D-myo-Inositol-1,4,5,6-tetraphosphate (sodium salt)

Cayman Chemical Item Number 10007783

Ins(1,4,5,6)-P4; 1,4,5,6-IP4 (CAS 157542-47-7)

D-myo-Inositol-1,4,5,6-tetraphosphate (sodium salt) (CAS 157542-47-7)

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Description

D-myo-Inositol-1,4,5,6-tetraphosphate (sodium salt) (Ins(1,4,5,6)-P4) is one of several different inositol oligophosphate isomers implicated in signal transduction. Production of Ins(1,4,5,6)-P4 by intestinal epithelial cells increases approximately 2-14 fold, depending on the strain and incubation time, following infection with Salmonella.1 Ins(1,4,5,6)-P4 antagonizes epidermal growth factor (EGF) signalling through the phosphatidylinositol 3-kinase pathway.1 Ins(1,4,5,6)-P4 (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.2

1 Eckmann, L., Rudolf, M.T., Ptasznik, A., et al. D-myo-Inositol 1,4,5,6-tetrakisphosphate produced in human intestinal epithelial cells in response to salmonella invasion inhibits phosphoinositide 3-kinase signaling pathways. Proc Natl Acad Sci USA 94 14456-14460 (1997).

2 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(1,4,5,6)-P4
  • 1,4,5,6-IP4
Formal Name D-​myo-​inositol-​1,​4,​5,​6-​tetra(hydrogen phosphate),​ tetrasodium salt
CAS Number 157542-47-7
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
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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.[Na+]​.[Na+]​.[Na+]​.[Na+]​
InCHI Code
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​1S/C6H16O18P4.4Na/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)​;;;;/q;4*+1/p-4/t1-,2+,3?,4?,5?,6?;;;;
InCHI Key
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DZJJWPAQUIBBLR-GUBBRYCUSA-J

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Size Price Quantity Subtotal
100 µg $110.00 $0.00
500 µg $495.00 $0.00
1 mg $880.00 $0.00
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Pricing updated 2014-04-18. Prices are subject to change without notice.

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