382191-M

HMTase Inhibitor II, Chaetocin

• Sinônimo(s): HMTase Inhibitor II, Chaetocin, EHMT2/G9a Inhibitor II, HMT Inhibitor II, Histone Lysine Methyltransferase Inhibitor II, HMT Inhibitor II, Histone Lysine Methyltransferase Inhibitor II, EHMT2/G9a Inhibitor II
• Fórmula empírica (Notação de Hill): C₃₀H₂₈N₆O₆S₄
• Número CAS: 28097-03-2
• Peso molecular: 696.84
• Número MDL: MFCD00133163
• Código UNSPSC: 12352200

Propriedades

• Ensaio: ≥97% (HPLC)
• forma: solid
• fabricante/nome comercial: Calbiochem^®
• condição de armazenamento: OK to freeze; protect from light
• cor: white to off-white
• solubilidade: DMSO: 1 mg/mL
• temperatura de armazenamento: −20°C
• InChI: 1S/C30H28N6O6S4/c1-33-21(39)27-11-25(15-7-3-5-9-17(15)31-19(25)35(27)23(41)29(33,13-37)45-43-27)26-12-28-22(40)34(2)30(14-38,46-44-28)24(42)36(28)20(26)32-18-10-6-4-8-16(18)26/h3-10,19-20,31-32,37-38H,11-14H2,1-2H3
• chave InChI: PZPPOCZWRGNKIR-UHFFFAOYSA-N

Descrição

Descrição geral

A 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.

Advertência

Toxicity: Harmful (C)

Reconstituição

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Outras notas

Isham, C.R., et al. 2007. Blood109, 2579.
Greiner, D., et al. 2005. Nat. Chem. Biol.1, 143.

Informações legais

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informações de segurança

• Pictogramas: GHS07
• Palavra indicadora: Warning
• Frases de perigo: H302
• Declarações de precaução: P264 - P270 - P301 + P312 - P501
• Classificações de perigo: Acute Tox. 4 Oral
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable