6(24-28(18,19)​20)​5(23-27(15,16)​17)​3(1)​21-25(9,10)​11;;;;/h1-8H,(H2,9,10,11)​(H2,12,13,14)​(H2,15,16,17)​(H2,18,19,20)​;4*1H3/t1-,2-,3?,4?,5?,6?;;;;/m0..../s1
InCHI Key
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KRZTUVJTLXCHGE-CZKBEOFPSA-N

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D-myo-Inositol-2,3,4,5-tetraphosphate (ammonium salt) is available in the following screening library:

Size Price Quantity Subtotal
100 µg $110.00 $0.00
500 µg $495.00 $0.00
1 mg $880.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2014-04-17. Prices are subject to change without notice.

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Related Products

D-myo-Inositol-1,2,4,5,6-pentaphosphate (sodium salt)
D-myo-Inositol-1,3,4,5-tetraphosphate (sodium salt)
D-myo-Inositol-1,4,5-triphosphate (potassium salt)

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