Trichostatin AA potent and non-competitive reversible inhibitor of HDAC

Trichostatin A (CAS 58880-19-6)

Trichostatin A | CAS 58880-19-6 is rated 5.0 out of 5 by 3.
  • y_2019, m_12, d_8, h_22
  • bvseo_bulk, prod_bvrr, vn_bulk_3.0.3
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_3
  • loc_en_US, sid_3511, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getAggregateRating, 6ms
  • REVIEWS, PRODUCT
5
3
4
0
3
0
2
0
1
0
Synonym: TSA;[R-(E,E)]-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide
Application: A potent and non-competitive reversible inhibitor of HDAC
CAS Number: 58880-19-6
Purity: ≥98%
Molecular Weight: 302.37
Molecular Formula: C17H22N2O3
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Trichostatin A (TSA) is a potent and non-competitive reversible inhibitor of histone deacetylases (HDAC) with a Ki of 3.4 nM. In HeLa cells, TSA blocked cell cycle progression at G1 and induced a 12-fold increase in intracellular levels of gelsolin. In cells latently infected with HIV-1, TSA induced the transcriptional activation of the HIV-1 promoter, which resulted in a marked increase in virus production. In NIH 3T3 cells, TSA induced reversion of oncogenic ras-transformed cells to a normal morphology. In Jurkat cells, TSA inhibited IL-2 gene expression and displayed immunosuppressive activity in a mouse model. Induces increased acetylation of GATA4, a cardiac-specific transcription factor and increases cardiac muscle cell differentiation. In normal fibroblasts, induced Friend cell differentiation and inhibited the G1 and G2 phases of the cell cycle. Trichostatin A is a useful tool for induction of hyperacetylation of cellular histones and for further elucidation of their role in gene expression. A glucoside analog of Trichostatin A is also offered as Trichostatin C (sc-202369). Trichostatin A is an inhibitor of TERT, HDAC1, HDAC4 and HDAC6.


References

1. Yoshida, M., et al., 1990. Potent and specific inhibition of mammalian histone deacetylase both in vivo and in vitro by trichostatin A. The Journal of biological chemistry. 265(28): 17174-9. PMID: 2211619
2. Futamura, M., et al., 1995. Trichostatin A inhibits both ras-induced neurite outgrowth of PC12 cells and morphological transformation of NIH3T3 cells. Oncogene. 10(6): 1119-23. PMID: 7700637
3. Hoshikawa, Y., et al., 1994. Trichostatin A induces morphological changes and gelsolin expression by inhibiting histone deacetylase in human carcinoma cell lines. Experimental cell research. 214(1): 189-97. PMID: 8082721
4. Van Lint, C., et al., 1996. Transcriptional activation and chromatin remodeling of the HIV-1 promoter in response to histone acetylation. The EMBO journal. 15(5): 1112-20. PMID: 8605881
5. Takahashi, I., et al., 1996. Selective inhibition of IL-2 gene expression by trichostatin A, a potent inhibitor of mammalian histone deacetylase. The Journal of antibiotics. 49(5): 453-7. PMID: 8682722
6. Kawamura, Teruhisa., et al., 2005. Acetylation of GATA-4 is involved in the differentiation of embryonic stem cells into cardiac myocytes. The Journal of biological chemistry. 280(20): 19682-8. PMID: 15764815
7. Pan, Lina., et al., 2007. Histone deacetylase inhibitor trichostatin a potentiates doxorubicin-induced apoptosis by up-regulating PTEN expression. Cancer. 109(8): 1676-88. PMID: 17330857

Physical State :
Solid
Solubility :
Soluble in water (Partly Miscible), ethanol (2 mg/mL), DMSO (20 mg/mL), acetonitrile, DMF (30 mg/mL), and methanol.
Storage :
Store at -20° C
Melting Point :
144° C (dec.)
Density :
~1.1 g/cm3 (Predicted)
Refractive Index :
n20D 1.58
Optical Activity :
α20/D 136°, c = 0.3 in methanol
IC50 :
the activity of the HDAC1 : IC50 = 70 nM; IL-2 gene expression : IC50 = 73 nM (Jurkat cells)
Ki Data :
HDAC: Ki= 3.4 nM
pK Values :
pKa: 8.93, pKb: 1.96
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
MI5215000
PubChem CID :
444732
Merck Index :
14: 9649
MDL Number :
MFCD03848392
SMILES :
C[C@H](/C=C(\\C)/C=C/C(=O)NO)C(=O)C1=CC=C(C=C1)N(C)C

Download SDS (MSDS)

Certificate of Analysis

Adobe Acrobat Reader is required to reliably view,
print and comment on PDF documents

Trichostatin A  Product Citations

See how others have used Trichostatin A. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 22 total

PMID: # 31268348  2019. Am. J. Physiol. Lung Cell Mol. Physiol. 317: L332-L346.

PMID: # 28122578  Parasramka, M. et al. 2017. Mol. Cancer. 16: 22.

PMID: # 28855586  2017. Sci Rep. 7: 9984.

PMID: # 27529070  Chen, D. et al. 2016. Biomed Res Int. 2016: 5173205.

PMID: # 27990351  Venkatesh, I. et al. 2016. Neuroepigenetics. 8: 19-26.

PMID: # 27345839  Serebryannyy, LA.|Cruz, CM.|de Lanerolle, P.| et al. 2016. Sci Rep. 6: 28460.

PMID: # 25936755  Alexanian, AR. et al. 2015. The international journal of biochemistry & cell biology. 64: 190-4.

PMID: # 25639887  Schmauss, C. et al. 2015. Sci Rep. 5: 8171.

PMID: # 25376115  Balliu, M. et al. 2014. Journal of cellular and molecular medicine.

PMID: # 23665234  Alexanian, AR. et al. 2013. The international journal of biochemistry & cell biology. 45: 1633-8.

Citations 1 to 10 of 22 total

For how long is Trichostatin A stable when kept at 37° C, dissolved in DMSO?

Asked by: SCM4
While we do not have information regarding stability at 37°C in DMSO, the product is stable for 2 years at -20°C in powder form, for 2 weeks at 4°C when dissolved in DMSO, and for 6 months at -80°C when dissolved in DMSO.
Answered by: Tech Service 11
Date published: 2017-03-02
  • y_2019, m_12, d_8, h_22CST
  • bvseo_bulk, prod_bvqa, vn_bulk_3.0.3
  • cp_1, bvpage1
  • co_hasquestionsanswers, tq_1
  • loc_en_US, sid_3511, prod, sort_[SortEntry(order=LAST_APPROVED_ANSWER_SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getContent, 35ms
  • QUESTIONS, PRODUCT
Rated 5 out of 5 by from It has been demonstrated (PubMed ID 2211619) It has been demonstrated (PubMed ID 2211619) that Trichostatin A (TSA) causes a significant increase in histone acetylation in various mammalian cell lines: 3Y1, W3Y, DS19, HeLa and F9. -SCBT Publication Review
Date published: 2015-06-13
Rated 5 out of 5 by from One publication (PubMed ID 7700637) reports One publication (PubMed ID 7700637) reports that TSA does have an affect on an early stage in the NGF-signaling pathway, which is governed by ras. PC12, NIH/3T3 cells were used. -SCBT Publication Review
Date published: 2015-06-13
Rated 5 out of 5 by from An increase in expression of acetylated Ac An increase in expression of acetylated Ac-Histone H4 was observed after treatment with Trichostatin A, catalog # sc-3511 by Western Blot analysis. NIH/3T3 cells were treated with Trichostatin A prior to lysis. -SCBT QC
Date published: 2015-05-07
  • y_2019, m_12, d_8, h_22
  • bvseo_bulk, prod_bvrr, vn_bulk_3.0.3
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_3
  • loc_en_US, sid_3511, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getReviews, 35ms
  • REVIEWS, PRODUCT

Santa Cruz Biotechnology, Inc. is a world leader in the development of products for the biomedical research market. Call us Toll Free at 1-800-457-3801.
Copyright © 2007-2019 Santa Cruz Biotechnology, Inc. All Rights Reserved. "Santa Cruz Biotechnology", and the Santa Cruz Biotechnology, Inc. logo, "Santa Cruz Animal Health", "San Juan Ranch", "Supplement of Champions", the San Juan Ranch logo, "Ultracruz", "Chemcruz", "Immunocruz", "Exactacruz", and "EZ Touch" are registered trademarks of Santa Cruz Biotechnology, Inc.
All trademarks are the property of their respective owners.