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T8552

Trichostatin A

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

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1 mg

Available to ship TODAYfromMILWAUKEE

$209.00
5 mg

Available to ship TODAYfromMILWAUKEE

$678.00

About This Item

Empirical Formula (Hill Notation):
C17H22N2O3
CAS Number:
Molecular Weight:
302.37
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:

$209.00


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Product Name

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

biological source

Streptomyces sp.

Quality Level

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

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.[1]

Application

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].

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.

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This Item
647925T3580SML0301
form

powder

form

lyophilized solid

form

solid

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

300

Quality Level

100

Quality Level

200

Quality Level

200

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

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

solubility

ethanol: 1 mg/mL, DMSO: 20 mg/mL, methanol: soluble

solubility

DMSO: soluble 0.90-1.10 mg/mL, clear, colorless, H2O: moderately soluble, aqueous acid: moderately soluble, ethanol: moderately soluble, methanol: moderately soluble

solubility

DMSO: soluble, H2O: insoluble, acetone: soluble, chloroform: soluble, ethyl acetate: soluble

Gene Information

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

Gene Information

-

Gene Information

-

Gene Information

-


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Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

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



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Articles

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

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

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

View All Articles

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
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
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



Global Trade Item Number

SKUGTIN
T8552-1MG04061837379338
T8552-5MG04061838446640

Questions

1–6 of 6 Questions  
  1. 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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  2. 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.

      Helpful?

  3. 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.

      Helpful?

  4. 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?

  5. 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.

      Helpful?

  6. 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.

      Helpful?

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