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T8552 Sigma

Trichostatin A

≥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

  •  PubChem Substance ID 24900542

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Properties

Related Categories Antitumor Agents, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Bioactive Small Molecules for Epigenetic Research, Biochemicals and Reagents,
Quality Level   PREMIUM
biological source   Streptomyces sp.
InChI Key   RTKIYFITIVXBLE-QEQCGCAPSA-N
assay   ≥98% (HPLC)
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
Gene Information   human ... HDAC1(3065), HDAC4(9759), HDAC6(10013), HDAC8(55869)
mouse ... ENSMUSG00000061062(15181)
rat ... Hdac7a(84582)

Description

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.

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.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
MI5215000

Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
What is the shelf life of Product No. T8552, Trichostatin A?
Theproduct has a recommended retest date (similar to a shelf life date) of 2 years.The actual recommended retest date for each lot is on the Certificate of Analysis located at our website.
How can I solubilize Product T8552, Trichostatin A?
Trichostatin A is soluble in dimethyl sulfoxide (DMSO) and in ethanol, each at 1 mg/mL. It is also soluble in methanol at 2 mg/mL. It is insoluble in water.Additional solubility information can be found on the data sheet on our website.
How should solutions of Trichostatin A, Product T8552,be stored?
Solutions at a concentration of 2 mg/mL in DMSO can be divided into aliquots and stored frozen at -20°C.
HasProduct T8552, Trichostatin A been endotoxin tested?
Product T8552 has not been tested for any endotoxin levels, nor has it been cell culture tested.
At what concentration canProduct T8552, Trichostatin A, be used as an inhibitor of histone deacetylase?
Trichostatin A inhibits histone deacetylase at nanomolar concentrations.Additional information may be found in the literature references cited on the product detail page for T8552.
How do I find price and availability?
There are several ways to find pricing and availability for our products.Once you log onto our website, you will find the price and availability displayed on the product detail page.You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 orview local office numbers.
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
My question is not addressed here, how can I contact Technical Service for assistance?
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Protocols & Articles

Articles

Balancing Histone/Protein Acetylation: Gene Regulation and Cancer Therapy

A highly sophisticated mechanism organizes the 2-meter long human genome within a 6-μm wide nucleus. Up to 10,000-fold of compaction of the chromatin is achieved during mitosis, allowing faithful seg...
Min-Hao Kuo
LSI Volume 7 Article 1
Keywords: Acetylations, Anaerobic, Apoptosis, Biochemistry, Cancer, Catalysis, Cell division, Cell proliferation, Chromatin immunoprecipitation, Clinical, DNA replication, Degradations, Environmental, Enzymology, Gene expression, Genetic, Genetics, Hormones, Immunoprecipitation, Indicators, Mass spectrometry, Metal organic frameworks, Methylations, Microarray Analysis, Molecular biology, Phase transitions, Phosphorylations, Recombination, Substitutions, Transcription

Carcinogenesis and Epigenetics

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete. The expansion of the carcinogenesi...
Vicki Caligur
BioFiles 2008, 3.5, 18.
Keywords: Acetylations, Adhesion, Alkylations, Apoptosis, Biofiles, Cancer, Carcinogens, Cell division, Cell proliferation, Cell signaling, DNA microarrays, Drug discovery, Environmental, Epigenetics, Events, Gene expression, Genetic, Hormones, Metabolism, Methylations, Microarray Analysis, Mutagens, PAGE, Recombination, Reductions, Sequences, Transcription, Type, transformation

Discover Bioactive Small Molecules for Apoptosis

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of...
Keywords: Apoptosis, Bioactive small molecules, Cancer, Clinical, Diseases, Ligands, Neurodegenerative Diseases

Discover Bioactive Small Molecules for Cell Cycle Research

In proliferating cells, the cell cycle consists of four phases. Gap 1 (G1) is the interval between mitosis and DNA replication that is characterized by cell growth. Replication of DNA occurs during t...
Keywords: Apoptosis, Bioactive small molecules, Cancer, Cell division, Cell proliferation, DNA replication, Diseases, Genetic

Discover Bioactive Small Molecules for Gene Regulation

The loss of regulation of gene expression is a key component to many human disease states, including neurodegenerative disorders, autoimmune conditions and, most prominently, cancers. Regulation of g...
Keywords: Acetylations, Epigenetics, Gene expression, Genomics, Methylations, PAGE, Post translational modifications, Transcription

Histone Modification and Chromatin Remodeling

Gene expression is governed by complex mechanisms including transcription factor binding to DNA and coordinated changes in chromatin structure. The primary protein components of chromatin are the his...
Savita Bagga, PhD.
BioFiles v7 n3, 2012, 10–16
Keywords: Acetylations, Amplification, Cancer, Cell culture, Chromatin immunoprecipitation, Cloning, DNA purification, Diseases, Gene expression, Immunoprecipitation, Indicators, Methylations, Microarray Analysis, PAGE, Polymerase chain reaction, Polymerase chain reaction - quantitative, Polymorphisms, Purification, Sequencing, Transcription, Whole genome amplification

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人类基因组总长达2米,由一个高度复杂的机制将其安置在6微米宽的核内。有丝分裂期间染色质压缩达10,000倍,从而使有丝分裂染色单体均等分离到子细胞中。相反,间期染色质的压缩度较低,也更活跃,具备多种功能。例如,细胞转录机制可读取特定的基因座以表达组成型或信号诱导型基因。当细胞分化时,细胞增殖转录受到抑制,或出现不受机体控制的分裂和恶性肿瘤。由UV、自由基和活性转录等因素引起的DNA损伤等突变在传...
Keywords: Enzymology, Genetics, Mass spectrometry

Peer-Reviewed Papers
15

References

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Add to Cart

T1952 Trichostatin A, Ready Made Solution, 5 mM in DMSO (0.2 μm-filtered), from Streptomyces sp.
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