382191 HMTase Inhibitor II, Chaetocin - CAS 28097-03-2 - Calbiochem

382191
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Empirical FormulaCAS #
C₃₀H₂₈N₆O₆S₄ 28097-03-2

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382191-500UG
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      Description
      OverviewA naturally occurring cell-permeable Chaetomium fungal epi-dithio-diketopiperazine that potently inhibits the H3K9 histone methyltransferase activity of Drosophila melanogaster SU(VAR)3-9 and its human homologue SUV39H1 (IC50 = 600 and 800 nM, respectively) in a SAM-competitive manner, while exhibiting much reduced potency against murine G9a or Neurospora crassa DIM5 H3K9 HMT (IC50 = 2.5 and 3 µM, respectively) and no activity against the H3K27 HMTase activity of Drosophila E(z), the H3K4 activity of bacterial SET7/9, or the H4K20 activity of bacterial PRSET7. Although the reduction of intramolecular disulfide bonds of Chaetocin does not affect its HMTase inhibitory activity in cell-free enzymatic assays, the integrity of the disulfide bonds is shown to be essential for its cellular uptake. Myeloma cell lines as well as myeloma cells isolated from patients are shown to be especially susceptible to death upon H2O2 or Chaetocin treatment due to their heightened sensitivity to cellular oxidative stress induced by these agents.
      Catalogue Number382191
      Brand Family Calbiochem®
      SynonymsHMT Inhibitor II, Histone Lysine Methyltransferase Inhibitor II, EHMT2/G9a Inhibitor II
      References
      ReferencesIsham, C.R., et al. 2007. Blood 109, 2579.
      Greiner, D., et al. 2005. Nat. Chem. Biol. 1, 143.
      Product Information
      CAS number28097-03-2
      FormWhite to off-white solid
      Hill FormulaC₃₀H₂₈N₆O₆S₄
      Chemical formulaC₃₀H₂₈N₆O₆S₄
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Purity≥97% by HPLC
      Physicochemical Information
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      R PhraseR: 20/21/22

      Harmful by inhalation, in contact with skin and if swallowed.
      S PhraseS: 22-26-36-45

      Do not breathe dust.
      In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
      Wear suitable protective clothing.
      In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Harmful
      Storage -20°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

      HMTase Inhibitor II, Chaetocin - CAS 28097-03-2 - Calbiochem FDS

      Titre

      Fiche de données de sécurité des matériaux (FDS) 

      HMTase Inhibitor II, Chaetocin - CAS 28097-03-2 - Calbiochem Certificats d'analyse

      TitreNuméro de lot
      382191

      Références bibliographiques

      Aperçu de la référence bibliographique
      Isham, C.R., et al. 2007. Blood 109, 2579.
      Greiner, D., et al. 2005. Nat. Chem. Biol. 1, 143.

      Informations techniques

      Titre
      White Paper - The Message in the Marks: Deciphering Cancer Epigenetics
      Fiche technique

      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-March-2018 JSW
      SynonymsHMT Inhibitor II, Histone Lysine Methyltransferase Inhibitor II, EHMT2/G9a Inhibitor II
      DescriptionA naturally occurring cell-permeable Chaetomium fungal epi-dithio-diketopiperazine that potently inhibits the H3K9 histone methyltransferase activity of Drosophila melanogaster SU(VAR)3-9 and its human homologue SUV39H1 (IC50 = 600 and 800 nM, respectively) in a SAM-competitive manner, while exhibiting much reduced potency against murine G9a or Neurospora crassa DIM5 H3K9 HMT (IC50 = 2.5 and 3 µM, respectively) and no activity against the H3K27 HMTase activity of Drosophila E(z), the H3K4 activity of bacterial SET7/9, or the H4K20 activity of bacterial PRSET7. Although the reduction of intramolecular disulfide bonds of Chaetocin does not affect its HMTase inhibitory activity in cell-free enzymatic assays, the integrity of the disulfide bonds is shown to be essential for its cellular uptake. Myeloma cell lines as well as myeloma cells isolated from patients are shown to be especially susceptible to death upon H2O2 or Chaetocin treatment due to their heightened sensitivity to cellular oxidative stress induced by these agents.
      FormWhite to off-white solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number28097-03-2
      Chemical formulaC₃₀H₂₈N₆O₆S₄
      Structure formulaStructure formula
      Purity≥97% by HPLC
      SolubilityDMSO (1 mg/ml)
      Storage -20°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 Harmful
      ReferencesIsham, C.R., et al. 2007. Blood 109, 2579.
      Greiner, D., et al. 2005. Nat. Chem. Biol. 1, 143.