AdipoGen Life Sciences

Trichostatin A (synthetic)

CHF 110.00
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AG-CN2-0523-M0011 mgCHF 110.00
AG-CN2-0523-M0055 mgCHF 330.00
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Product Details
Synonyms TSA; A300; R-(E,E)-7-(4-(Dimethylamino)phenyl)-N-hydroxy- 4,6-dimethyl-7-oxo-2,4-heptadienamide
Product Type Chemical
Properties
Formula

C17H22N2O3

MW 302.4
Merck Index 14: 9649
CAS 58880-19-6
Source/Host Chemicals Synthetic. Originally isolated from Streptomyces hygroscopicus.
Purity Chemicals ≥95% (HPLC)
Appearance Off-white solid.
Solubility Soluble in DMSO, ethanol, methanol, dimethyl formamide, acetonitrile or chloroform. Insoluble in water or hexane.
Identity Determined by 1H-NMR.
InChi Key RTKIYFITIVXBLE-QEQCGCAPSA-N
Smiles C[C@H](\C=C(/C)\C=C\C(=O)NO)C(=O)C1=CC=C(C=C1)N(C)C
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice After reconstitution, prepare aliquots and store at -20°C.
Use/Stability Stable for at least 3 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Antibiotic, antifungal and antiprotozoal agent.
  • Potent and reversible, cell permeable inhibitor of class I and II histone deacetylases (HDACs).
  • Anticancer, immunosuppressive, antifibrogenic compound.
  • Induces apoptosis and cell growth arrest at both G1 and G2/M phases. Also inactivates mitotic spindle checkpoint.
  • Enhances the efficacy of anticancer agents that target DNA.
  • Downregulates DNA methyltransferase DNMT1 and affects DNA methylation.
  • Telomerase inhibitor.
  • Smooth muscle cell proliferation inhibitor.
  • Anti-inflammatory and inhibits osteoclastogenesis and bone resorption.
  • Promotes either self-renewal or differentiation of embryonic stem cells.
Product References
  1. A new antifungal antibiotic, trichostatin: N. Tsuji, et al.; J. Antibiot. (Tokyo) 29, 1 (1976)
  2. Screening for new antitrichomonal substances of microbial origin and antitrichomonal activity of trichostatin A: K. Otoguro, et al.; J. Antibiot. (Tokyo) 41, 461 (1988)
  3. Potent and specific inhibition of mammalian histone deacetylase both in vivo and in vitro by trichostatin A: M. Yoshida, et al.; J. Biol. Chem. 265, 17174 (1990)
  4. Selective inhibition of IL-2 gene expression by trichostatin A, a potent inhibitor of mammalian histone deacetylase: I. Takahashi, et al.; J. Antibiot. (Tokyo) 49, 453 (1996)
  5. Trichostatin A modulates expression of p21waf1/cip1, Bcl-xL, ID1, ID2, ID3, CRAB2, GATA-2, hsp86 and TFIID/TAFII31 mRNA in human lung adenocarcinoma cells: B. Eickhoff, et al.; Biol. Chem. 381, 107 (2000)
  6. Trichostatin A is a histone deacetylase inhibitor with potent antitumor activity against breast cancer in vivo: D.M. Vigushin, et al.; Clin. Cancer Res. 7, 971 (2001)
  7. Trichostatin A, a histone deacetylase inhibitor, suppresses collagen synthesis and prevents TGF-beta(1)-induced fibrogenesis in skin fibroblasts: K. Rombouts, et al.; Exp. Cell Res. 278, 184 (2002)
  8. The histone deacetylase inhibitor Trichostatin A modulates CD4+ T cell responses: J.M. Moreira, et al.; BMC Cancer 3, 30 (2003)
  9. Mechanism of histone deacetylase inhibitor Trichostatin A induced apoptosis in human osteosarcoma cells: M.S. Roh, et al.; Apoptosis 9, 583 (2004)
  10. Cell growth inhibition and gene expression induced by the histone deacetylase inhibitor, trichostatin A, on human hepatoma cells: T. Chiba, et al.; Oncology 66, 481 (2004)
  11. A histone deacetylase inhibitor, trichostatin A, enhances radiosensitivity by abrogating G2/M arrest in human carcinoma cells: I.A. Kim, et al.; Cancer Res. Treat. 37, 122 (2005)
  12. Mitotic spindle checkpoint inactivation by trichostatin a defines a mechanism for increasing cancer cell killing by microtubule-disrupting agents: M. Dowling, et al.; Cancer Biol. Ther. 4, 197 (2005)
  13. Trichostatin A, an inhibitor of histone deacetylase, inhibits smooth muscle cell proliferation via induction of p21(WAF1): H. Okamoto, et al.; J. Atheroscler. Thromb. 13, 183 (2006)
  14. Induction of apoptosis and inhibition of telomerase activity by trichostatin A, a histone deacetylase inhibitor, in human leukemic U937 cells: H.J. Woo, et al.; Exp. Mol. Pathol. 82, 77 (2007)
  15. Trichostatin A down-regulate DNA methyltransferase 1 in Jurkat T cells: R. Januchowski, et al.; Cancer Lett. 246, 313 (2007)
  16. Trichostatin A causes p53 to switch oxidative-damaged colorectal cancer cells from cell cycle arrest into apoptosis: C. Habold, et al.; J. Cell Mol. Med. 12, 607 (2008)
  17. Anti-inflammatory effect of Trichostatin-A on murine bone marrow-derived macrophages: S.B. Han & J.K. Lee; Arch. Pharm. Res. 32, 613 (2009)
  18. Trichostatin A inhibits osteoclastogenesis and bone resorption by suppressing the induction of c-Fos by RANKL: H.N. Kim, et al.; Eur. J. Pharmacol. 623, 22 (2009)
  19. Trichostatin A inhibits expression of cathepsins in experimental osteoarthritis: W.P. Chen, et al.; Rheumatol. Int. 31, 1325 (2011)
  20. Histone Deacetylase Inhibitors in Cell Pluripotency, Differentiation, and Reprogramming: A. Kretsovali, et al.; Stem Cells Int. 2012, 1 (2012)
  21. HDAC inhibitors increase NRF2-signaling in tumour cells and blunt the efficacy of co-adminstered cytotoxic agents: M. McMahon, et al.; PLoS One 9, e114055 (2014)
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