Chaetocin CAS: 28097-03-2
MF: C30H28N6O6S4
MW: 696.84
A lysine-specific histone methyltransferase inhibitor.

Chaetocin (CAS 28097-03-2)

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Sinónimo: Methyltransferase inhibitor
Solicitud: A lysine-specific histone methyltransferase inhibitor
Número de CAS: 28097-03-2
Pureza: ≥98%
Peso Molecular: 696.84
Fórmula Molecular: C30H28N6O6S4
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Chaetocin, a natural product originally produced by Chaetomium species, is shown to have apoptotic effects on some cancer cells. Mechanistic studies show that chaetocin is taken up in the cells by a process that requires intact/unreduced disulfides for uptake. Once inside, this compound imposes oxidative stress and consequent apoptosis induction. Other studies have shown chaetocin to reduce lysine-specific histone methyltransferase effects of SUV39H, which play a key role in maintaining stable gene expression patterns during embryonic development and cellular differentiation. Additionally, this agent is reported to cause profound chromatin reorganization in fibroblast nuclei by inducing chromatin condensation/clustering. Consequentially, chaetocin impairs Trx (thioredoxin) systems, which are essential for deoxynucleotide synthesis and involved in a broad range of cellular functions. Chaetocin is an inhibitor of G9a, SUV39H1 and TrxR1.


References

1. Greiner, Dorothea., et al., 2005. Identification of a specific inhibitor of the histone methyltransferase SU(VAR)3-9. Nature chemical biology. 1(3): 143-5. PMID: 16408017
2. Isham, Crescent R., et al., 2007. Chaetocin: a promising new antimyeloma agent with in vitro and in vivo activity mediated via imposition of oxidative stress. Blood. 109(6): 2579-88. PMID: 17090648
3. Illner, Doris., et al., 2010. Remodeling of nuclear architecture by the thiodioxoxpiperazine metabolite chaetocin. Experimental cell research. 316(10): 1662-80. PMID: 20302859

Estado de Materia :
Solid
Forma Derivada :
Chaetomium
Solubilidad :
Soluble in DMSO (~25 mg/ml), and ethanol (25 mg/ml).
ALMACENAMIENTO :
Store at -20° C
Densidad :
~1.9 g/cm3 (Predicted)
Indice de Refracción :
n20D 1.93
IC50 :
HeLa cells: IC50 = 0.05 µg/ml; HMT SU(VAR)3-9: IC50 = 0.6 µm (Drosophila melanogaster); ortholog: IC50 = 0.8 µm (human); HMT SU(VAR)3-9 : IC50 = 0.8 µm; G9a: IC50 = 2.5 µm; DIM5: IC50 = 3 µm; Lys9-HMTs: IC50 = >90 µm
Para Uso Exclusivo en Investigación. No está diseñado para uso en diagnosis o terapia.
WGK Alemania :
3
RTECS :
FM3032000
PubChem CID :
11657687
Número MDL :
MFCD00133163
SMILES :
CN1C(=O)[[email protected]@]23C[[email protected]]4([[email protected]@H](N2C(=O)[[email protected]@]1(SS3)CO)NC5=CC=CC=C54)[[email protected]]67C[[email protected]]89C(=O)N([[email protected]](C(=O)N8[[email protected]]6NC1=CC=CC=C71)(SS9)CO)C

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Chaetocin  Menciones del Producto

Ver como otros han utilizado Chaetocin. Haga click en la entrada de PubMed .

Citaciones 1 a 4 de un total de 4

PMID: # 27141211  Rombo, R. et al. 2016. German medical science : GMS e-journal. 14: Doc04.

PMID: # 27924221  Liu, L. et al. 2016. Cell Discov. 2: 16036.

PMID: # 27467759  Das, S. et al. 2016. PLoS ONE. 11: e0160022.

PMID: # 31811153  Nat Commun. 10: 5594.

Citaciones 1 a 4 de un total de 4
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