TRICHOSTATIN A Property

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

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

TRICHOSTATIN A Chemical Properties,Usage,Production

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