A fungal mycotoxin that inhibits the Lys9-specific histone methyltransferases SU(VAR)3-9 (IC50 = 0.8 μM)

Chaetocin – 5 mg

Brand:
Cayman
CAS:
28097-03-2
Storage:
-20
UN-No:
Non-Hazardous - /

The methylation of histones by histone methyltransferases (HMT) is an important mechanism by which gene expression is stably altered during cellular differentiation and embryonic development. Chaetocin is a fungal mycotoxin that inhibits the HMT SU(VAR)3-9 (IC50 = 0.8 μM).{18476} It inhibits other Lys9-specific HMTs, including G9a (IC50 = 2.5 μM) and DIM5 (IC50 = 3 μM).{18476} Selectivity for Lys9-HMTs is indicated by higher IC50 values (>90 μM) for Lys20-specific PRSET7, Lys27-specific EZH2, and Lys4-specific SET7/9. Chaetocin potently induces cellular oxidative stress, selectively killing cancer cells and rapidly-proliferating primary cells.{18475,18476} Chaetocin’s effects on oxidative stress are, at least in part, due to its capacity to act as a competitive and selective substrate for thioredoxin reductase-1 (Km = 4.6 μM).{18477} Chaetocin is useful both in epigenetic studies as an HMT inhibitor and in cancer research.{18398,17782,18480}  

 

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Description

A fungal mycotoxin that inhibits the Lys9-specific histone methyltransferases SU(VAR)3-9 (IC50 = 0.8 μM), G9a (IC50 = 2.5 μM), and DIM5 (IC50 = 3 μM)

Formal name: 2,2′,3S,3’S,5aR,5’aR,6,6′-octahydro-3,3′-bis(hydroxymethyl)-2,2′-dimethyl-[10bR,10’bR(11aS,11’aS)-bi-3,11a-epidithio-11aH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole]-1,1′,4,4′-tetrone

Synonyms: 

Molecular weight: 696.8

CAS: 28097-03-2

Purity: ≥95%

Formulation: A crystalline solid

Product Type|Biochemicals|Small Molecule Inhibitors|Methyltransferases||Product Type|Biochemicals|Toxins|Mycotoxins||Research Area|Epigenetics, Transcription, & Translation|Writers|Histone Methylation||Research Area|Oxidative Stress & Reactive Species|Pro-oxidant Activity||Research Area|Oxidative Stress & Reactive Species|Reactive Sulfur|Thioredoxin

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