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Merck

T8552

Sigma-Aldrich

Trichostatin A

≥98% (HPLC), from Streptomyces sp.

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C17H22N2O3
Número de CAS:
Peso molecular:
302.37
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77
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origen biológico

Streptomyces sp.

Nivel de calidad

Ensayo

≥98% (HPLC)

Formulario

powder

solubilidad

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

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

RTKIYFITIVXBLE-QEQCGCAPSA-N

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Descripción general

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.[1]

Aplicación

Trichostatin A (TSA) has been used during the production of cloned mouse embryos[2]. TSA has also been used as a histone deacetylase (HDAC) inhibitor in LNCaP human prostate cancer cells[3], as well as in MON and HeLa cells[4].

Acciones bioquímicas o fisiológicas

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.

Características y beneficios

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 preparación

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 clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

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


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Certificados de análisis (COA)

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Visite la Librería de documentos

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
D M Vigushin et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 7(4), 971-976 (2001-04-20)
Trichostatin A (TSA), an antifungal antibiotic with cytostatic and differentiating properties in mammalian cell culture, is a potent and specific inhibitor of histone deacetylase (HDAC) activity. The purpose of this study was to evaluate the antiproliferative and HDAC inhibitory activity
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
Valentina Saccone et al.
Genes & development, 28(8), 841-857 (2014-04-01)
Fibro-adipogenic progenitors (FAPs) are important components of the skeletal muscle regenerative environment. Whether FAPs support muscle regeneration or promote fibro-adipogenic degeneration is emerging as a key determinant in the pathogenesis of muscular diseases, including Duchenne muscular dystrophy (DMD). However, the
Teena Haritwal et al.
International journal of radiation biology, 95(4), 443-451 (2018-10-12)
Ionizing radiation is known to damage male reproductive system. Current study aims to study the mitigative effects of trichostatin A on male reproductive system and accompanying metabolite changes in testicular tissue of mice. Eight-week-old male C57 Bl/6J mice were exposed

Artículos

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

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Questions

1–6 of 6 Questions  
  1. How should solutions of Trichostatin A, Product T8552, be stored?

    1 answer
    1. Solutions at a concentration of 2 mg/mL in DMSO can be divided into aliquots and stored frozen at -20°C.

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  2. At what concentration can Product T8552, Trichostatin A, be used as an inhibitor of histone deacetylase?

    1 answer
    1. 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.

      Helpful?

  3. How can I solubilize Product T8552, Trichostatin A?

    1 answer
    1. 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.

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

    1 answer
    1. 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.

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  5. What is the Department of Transportation shipping information for this product?

    1 answer
    1. 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.

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

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

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