TRICHOSTATIN A Chemical Properties

Melting point:

140-143℃

alpha 

D20.5 +62.8° ±1.1° (c = 1.007 in ethanol)

Density 

1.139

refractive index 

136 ° (C=0.3, MeOH)

storage temp. 

-20°C

solubility 

ethanol: 1 mg/mL

form 

Off-white lyophilized solid

pka

8.93±0.23(Predicted)

color 

Tan

biological source

Streptomyces sp.

Merck 

14,9649

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.

InChIKey

ZWGICMNKJBUOHG-RCXLNATQSA-N

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38-43

Safety Statements 

26-36

RIDADR 

NA 1993 / PGIII

WGK Germany 

3

RTECS 

MI5215000

HS Code 

29280000

MSDS

• Language:English Provider:SigmaAldrich

TRICHOSTATIN A Usage And Synthesis

Description

Trichostatin A (58880-19-6) is a potent and selective histone deacetylase (HDAC) inhibitor (Ki = 3.4 nM). Induces reversion of ras transformed cells to normal morphology. Trichostatin A induces dedifferentiation of primordial germ cells into embryonic germ cells. Cell permeable and active in vivo.

Chemical Properties

Solid

Uses

Trichostatin A is a histone deacetylase inhibitor that enhances the cytotoxic efficacy of anticancer drugs that target DNA. Trichostatin A displays antifungal, antiprotozoan and antitumour activity

Uses

Trichostatin A, ready-made solution has been used:

• as a histone deacetylase inhibitor to study its effect on transcriptome changes by stem cell testing
• to inhibit histone deacetylase (HDAC) class I, II, or III in primary pituitary cell cultures and to investigate insulin control of endogenous human growth hormone gene (hGH)
• to treat cells for the HDAC inhibition experiments

Uses

Trichostatin A is a known inhibitor of fibrosis in vitro and in vivo, and is used as an anticancer agent. Potent differentiation inducer of friend leukemic cells.

Definition

ChEBI: Trichostatin A is an antibiotic antifungal agent, a trichostatin and a hydroxamic acid. It has a role as a bacterial metabolite, a geroprotector and an EC 3.5.1.98 (histone deacetylase) inhibitor. It is functionally related to a (R)-trichostatic acid.

General Description

Trichostatin A is a compound of primary hydroxamic acid.

Biological Activity

Selective and potent inhibitor of histone deacetylase (K i = 3.4 nM). Active in vivo . Potential anti-cancer agent. Induces accelerated dedifferentiation of primordial germ cells (PGCs) into embryonic germ (EG) 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.

storage

-20°C (desiccate)

References

1) Yoshida et al. (1990), Potent and specific inhibition of mammalian histone deacetylase both in vivo and in vitro by trichostatin A ; J. Biol. Chem., 265 17174 2) Futamura et al. (1995), Trichostatin A inhibits both ras-induced neurite outgrowth of PC12 cells and morphological transformation of NIH3T3 cells; Oncogene, 10 1119 3) Durcova-Hills et al. (2008), Reprogramming Primordial Germ Cells into Pluripotent Stem Cells; PLoS-One, 3 e3531

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