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

382191
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Overview

Replacement Information

Key Spec Table

Empirical Formula
C₃₀H₂₈N₆O₆S₄

Products

Catalogue NumberPackaging Qty/Pack
382191-500UG Plastic ampoule 500 μg
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 SDS

Title

Safety Data Sheet (SDS) 

HMTase Inhibitor II, Chaetocin - CAS 28097-03-2 - Calbiochem Certificates of Analysis

TitleLot Number
382191

References

Reference overview
Isham, C.R., et al. 2007. Blood 109, 2579.
Greiner, D., et al. 2005. Nat. Chem. Biol. 1, 143.

Technical Info

Title
White Paper - The Message in the Marks: Deciphering Cancer Epigenetics
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-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.