CAS 58880-19-6

Trichostatin A

Description:

Trichostatin A (TSA) is a potent and selective inhibitor of histone deacetylases (HDACs), which play a crucial role in the regulation of gene expression through the modification of histones. It is a natural product derived from the bacterium Streptomyces hygroscopicus and is classified as a cyclic tetrapeptide. TSA is known for its ability to induce hyperacetylation of histones, leading to a more relaxed chromatin structure and enhanced transcriptional activity of certain genes. This characteristic makes it a valuable tool in epigenetic research and has potential therapeutic implications in cancer treatment and other diseases associated with aberrant HDAC activity. TSA is typically used in laboratory settings to study the effects of histone acetylation on gene expression and cellular processes. It is soluble in organic solvents and has a relatively low molecular weight. However, due to its biological activity, TSA must be handled with care in research environments.

Formula: C₁₇H₂₂N₂O₃

InChI: 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+/t13-/m1/s1

InChI key: InChIKey=RTKIYFITIVXBLE-QEQCGCAPSA-N

SMILES: C([C@@H](/C=C(/C=C/C(NO)=O)\C)C)(=O)C1=CC=C(N(C)C)C=C1

Synonyms:

• (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)-7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide
• (R)-(+)-Trichostatin A
• 2,4-Heptadienamide, 7-(4-(dimethylamino)phenyl)-N-hydroxy-4,6-dimethyl-7-oxo-
• 2,4-Heptadienamide, 7-(4-(dimethylamino)phenyl)-N-hydroxy-4,6-dimethyl-7-oxo-, (2E,4E,6R)-
• 2,4-Heptadienamide, 7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-, [R-(E,E)]-
• 7-(4-(Dimethylamino)phenyl)-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide
• 7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide
• TSA
• Trichostatin A

Trichostatin A

CAS: 58880-19-6

Formula: C₁₇H₂₂N₂O₃

Purity: >98.0%(HPLC)

Color and Shape: White to Orange to Green powder to crystal

Molecular weight: 302.37

Ref: 3B-T2477

2,4-Heptadienamide,7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-, (2E,4E,6R)-

CAS: 58880-19-6

Formula: C₁₇H₂₂N₂O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 302.3682

Ref: IN-DA0035QF

Trichostatin A

CAS: 58880-19-6

Trichostatin A

Purity: ≥95%

Molecular weight: 302.37g/mol

Ref: 54-BUP09497

Trichostatin A from Streptomyces sp.

CAS: 58880-19-6

Trichostatin A from Streptomyces sp.

Formula: C₁₇H₂₂N₂O₃

Purity: By hplc: 99.21% (Typical Value in Batch COA)

Color and Shape: off-white powder

Molecular weight: 302.37g/mol

Ref: 54-BIT1005

Trichostatin A

CAS: 58880-19-6

Formula: C₁₇H₂₂N₂O₃

Purity: ≥ 95.5%

Color and Shape: White to off-white or light-yellow powder

Molecular weight: 302.37

Ref: 7W-GP8006

Trichostatin A

CAS: 58880-19-6

Trichostatin A (TSA) is a natural derivative of diene isohydroxamic acids.

Formula: C₁₇H₂₂N₂O₃

Purity: 96.01% - 98.59%

Color and Shape: Off-White Powder

Molecular weight: 302.37

Ref: TM-T6270

Trichostatin A

CAS: 58880-19-6

A potent inhibitor of histone deacetylases (HDACs) of class I and II with anti-tumoral activity. The compound blocks HDAC catalytic activity by chelating zinc ion in the enzyme’s active site. Extensively used in research as epigenetic modifier able to block cell growth and downregulate proliferation-associated factors. It has also been reported that trichostatin A induces apoptosis via a histone-modification independent mechanism in oral squamous cell carcinoma cell lines. Initially discovered as anti-fungal compound from Streptomyces hygroscopicus for the control of fungal infections caused by the genus Trichophyton.

Formula: C₁₇H₂₂N₂O₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 302.37 g/mol

Ref: 3D-AT45107

TRICHOSTATIN A

CAS: 58880-19-6

Purity: 98%

Molecular weight: 302.3739929

Ref: 10-F815222

Trichostatin A

Controlled Product

CAS: 58880-19-6

Applications 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.
References Mori, K. et al.: Tetra., 44, 6013 (1988); Meng, F. et al.: Brit. J. Canc., 108, 579 (2013); Yang, L. et al.: Mol. Pharm., 83, 671 (2013);

Formula: C₁₇H₂₂N₂O₃

Color and Shape: Off-White

Molecular weight: 302.37

Ref: TR-T774710