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AdipoGen Life Sciences
Trichostatin A (synthetic)
110
CHF
CHF 110.00
In stock
AG-CN2-0523-M0011 mgCHF 110.00
AG-CN2-0523-M0055 mgCHF 330.00
Product Details | |
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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
- A new antifungal antibiotic, trichostatin: N. Tsuji, et al.; J. Antibiot. (Tokyo) 29, 1 (1976)
- Screening for new antitrichomonal substances of microbial origin and antitrichomonal activity of trichostatin A: K. Otoguro, et al.; J. Antibiot. (Tokyo) 41, 461 (1988)
- 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)
- 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)
- 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)
- 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)
- 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)
- The histone deacetylase inhibitor Trichostatin A modulates CD4+ T cell responses: J.M. Moreira, et al.; BMC Cancer 3, 30 (2003)
- Mechanism of histone deacetylase inhibitor Trichostatin A induced apoptosis in human osteosarcoma cells: M.S. Roh, et al.; Apoptosis 9, 583 (2004)
- 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)
- 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)
- 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)
- 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)
- 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)
- Trichostatin A down-regulate DNA methyltransferase 1 in Jurkat T cells: R. Januchowski, et al.; Cancer Lett. 246, 313 (2007)
- 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)
- Anti-inflammatory effect of Trichostatin-A on murine bone marrow-derived macrophages: S.B. Han & J.K. Lee; Arch. Pharm. Res. 32, 613 (2009)
- 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)
- Trichostatin A inhibits expression of cathepsins in experimental osteoarthritis: W.P. Chen, et al.; Rheumatol. Int. 31, 1325 (2011)
- Histone Deacetylase Inhibitors in Cell Pluripotency, Differentiation, and Reprogramming: A. Kretsovali, et al.; Stem Cells Int. 2012, 1 (2012)
- 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)