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Trichostatin A

SIGMA/T8552 - ≥98% (HPLC), from Streptomyces sp.

Synonym: TSA; [R-(E,E)]-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide

CAS Number: 58880-19-6
Empirical Formula (Hill Notation): C17H22N2O3
Molecular Weight: 302.37
MDL Number: MFCD03848392
Linear Formula: C17H22N2O3
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-T8552-1MG 1 mg
$195.00
1/EA
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45-T8552-5MG 5 mg
$632.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: T8552-1MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: T8552-5MG

 

assay ≥98% (HPLC)
biological source Streptomyces sp.
form powder
InChI 1S/C17H22N2O3/c1-12(5-10-16(20)18-22)11-13(2)17(21)14-6-8-15(9-7-14)19(3)4/h5-11,13,22H,1-4H3,(H,18,20)/b10-5+,12-11+/t13-/m1/s1
InChI key RTKIYFITIVXBLE-QEQCGCAPSA-N
Quality Level 300 
SMILES string C[C@H](C=C(C)C=CC(=O)NO)C(=O)c1ccc(cc1)N(C)C
solubility acetone: slightly soluble
  acetonitrile: soluble
  benzene: slightly soluble
  chloroform: slightly soluble
  DMF: soluble
  DMSO: soluble
  ethanol: soluble
  ethyl acetate: slightly soluble
  H2O: insoluble
  lower alcohols: soluble
  methanol: soluble 1.90-2.10 mg/mL, clear, colorless to faint yellow or tan
storage temp. −20°C
Application: Trichostatin A (TSA) has been used during the production of cloned mouse embryos. TSA has also been used as a histone deacetylase (HDAC) inhibitor in LNCaP human prostate cancer cells, as well as in MON and HeLa cells.
Biochem/physiol Actions: Trichostatin A (TSA) inhibits histone deacetylase at nanomolar concentrations; resultant histone hyperacetylation leads to chromatin relaxation and modulation of gene expression. May be involved in cell cycle progression of several cell types, inducing cell growth arrest at both G and G/M phases; may induce apoptosis. Enhances the efficacy of anticancer agents that target DNA. Trichostatin A serves as an epigenetic modifier.
Biochem/physiol Actions: Trichostatin A inhibits histone deacetylase at nanomolar concentrations; resultant histone hyperacetylation leads to chromatin relaxation and modulation of gene expression.
Features and Benefits: This compound is a featured product for Apoptosis and Gene Regulation research. Discover more featured Apoptosis  and Gene Regulation  products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
General description: Trichostatin A (TSA) is a potent and specific inhibitor of histone deacetylase (HDAC) activity. It is an antifungal antibiotic with cytostatic and differentiating properties in mammalian cell culture.
Packaging: 1, 5 mg in glass bottle
Preparation Note: Trichostatin A is soluble in methanol at 1.90 - 2.10 mg/ml and yields a clear, colorless to faint yellow/tan solution. It is also soluble in DMSO, DMF, acetonitrile, ethanol and lower alcohols. Trichostatin A is sparingly soluble in chloroform, ethyl acetate, acetone, and benzene. However, it is insoluble in water.
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38-43
Safety Statements 26-36
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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