406170 IP6K Inhibitor - CAS 519178-28-0 - Calbiochem

406170
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Empirical FormulaCAS #
C₂₀H₁₆F₃N₇O₂ 519178-28-0

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406170-5MG
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      Description
      OverviewA cell-permeable 2,6-disubstituted purine compound that, although originally identified as a reversible, ATP-competitive inhibitor against the conversion of Ins(1,4,5)P3 (Cat. Nos. 407123 & 407137) to Ins(1,3,4,5)P4 (Cat. No. 407126) by IP3K (IC50 = 18 µM; [ATP] = 10 μM), acts in fact as a much more effective inhibitor against the IP6K1/2/3-catalyzed conversion of InsP6 (Cat. No. 407125) to 5-[PP]- InsP6 or InsP7 (IC50 = 0.47 μM against IP6K1; [ATP] = 1 mM) due to a much higher affinity of ATP toward IP3K than IP6K (Km of ATP for the respective enzymes = 0.01 vs 1000 μM). Shown to potently inhibit cellular InsP7 level (IC50 = 0.55 μM in HeLa cultures), while being less potent in increasing the cellular InsP3 accumulation (>10 µM in HeLa cultures). TNP is also effective against S. cerevisiae IP6K, Kcs1, but not Vip/PPIP5Ks, enzymes that catalyze the pyrophosphorylation at the 1/3 position of InsP6 and InsP7, in either human or yeast species or two other IP3 metabolizing enzymes, PLC and IP3 5-ppase.
      Catalogue Number406170
      Brand Family Calbiochem®
      SynonymsN²-(m-Trifluorobenzyl), N⁶-(p-nitrobenzyl)purine, Inositol-1,4,5-trisphosphate 3-Kinase Inhibitor, IP3K Inhibitor, Kcs1 Inhibitor, TNP
      References
      ReferencesPadmanabhan, U., et al. 2009. J. Biol. Chem. 284, 10571. Chang, Y.T., et al. 2002. ChemBioChem 3, 897.
      Product Information
      CAS number519178-28-0
      ATP CompetitiveY
      FormYellow solid
      Hill FormulaC₂₀H₁₆F₃N₇O₂
      Chemical formulaC₂₀H₁₆F₃N₇O₂
      ReversibleY
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetIP 3-K
      Primary Target IC<sub>50</sub>0.47 µM against IP6K1; [ATP] = 1 mM; 18 µM against the conversion of Ins(1,4,5)P3 to Ins(1,3,4,5)P4 by IP3K; [ATP] = 10 µM
      Purity≥95% by HPLC
      Physicochemical Information
      Cell permeableY
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage +2°C to +8°C
      Protect from Light Protect from light
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications

      Documentation

      IP6K Inhibitor - CAS 519178-28-0 - Calbiochem MSDS

      Title

      Safety Data Sheet (SDS) 

      IP6K Inhibitor - CAS 519178-28-0 - Calbiochem Certificates of Analysis

      TitleLot Number
      406170

      References

      Przegląd literatury
      Padmanabhan, U., et al. 2009. J. Biol. Chem. 284, 10571. Chang, Y.T., et al. 2002. ChemBioChem 3, 897.
      Data Sheet

      Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

      Revision23-February-2011 JSW
      SynonymsN²-(m-Trifluorobenzyl), N⁶-(p-nitrobenzyl)purine, Inositol-1,4,5-trisphosphate 3-Kinase Inhibitor, IP3K Inhibitor, Kcs1 Inhibitor, TNP
      DescriptionA cell-permeable 2,6-disubstituted purine compound that, although originally identified as a reversible, ATP-competitive inhibitor against the conversion of Ins(1,4,5)P3 (Cat. Nos. 407123 & 407137) to Ins(1,3,4,5)P4 (Cat. No. 407126) by IP3K (IC50 = 18 µM; [ATP] = 10 μM), acts in fact as a much more effective inhibitor against the IP6K1/2/3-catalyzed conversion of InsP6 (Cat. No. 407125) to 5-[PP]- InsP6 or InsP7 (IC50 = 0.47 μM against IP6K1; [ATP] = 1 mM) due to a much higher affinity of ATP toward IP3K than IP6K (Km of ATP for the respective enzymes = 0.01 vs 1000 μM). Shown to potently inhibit cellular InsP7 level (IC50 = 0.55 μM in HeLa cultures), while being less potent in increasing the cellular InsP3 accumulation (>10 µM in HeLa cultures). TNP is also effective against S. cerevisiae IP6K, Kcs1, but not Vip/PPIP5Ks, enzymes that catalyze the pyrophosphorylation at the 1/3 position of InsP6 and InsP7, in either human or yeast species or two other IP3 metabolizing enzymes, PLC and IP3 5-ppase.
      FormYellow solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number519178-28-0
      Chemical formulaC₂₀H₁₆F₃N₇O₂
      Structure formulaStructure formula
      Purity≥95% by HPLC
      SolubilityDMSO (10 mg/ml) or Methanol (5 mg/ml)
      Storage +2°C to +8°C
      Protect from light
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
      Toxicity Standard Handling
      ReferencesPadmanabhan, U., et al. 2009. J. Biol. Chem. 284, 10571. Chang, Y.T., et al. 2002. ChemBioChem 3, 897.