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T1952

Sigma-Aldrich

Trichostatin A, Ready Made Solution

5 mM in DMSO, from Streptomyces sp.

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Synonym(s):
TSA, [R-(E,E)]-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide
Empirical Formula (Hill Notation):
C17H22N2O3
CAS Number:
Molecular Weight:
302.37
NACRES:
NA.32

biological source

Streptomyces sp.

Quality Level

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

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

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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
Tamara Vanhaecke et al.
Current medicinal chemistry, 11(12), 1629-1643 (2004-06-08)
Modulation of chromatin structure through histone acetylation/deacetylation is known to be one of the major mechanisms involved in the regulation of gene expression. Two opposing enzyme activities determine the acetylation state of histones: histone acetyltransferases (HATs) and histone deacetylases (HDACs)
Rachel Codd et al.
The international journal of biochemistry & cell biology, 41(4), 736-739 (2008-08-30)
Suberoylanilide hydroxamic acid (SAHA, vorinostat, Zolinza) and trichostatin A (TSA) are inhibitors of the Zn(II)-dependent class I and class II histone deacetylases (HDACs), which are enzymes that operate in concert with histone acetyltransferases (HATs) to regulate the acetylation status of

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