TRICHOSTATIN A

TRICHOSTATIN A Basic information
Product Name:TRICHOSTATIN A
Synonyms:7-(4-(dimethylamino)phenyl)-n-hydroxy-4,6-dimethyl-7-oxo-4-heptadienamide;7-[4-(DIMETHYLAMINO)PHENYL]-N-HYDROXY-4,6R-DIMETHYL-7-OXO-2E,4E-HEPTADIENAMIDE;4,6-DIMETHYL-7-[P-DIMETHYLAMINOPHENYL]-7-OXAHEPTA-2,4-DIENOHYDROXAMIC ACID;4,6-DIMETHYL-7-[P-DIMETHYLAMINOPHENYL]-7-OXOHEPTA-2,4-DIENOHYDROXAMIC ACID;Trichostatin A from Streptomyces platensis;[r-(e,e)]-7-[4-(dimethylamino)phenyl]-n-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide;7-(4-DIMETHYLAMINOPHENYL)-N-HYDROXY-4,6-DIMETHYL-7-OXO-HEPTA-2,4-DIENAMIDE;TSA, [R-(E,E)]-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide
CAS:58880-19-6
MF:C17H22N2O3
MW:302.37
EINECS:611-758-2
Product Categories:Inhibitors;antibiotic;API;Anti Cancer Research;Inhibitor
Mol File:58880-19-6.mol
TRICHOSTATIN A Structure
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
pka8.93±0.23(Predicted)
form Off-white lyophilized solid
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.
InChIKeyZWGICMNKJBUOHG-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 Information
ProviderLanguage
SigmaAldrich English
TRICHOSTATIN A Usage And Synthesis
DescriptionTrichostatin 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 PropertiesSolid
UsesTrichostatin 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

UsesTrichostatin 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.
UsesTrichostatin 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
DefinitionChEBI: 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 DescriptionTrichostatin A is a compound of primary hydroxamic acid.
Biological ActivitySelective 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 ActionsInhibits 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)
References1) 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
TRICHOSTATIN A Preparation Products And Raw materials
Parthenolide M344 LY 294002 HYDROCHLORIDE HC TOXIN Entinostat Tubacin MG-132 Vorinostat JNJ-26481585 Panobinostat INHIBITOR-1 OF TRICHOSTATIN A,INHIBITOR OF TRICHOSTATIN A 1 trichostatin D TRICHOSTATIN A (DRY ICE) TRICHOSTATIN B SORBOHYDROXAMIC ACID TRICHOSTATIN C TRICHOSTATIN A TRICHOSTATIN, TRICHOSPDRIELLA SP.

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