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D-myo-Inositol-1,2,3,6-tetraphosphate (sodium salt)

Cayman Chemical Item Number 10008450

Ins(1,2,3,6)-P4 (sodium salt); 1,2,3,6-IP4 (sodium salt)

D-myo-Inositol-1,2,3,6-tetraphosphate (sodium salt)

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Description

D-myo-Inositol-1,2,3,6-tetraphosphate (Ins(1,2,3,6)-P4) is one of the many inositol phosphate (InsP) isomers that act as small, soluble second messengers in the transmission of cellular signals.1,2,3 The most studied InsP, Ins(1,4,5)-P3 is a second messenger produced in cells by phospholipase C (PLC)-mediated hydrolysis of phosphatidylinositol-4,5-biphosphate.4,5 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.5,6 Ins(1,2,3,6)-P3 (tested as the meso compound) is 100-fold less potent than Ins(1,4,5)-P3 at initiating Ca2+ release when injected into Xenopus oocytes.7

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 Shears, S.B. The versatility of inositol phosphates as cellular signals. Biochim Biophys Acta 1436 49-67 (1998).

4 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).

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

6 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).

7 DeLisle, S., Radenberg, T., Wintermantel, M.R., et al. Second messenger specificity of the inositol trisphosphate receptor: Reappraisal based on novel inositol phosphates. Am J Physiol Cell Physiol 35 C429-C436 (1994).

Synonyms
  • Ins(1,2,3,6)-P4 (sodium salt)
  • 1,2,3,6-IP4 (sodium salt)
Formal Name D-​myo-​Inositol-​1,​2,​3,​6-​tetrakis (dihydrogen phosphate),​ tetrasodium salt
Molecular Formula C6H12O18P4 · 4Na
Formula Weight 588.0
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]​(OP([O-]​)​(O)​=O)​[C@@H]​(OP([O-]​)​(O)​=O)​[C@@H]​(OP([O-]​)​(O)​=O)​[C@H]​(OP([O-]​)​(O)​=O)​[C@H]​1O.[4Na+]​

Background Reading

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

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

DeLisle, S., Radenberg, T., Wintermantel, M.R., et al. Second messenger specificity of the inositol trisphosphate receptor: Reappraisal based on novel inositol phosphates. Am J Physiol Cell Physiol 35 C429-C436 (1994).

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).

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).

Shears, S.B. The versatility of inositol phosphates as cellular signals. Biochim Biophys Acta 1436 49-67 (1998).

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

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D-myo-Inositol-1,2,3,6-tetraphosphate (sodium 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
5 mg $3,850.00 $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 2012-05-25. 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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