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Merck
CN

T8552

Sigma-Aldrich

曲古抑菌素A

≥98% (HPLC), from Streptomyces sp.

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别名:
TSA, [R-(E,E)]-7-[4-(二甲氨基)苯基]-N-羟基-4,6-二甲基-7-氧代-2,4-庚二烯酰胺
经验公式(希尔记法):
C17H22N2O3
CAS号:
分子量:
302.37
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

生物来源

Streptomyces sp.

质量水平

检测方案

≥98% (HPLC)

形式

powder

溶解性

methanol: soluble 1.90-2.10 mg/mL, clear, colorless to faint yellow or tan
DMF: soluble
DMSO: soluble
H2O: insoluble
acetone: slightly soluble
acetonitrile: soluble
benzene: slightly soluble
chloroform: slightly soluble
ethanol: soluble
ethyl acetate: slightly soluble
lower alcohols: soluble

储存温度

−20°C

SMILES字符串

C[C@H](\C=C(C)\C=C\C(=O)NO)C(=O)c1ccc(cc1)N(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+/t13-/m1/s1

InChI key

RTKIYFITIVXBLE-QEQCGCAPSA-N

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一般描述

Trichostatin A (TSA) is a potent and specific inhibitor of histone deacetylase (HDAC) activity. It is an antifungal antibiotic with cytostatic and differentiating properties in mammalian cell culture.

应用

曲古抑菌素A(TSA)已用于克隆小鼠胚胎生产。TSA还用作LNCaP人前列腺癌细胞以及MON和HeLa细胞的组蛋白去乙酰化酶(HDAC)抑制剂。

生化/生理作用

抑制纳摩浓度的组蛋白脱乙酰基酶;组蛋白高乙酰化生成物会导致染色质弛豫并调节基因表达。可能参与多种细胞类型细胞周期过程,诱导G和G/M期细胞生长停滞;可能诱导细胞凋亡。增强靶向DNA的抗癌症剂的效力。

特点和优势

该化合物是细胞凋亡和基因调控研究的特色产品。发现更多细胞凋亡基因调控特色产品。想要了解有关生物活性小分子在其他研究领域应用的更多信息,请访问 sigma.com/discover-bsm

制备说明

曲古抑菌素A可溶于甲醇,浓度为1.90 - 2.10 mg/ml,并生成一种透明无色至淡黄色/棕黄色的溶液。也可溶于二甲基亚砜(DMSO)、二甲基甲酰胺(DMF)、乙腈、乙醇和低级醇。曲古抑菌素A略溶于氯仿、乙酸乙酯、丙酮和苯。但不溶于水。

WGK

WGK 3

个人防护装备

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

法规信息

新产品

分析证书(COA)

输入产品批号来搜索 分析证书(COA) 。批号可以在产品标签上"批“ (Lot或Batch)字后找到。

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is the shelf life of Product No. T8552, Trichostatin A?

    The  product has a recommended retest date (similar to a shelf life date) of 2 years.  The actual recommended retest date for each lot is on the Certificate of Analysis located at our website.

  4. How can I solubilize Product T8552, Trichostatin A?

    Trichostatin A is soluble in dimethyl sulfoxide (DMSO) and in ethanol, each at 1 mg/mL. It is also soluble in methanol at 2 mg/mL. It is insoluble in water.  Additional solubility information can be found on the data sheet on our website.

  5. How should solutions of Trichostatin A, Product T8552, be stored?

    Solutions at a concentration of 2 mg/mL in DMSO can be divided into aliquots and stored frozen at -20°C.

  6. Has Product T8552, Trichostatin A been endotoxin tested?

    Product T8552 has not been tested for any endotoxin levels, nor has it been cell culture tested.

  7. At what concentration can Product T8552, Trichostatin A, be used as an inhibitor of histone deacetylase?

    Trichostatin A inhibits histone deacetylase at nanomolar concentrations. Additional information may be found in the literature references cited on the product detail page for T8552.

  8. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  9. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

D M Vigushin et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 7(4), 971-976 (2001-04-20)
Trichostatin A (TSA), an antifungal antibiotic with cytostatic and differentiating properties in mammalian cell culture, is a potent and specific inhibitor of histone deacetylase (HDAC) activity. The purpose of this study was to evaluate the antiproliferative and HDAC inhibitory activity
Satoshi Kishigami et al.
The Journal of reproduction and development, 53(6), 1207-1215 (2007-10-17)
Without using sperm, artificial oocyte activation is essential for current assisted reproductive technologies, particularly somatic cell nuclear transfer and round spermatid injection. Strontium has been widely used as an activator of oocytes especially in the mouse, by which efficient oocyte
Cheng Liu et al.
Cancer research, 67(6), 2626-2631 (2007-03-17)
Recent evidence has accumulated that the dynamic histone methylation mediated by histone methyltransferases and demethylases plays key roles in regulation of chromatin structure and transcription. In the present study, we show that SET and MYND domain-containing protein 3 (SMYD3), a
Teena Haritwal et al.
International journal of radiation biology, 95(4), 443-451 (2018-10-12)
Ionizing radiation is known to damage male reproductive system. Current study aims to study the mitigative effects of trichostatin A on male reproductive system and accompanying metabolite changes in testicular tissue of mice. Eight-week-old male C57 Bl/6J mice were exposed
Rachel Codd et al.
The international journal of biochemistry & cell biology, 41(4), 736-739 (2008-08-30)
Suberoylanilide hydroxamic acid (SAHA, vorinostat, Zolinza) and trichostatin A (TSA) are inhibitors of the Zn(II)-dependent class I and class II histone deacetylases (HDACs), which are enzymes that operate in concert with histone acetyltransferases (HATs) to regulate the acetylation status of

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