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T1952

Sigma-Aldrich

Trichostatin A, Ready Made Solution

5 mM in DMSO, from Streptomyces sp.

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C17H22N2O3
CAS Number:
58880-19-6
Molecular Weight:
302.37
UNSPSC Code:
12352202
NACRES:
NA.32

biological source

Streptomyces sp.

Quality Level

200

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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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