TRICHOSTATIN A

TRICHOSTATIN A
  • CAS No.:58880-19-6
Other grades of this product :
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;Anti Cancer Research;Inhibitor;API
Mol File:58880-19-6.mol
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
pka8.93±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.
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 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
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
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.
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

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