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T8552

Sigma-Aldrich

Trichostatin A

≥98% (HPLC), from Streptomyces sp.

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Synonym(s):
TSA, [R-(E,E)]-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide
Empirical Formula (Hill Notation):
C17H22N2O3
CAS Number:
Molecular Weight:
302.37
MDL number:
PubChem Substance ID:

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

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This Item
T3580SML0301O1877
Trichostatin A ≥98% (HPLC), from Streptomyces sp.

T8552

Trichostatin A

Toyocamycin ≥98% (HPLC), from Streptomyces rimosus

T3580

Toyocamycin

Sigma-Aldrich

SML0301

Hymeglusin

Ochratoxin A from Petromyces albertensis, ≥98% (HPLC)

O1877

Ochratoxin A

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

300

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°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

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

solubility

ethanol: soluble

biological source

Streptomyces sp.

biological source

Streptomyces rimosus

biological source

Fusarium sp.

biological source

Petromyces albertensis

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.

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

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


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Articles

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.

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

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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