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
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 ![External link](https://krackeler.com/images/sigma/ext-link.gif) |
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 |
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benzene: slightly soluble |
|
chloroform: slightly soluble |
|
DMF: soluble |
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DMSO: soluble |
|
ethanol: soluble |
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ethyl acetate: slightly soluble |
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H2O: insoluble |
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lower alcohols: soluble |
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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: |
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. |
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 . |
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. |
Purity |
≥98% (HPLC) |
Storage Temp. |
−20°C |
UNSPSC |
12352200 |