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D-myo-Inositol-1,2-diphosphate (sodium salt)

Cayman Chemical Item Number 10008439

1,2-IP2 (sodium salt); Ins(1,2)P2 (sodium salt) (CAS 208584-51-4)

D-myo-Inositol-1,2-diphosphate (sodium salt) (CAS 208584-51-4)

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Description

Ins(1,2)P2 (sodium salt) is one of the many inositol phosphate (InsP) isomers that could 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)P2 (tested as the D/L racemic mixture) is ~1,000-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
  • 1,2-IP2 (sodium salt)
  • Ins(1,2)P2 (sodium salt)
Formal Name D-​myo-​inositol-​1,​2-​bis(dihydrogen phosphate),​ disodium salt
CAS Number 208584-51-4
Molecular Formula C6H12O12P2 · 2Na
Formula Weight 384.1
Formulation A lyophilized powder
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O[C@H]​1[C@@H]​(OP(=O)​([O-]​)​O)​[C@@H]​(OP(=O)​([O-]​)​O)​[C@H]​(O)​[C@@H]​(O)​[C@@H]​1O

Background Reading

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).

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).

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).

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).

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Size Price Quantity Subtotal
100 µg $39.00 $0.00
500 µg $176.00 $0.00
1 mg $312.00 $0.00
5 mg $1,365.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-25. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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