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About This Item
Empirical Formula (Hill Notation):
C17H22N2O3
CAS Number:
Molecular Weight:
302.37
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
lyophilized solid
Storage condition:
OK to freeze
Product Name
Trichostatin A, Streptomyces sp., A potent and reversible, cell-permeable inhibitor of histone deacetylase.
Quality Segment
description
RTECS - MI5215000
assay
≥98% (HPLC)
form
lyophilized solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
off-white
solubility
ethanol: 1 mg/mL, DMSO: 20 mg/mL, methanol: soluble
shipped in
ambient
storage temp.
−20°C
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
General description
A potent and reversible inhibitor of histone deacetylase. Blocks cell cycle progression at the G1 phase in HeLa cells and induces a 12-fold increase in intracellular levels of gelsolin. Induces reversion of oncogenic ras-tranformed NIH 3T3 cells to a normal morphology. Inhibits IL-2 gene expression (IC50 = 73 nM) in Jurkat cells and shows immunosuppressive activity in a mouse model. IC50 = 6 nM for HDAC1; 38 nM for HDAC4, and 8.6 nM for HDAC6A.
A potent and reversible, cell-permeable inhibitor of histone deacetylase. Blocks cell cycle progression at the G1 phase in HeLa cells and induces a 12-fold increase in intracellular levels of gelsolin. Induces reversion of oncogenic ras-transformed NIH/3T3 cells to a normal morphology. Inhibits IL-2 gene expression (IC50 = 73 nM) in Jurkat cells and shows immunosuppressive activity in a mouse model. Down-regulates p57kip2 in Hep 3Bcells. IC50 = 6 nM for HDAC1; 38 nM for HDAC4, and 8.6 nM for HDAC6A. 10 mM (500 µg/165 µl) solution of Trichostatin A, Streptomyces sp. (Cat. No. 647926) in DMSO is also available.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
histone deactylase
histone deactylase
Product does not compete with ATP.
Reversible: yes
Target IC50: 73 nM inhibiting IL-2 gene expressionin Jurkat cells
Preparation Note
Following reconstitution in DMSO, aliquot and freeze (-20°C). Following reconstitution in ethanol, refrigerate (4°C). DMSO stock solutions are stable for up to 6 months at -20°C. Ethanol stock solutions are stable for up to 3 months at 4°C.
Other Notes
Furumai, R., et al. 2001. Proc. Natl. Acad. Sci. USA98, 87.
Gray, S.G. and Ekstrom, T.J. 1998. Biochem. Biophys. Res. Commun. 245, 423.
Takahashi, I., et al. 1996. J. Antibiot. 49, 453.
Taunton, J., et al. 1996. Science 272, 408.
Futamura, M., et al. 1995. Oncogene 10, 1119.
Hoshikawa, Y., et al. 1994. Exp. Cell Res. 214, 189.
Gray, S.G. and Ekstrom, T.J. 1998. Biochem. Biophys. Res. Commun. 245, 423.
Takahashi, I., et al. 1996. J. Antibiot. 49, 453.
Taunton, J., et al. 1996. Science 272, 408.
Futamura, M., et al. 1995. Oncogene 10, 1119.
Hoshikawa, Y., et al. 1994. Exp. Cell Res. 214, 189.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Harmful (C)
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Storage Class
10 - Combustible liquids
wgk
WGK 3
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