Merck
Todas as fotos(3)

T8552

Sigma-Aldrich

Trichostatin A

≥98% (HPLC), from Streptomyces sp.

Sinônimo(s):
[R-(E,E)]-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide, TSA
Empirical Formula (Hill Notation):
C17H22N2O3
Número CAS:
Peso molecular:
302.37
Número MDL:
ID de substância PubChem:

Nível de qualidade

300

fonte biológica

Streptomyces sp.

teor

≥98% (HPLC)

forma

powder

solubilidade

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

temperatura de armazenamento

−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

Procurando produtos similares? Visit Guia de comparação de produtos

Aplicação

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.

Embalagem

1, 5 mg in glass bottle

Ações bioquímicas/fisiológicas

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.

Características e benefícios

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.

Nota de preparo

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.

Código de classe de armazenamento

11 - Combustible Solids

WGK

WGK 3

Equipamento de proteção individual

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

Certificado de análise

Insira o número de lote para pesquisar o Certificado de análise (COA).

Certificado de origem

Insira o número de lote para pesquisar o Certificado de origem (COO).

Fichas de informações

Mais documentos

Cotações e pedidos

  1. 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.

  2. 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.

  3. What is the shelf life of Product No. T8552, Trichostatin A?

    The  product 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.

  4. 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.

  5. 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.

  6. Has Product T8552, Trichostatin A been endotoxin tested?

    Product T8552 has not been tested for any endotoxin levels, nor has it been cell culture tested.

  7. At what concentration can Product 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.

  8. 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 or view local office numbers.

  9. 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. 

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Cheng Liu et al.
Cancer research, 67(6), 2626-2631 (2007-03-17)
Recent evidence has accumulated that the dynamic histone methylation mediated by histone methyltransferases and demethylases plays key roles in regulation of chromatin structure and transcription. In the present study, we show that SET and MYND domain-containing protein 3 (SMYD3), a
Satoshi Kishigami et al.
The Journal of reproduction and development, 53(6), 1207-1215 (2007-10-17)
Without using sperm, artificial oocyte activation is essential for current assisted reproductive technologies, particularly somatic cell nuclear transfer and round spermatid injection. Strontium has been widely used as an activator of oocytes especially in the mouse, by which efficient oocyte
M Yoshida et al.
BioEssays : news and reviews in molecular, cellular and developmental biology, 17(5), 423-430 (1995-05-01)
Reversible acetylation at the epsilon-amino group of lysines located at the conserved domain of core histones is supposed to play an important role in the regulation of chromatin structure and its transcriptional activity. One promising strategy for analyzing the precise
Rachel Codd et al.
The international journal of biochemistry & cell biology, 41(4), 736-739 (2008-08-30)
Suberoylanilide hydroxamic acid (SAHA, vorinostat, Zolinza) and trichostatin A (TSA) are inhibitors of the Zn(II)-dependent class I and class II histone deacetylases (HDACs), which are enzymes that operate in concert with histone acetyltransferases (HATs) to regulate the acetylation status of
Alison M Condliffe et al.
Blood, 106(4), 1432-1440 (2005-05-10)
It is well established that preexposure of human neutrophils to proinflammatory cytokines markedly augments the production of reactive oxygen species (ROS) to subsequent stimuli. This priming event is thought to be critical for localizing ROS to the vicinity of the

Artigos

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.

Histone Modification and Chromatin Remodeling | Epigenetics

Epigenetic modifications are thought to occur through two key interconnected processes—DNA methylation and the covalent modification of histones.

Conteúdo relacionado

Discover Bioactive Small Molecules for Cell Cycle Research

n 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 the synthesis (S) phase, which is followed by a second gap phase (G2) during which growth and preparation for cell division occurs. Together, these three stages comprise the interphase phase of the cell cycle. Interphase is followed by the mitotic (M) phase.

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 multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Nossa equipe de cientistas tem experiência em todas as áreas de pesquisa, incluindo Life Sciences, ciência de materiais, síntese química, cromatografia, química analítica e muitas outras.

Entre em contato com a assistência técnica