Key Documents

View All Documentation

T8552

Trichostatin A

Name: Trichostatin A
Brand: SIGMA

From Streptomyces sp., ≥98% (HPLC), Histone deacetylase (HDAC) inhibitor, powder

Synonym(s):

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

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₁₇H₂₂N₂O₃

CAS Number:

58880-19-6

Molecular Weight:

302.37

UNSPSC Code:

12352200

PubChem Substance ID:

24900542

NACRES:

NA.77

MDL number:

MFCD03848392

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

300

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Product Name

Trichostatin A, ≥98% (HPLC), from Streptomyces sp.

biological source

Streptomyces sp.

Quality Level

300

assay

≥98% (HPLC)

form

powder

solubility

methanol: soluble 1.90-2.10 mg/mL, clear, colorless to faint yellow or tan, DMF: soluble, DMSO: soluble, H₂O: insoluble, acetone: slightly soluble, acetonitrile: soluble, benzene: slightly soluble, chloroform: slightly soluble, ethanol: soluble, ethyl acetate: slightly soluble, lower alcohols: soluble

storage temp.

−20°C

SMILES string

C[C@H](\C=C(C)\C=C\C(=O)NO)C(=O)c1ccc(cc1)N(C)C

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

Gene Information

human ... HDAC1(3065), HDAC4(9759), HDAC6(10013), HDAC8(55869)
mouse ... ENSMUSG00000061062(15181)
rat ... Hdac7a(84582)

Description

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.

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.

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.

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.

Still not finding the right product?

Explore all of our products under Trichostatin A

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

0000492907

0000396985

0000382194

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library