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曲古柳菌素A

高效的选择性组蛋白脱乙酰基酶抑制剂

规格或纯度: ≥98%

CAS编号: 58880-19-6
分子式: C₁₇H₂₂N₂O₃
分子量: 302.37
MDL号: MFCD03848392
PubChem编号: 444732

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货号 (SKU)	包装规格	是否现货	价格	数量
T129665-1mg	1mg	现货
T129665-5mg	5mg	现货
T129665-10mg	10mg	现货
T129665-25mg	25mg	现货
T129665-50mg	50mg	现货

查看相关系列

histone deacetylase 1 Inhibitor histone deacetylase 2 Inhibitor histone deacetylase 3 Inhibitor histone deacetylase 4 Inhibitor histone deacetylase 5 Inhibitor histone deacetylase 6 Inhibitor histone deacetylase 7 Inhibitor histone deacetylase 8 Inhibitor histone deacetylase 9 Inhibitor

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基本描述

别名	TSA\|曲古抑菌素 A
英文别名	trichostatin A\|58880-19-6\|TSA\|Trichostatin A (TSA)\|Trichostatin\|(2E,4E,6R)-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide\|Antibiotic A-300\|(R)-Trichostatin A\|CHEBI:46024\|C17H22N2O3\|(R,2E,4E)-7-(4-(dimethylamino)phenyl)-N-hydro
规格或纯度	≥98%
英文名称	Trichostatin A
生化机理	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.Potent, selective histone deacetylase (HDAC) inhibitor (K i = 3.4 nM). Induces cell proliferation, differentiation and apoptosis in vitro . Anticancer and antifungal agent. Active in vivo and in vitro .
应用	A potent and non-competitive reversible inhibitor of HDAC.
储存温度	-20°C储存
运输条件	超低温冰袋运输
备注	如果有可能，您尽量在使用的当天配置溶液，并在当天使用完它。但是，如果您需要预先配制储备溶液，我们建议您将溶液等份保存在-20°C的密封小瓶中。通常，它们最多可以使用一个月。在使用前和打开样品瓶之前，我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度，用法和处理的建议吗？请访问我们的常见问题（FAQ）页面以获取更多详细信息。
产品介绍	Trichostatin A (TSA)是一种HDAC抑制剂，IC50为1.8 nM左右，HDAC8是HDAC家族中唯一不受TSA影响的成员。A potent and non-competitive reversible inhibitor of HDAC. Trichostatin A (TSA) is an HDAC inhibitor with IC50 of ~1.8 nM – HDAC8 is the only known member of the HDAC-family that is not affected by TSA. A potent and non-competitive reversible inhibitor of HDAC.

名称和标识符

IUPAC Name	(2E,4E,6R)-7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide
INCHI	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
Canonical SMILES	CC(C=C(C)C=CC(=O)NO)C(=O)C1=CC=C(C=C1)N(C)C
Isomeric SMILES	C[C@H](/C=C(\C)/C=C/C(=O)NO)C(=O)C1=CC=C(C=C1)N(C)C
WGK Germany	3
RTECS	MI5215000
PubChem CID	444732
分子量	302.37
Reaxy-Rn	2391788

数据库链接

DrugBank Ligand	DB04297
PubChem CID	444732
CAS Registry No.	58880-19-6
ChEMBL Ligand	CHEMBL99
Wikipedia	Trichostatin_A
RCSB PDB Ligand	TSN

化学和物理性质

溶解性	Soluble in water (Partly Miscible), ethanol (2 mg/mL), DMSO (20 mg/mL), acetonitrile, DMF (30 mg/mL), and methanol
敏感性	对热敏感
比旋光度	136° (C=0.3,MeOH)
熔点	144 °C(dec.)

安全和危险性（GHS）

象形图	Harmful
信号词	Warning
危险声明	H315: Causes skin irritation H319: Causes serious eye irritation H335: May cause respiratory irritation H302: Harmful if swallowed H317: May cause an allergic skin reaction H312: Harmful in contact with skin H332: Harmful if inhaled H302+H312+H332: Harmful if swallowed, in contact with skin or if inhaled
预防措施声明	P261,P305+P351+P338,P280,P302+P352,P321,P405,P501,P264,P271,P270,P304+P340,P403+P233,P272,P333+P313,P362+P364,P330,P264+P265,P301+P317,P317,P337+P317,P332+P317,P319
WGK Germany	3
RTECS	MI5215000
Reaxy-Rn	2391788
Merck Index	9649
个人防护装备	dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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参考文献

1. Bradner JE, West N, Grachan ML, Greenberg EF, Haggarty SJ, Warnow T, Mazitschek R. (2010) Chemical phylogenetics of histone deacetylases.. Nat Chem Biol, 6 (3): (238-243). [PMID:20139990]
2. Gehring KB et al.. (2016) Involvement of phosphorylated Apis mellifera CREB in gating a honeybee's behavioral response to an external stimulus.. Learn Mem, 23 (5): (195-207). [PMID:27084927]
3. Wang Y et al.. (2019) Dexmedetomidine attenuates the toxicity of ß-amyloid on neurons and astrocytes by increasing BDNF production under the regulation of HDAC2 and HDAC5.. Mol Med Rep, 19 (): (533-540). [PMID:30483749]
4. Hu JX et al.. (2022) Macrophage migration inhibitory factor (MIF) acetylation protects neurons from ischemic injury.. Cell Death Dis, 13 (5): (466). [PMID:35585040]

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