| Identification | Back Directory | [Name]
TRICHOSTATIN A | [CAS]
58880-19-6 | [Synonyms]
TSA
A 300I
CS-210
CS-2704
richostatinA
trichostatin
TRICHOSTATIN A
(R)-Trichostatin A
Trichostatin A (TSA)
TRICHOSTATIN A USP/EP/BP
Trichostatin A solution(10mM/L)
Trichostatin A, Streptomyces sp.
TRICHOSTATIN A FROM STREPTOMYCES SP
Trichostatin A, Ready Made Solution
TRICHOSTATIN A, STREPTOMYCES SPECIES
Trichostatin A from Streptomyces platensis
Trichostatin A, 98%, from Streptomyces sp.
Histone deacetylases,inhibit,Inhibitor,HDAC,Trichostatin A
isolated from species of the bacterial genus Streptomyces.
Trichostatin A Vetec(TM) reagent grade, from Streptomyces sp., >=98%
7-(4-(dimethylamino)phenyl)-n-hydroxy-4,6-dimethyl-7-oxo-4-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
7-(4-DIMETHYLAMINOPHENYL)-N-HYDROXY-4,6-DIMETHYL-7-OXO-HEPTA-2,4-DIENAMIDE
(R,2E,4E)-6-(4-(dimethylamino)benzoyl)-N-hydroxy-4-methylhepta-2,4-dienamide
7-[4-(DIMETHYLAMINO)PHENYL]-N-HYDROXY-4,6R-DIMETHYL-7-OXO-2E,4E-HEPTADIENAMIDE
[r-(e,e)]-7-[4-(dimethylamino)phenyl]-n-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide
(R,2E,4E)-7-(4-(dimethylamino)phenyl)-N-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide
(2E,4E,6R)-7-(4-(DIMETHYLAMINO)PHENYL)-N-HYDROXY-4,6-DIMETHYL-7-OXO-2,4-HEPTADIENAMIDE
(2E,4E,6R)-4,6-Dimethyl-7-[4-(dimethylamino)phenyl]-7-oxo-2,4-heptadienehydroximic acid
(2E,4E,6R)-4,6-Dimethyl-7-oxo-7-[4-(dimethylamino)phenyl]-2,4-heptadienehydroximic acid
2,4-Heptadienamide, 7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-, (2E,4E,6R)-
TSA, [R-(E,E)]-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide
Trichostatin A,TSA, [R-(E,E)]-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide | [EINECS(EC#)]
611-758-2 | [Molecular Formula]
C17H22N2O3 | [MDL Number]
MFCD03848392 | [MOL File]
58880-19-6.mol | [Molecular Weight]
302.37 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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 (TSA) is a potent and reversible inhibitor of histone deacetylases. In HeLa cells, TSA blocked cell cycle progression at G1 and induced a 12-fold increase in intracellular levels of gelsolin. In cells latently infected with HIV-1, TSA induced the transcriptional activation of the HIV-1 promoter, which resulted in a marked increase in virus production. In NIH 3T3 cells, TSA induced reversion of oncogenic ras-transformed cells to a normal morphology. In Jurkat cells, TSA inhibited IL-2 gene expression (IC50=73nM) and displayed immunosuppressive activity in a mouse model.
Induces increased acetylation of GATA4, a cardiac-specific transcription factor and increases cardiac muscle cell differentiation. Trichostatin A is a useful tool for induction of hyperacetylation of cellular histones and for further elucidation of their role in gene expression. Induces cell growth arrest at both G1 and G2/M phases. may induce apoptosis in some cases. It can induce accelerated dedifferentiation of primordial germ cells into embryonic germ cells. | [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 antitumor activity | [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 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 |
|
|