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Merck

T1952

Trichostatin A, Ready Made Solution

5 mM in DMSO, from Streptomyces sp.

Sinónimos:

TSA, Trichostatin A, [R-(E,E)]-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide

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Fórmula empírica (notación de Hill):
C17H22N2O3
Número CAS:
58880-19-6
Peso molecular:
302.37
UNSPSC Code:
12352202
NACRES:
NA.32
Form:
DMSO solution
Assay:
≥98% (HPLC)
Biological source:
Streptomyces sp.

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SMILES string

N(O)C(=O)\C=C\C(=C\C(C)C(=O)c1ccc(cc1)N(C)C)\C

InChI

1S/C17H22N2O3/c1-12(5-10-16(20)18-22)11-13(2)17(21)14-6-8-15(9-7-14)19(3)4/h5-11,13,22H,1-4H3,(H,18,20)/b10-5+,12-11+

InChI key

RTKIYFITIVXBLE-WKWSCTOISA-N

biological source

Streptomyces sp.

assay

≥98% (HPLC)

form

DMSO solution

concentration

5 mM in DMSO

technique(s)

cell culture | mammalian: suitable

antibiotic activity spectrum

fungi, neoplastics

mode of action

enzyme | inhibits

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

General description

Trichostatin A is a compound of primary hydroxamic acid.

Application

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

Biochem/physiol Actions

Trichostatin A (TSA) is a Streptomyces metabolite, which specifically inhibits mammalian histone deacetylase at a nanomolar concentration and causes accumulation of highly acetylated histone molecules in mammalian cells. For that reason, trichostatin A is a tool to study the consequences of histone acetylation in vivo. Trichostatin A induces cell differentiation, cell cycle arrest, reversal of transformed cells morphology, and apoptosis and is able to modulate transcription. TSA has been used to establish a new cloning technique, which increases the success rates for mouse cloning.
Trichostatin A is a Streptomyces metabolite, which specifically inhibits mammalian histone deacetylase.

Clase de almacenamiento

10 - Combustible liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificados de análisis (COA)

Lot/Batch Number
11190343
128M4134V
11181020
048M4099V
11180339

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Barbara Wójcikowska et al.
Frontiers in plant science, 9, 1353-1353 (2018-10-03)
Auxin is an important regulator of plant ontogenies including embryo development and the exogenous application of this phytohormone has been found to be necessary for the induction of the embryogenic response in plant explants that have been cultured in vitro.
Negative regulation of human growth hormone gene expression by insulin is dependent on hypoxia-inducible factor binding in primary non-tumor pituitary cells
Vakili H, et al.
The Journal of Biological Chemistry, 287(40), 33282-33292 (2012)
Bioprobes: Biochemical Tools for Investigating Cell Function, 11, 2104-2104 (2012)
Valentina Saccone et al.
Genes & development, 28(8), 841-857 (2014-04-01)
Fibro-adipogenic progenitors (FAPs) are important components of the skeletal muscle regenerative environment. Whether FAPs support muscle regeneration or promote fibro-adipogenic degeneration is emerging as a key determinant in the pathogenesis of muscular diseases, including Duchenne muscular dystrophy (DMD). However, the
A transcriptome-based classifier to identify developmental toxicants by stem cell testing: design, validation and optimization for histone deacetylase inhibitors
Rempel E, et al.
Archives of Toxicology, 89(9), 1599-1618 (2015)
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