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安全信息

T8552

Sigma-Aldrich

曲古抑菌素A

≥98% (HPLC), from Streptomyces sp.

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

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500 ML
¥1,193.48
2.5 L
¥4,463.74

¥1,193.48

预计发货时间2025年4月28日详情

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500 ML
¥1,193.48
2.5 L
¥4,463.74

About This Item

经验公式（希尔记法）:
C17H22N2O3
CAS号:
58880-19-6
分子量:
302.37
MDL编号:
MFCD03848392
UNSPSC代码:
12352200
PubChem化学物质编号:
24900542
NACRES:
NA.77

¥1,193.48

预计发货时间2025年4月28日详情

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生物来源

Streptomyces sp.

质量水平

300

方案

≥98% (HPLC)

表单

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

基因信息

human ... HDAC1(3065) , HDAC4(9759) , HDAC6(10013) , HDAC8(55869)
mouse ... ENSMUSG00000061062(15181)
rat ... Hdac7a(84582)

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100202110983543897
N,N-Dimethylformamide for spectroscopy Uvasol®

102937

N,N-Dimethylformamide

N,N-Dimethylformamide for headspace gas chromatography SupraSolv®

100202

N,N-Dimethylformamide

N,N-Dimethylformamide for gas chromatography ECD and FID SupraSolv®

110983

N,N-Dimethylformamide

N,N-Dimethylformamide for liquid chromatography LiChrosolv®

543897

N,N-Dimethylformamide

technique(s)

UV/Vis spectroscopy: suitable

technique(s)

GC-HS: suitable

technique(s)

gas chromatography (GC): suitable

technique(s)

HPLC: suitable

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

liquid

form

liquid

form

liquid

form

liquid

UV absorption

λ: 270 nm Amax: ≤0.60, λ: 290 nm Amax: ≤0.10, λ: 330 nm Amax: ≤0.01, λ: 275 nm Amax: ≤0.22, λ: 300 nm Amax: ≤0.05

UV absorption

-

UV absorption

-

UV absorption

-

expl. lim.

15.2 %

expl. lim.

15.2 %

expl. lim.

15.2 %

expl. lim.

15.2 %

一般描述

曲古抑菌素A(TSA)是一种强效的特异性组蛋白去乙酰化酶(HDAC)抑制剂。作为抗真菌抗生素，在哺乳动物细胞培养中具有细胞生长抑制和分化诱导作用。[1]

应用

曲古抑菌素A(TSA)已用于克隆小鼠胚胎生产[2]。TSA还用作LNCaP人前列腺癌细胞[3]以及MON和HeLa细胞[4]的组蛋白去乙酰化酶(HDAC)抑制剂。

生化/生理作用

曲古抑菌素A(TSA)可抑制纳摩浓度的组蛋白脱乙酰基酶造成组蛋白高度乙酰化，使得染色质松弛并调节基因表达。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。曲古抑菌素A可作为表观遗传修饰剂。
曲古抑菌素A可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。

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。发现更多细胞凋亡和基因调控特色产品。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。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

个人防护装备

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

法规信息

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  • 技术规格说明书

    • 历史批次信息供参考:

    分析证书(COA)

    Lot/Batch Number
    0000396985
    0000396985
    0000382194
    0000308072
    0000241301

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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
    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
    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
    M Yoshida et al.
    BioEssays : news and reviews in molecular, cellular and developmental biology, 17(5), 423-430 (1995-05-01)
    Reversible acetylation at the epsilon-amino group of lysines located at the conserved domain of core histones is supposed to play an important role in the regulation of chromatin structure and its transcriptional activity. One promising strategy for analyzing the precise
    Valentina Saccone et al.
    Genes & development, 28(8), 841-857 (2014-04-01)
    Fibro-adipogenic progenitors (FAPs) are important components of the skeletal muscle regenerative environment. Whether FAPs support muscle regeneration or promote fibro-adipogenic degeneration is emerging as a key determinant in the pathogenesis of muscular diseases, including Duchenne muscular dystrophy (DMD). However, the
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