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(Z)-4-Hydroxytamoxifen

Cat. No. 3412 5 篇引用文献 1 条评论 提交评论 说明书 / 分析证书（CoA） / 化学品安全技术说明书（SDS）
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说明： Metabolite of tamoxifen (Cat. No. 0999)
别名： 4-OH-TAM
化学名： 4-[(1Z)-1-[4-[2-(Dimethylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]phenol
纯度： ≥98% (HPLC)
说明书
引用文献 (5)
评论 (1)
通路 (1)
生物活性 技术数据 溶解性 计算器 说明书 参考文献

生物活性 for (Z)-4-Hydroxytamoxifen

(Z)-4-Hydroxytamoxifen is an estrogen receptor antagonist (IC50 = 27 μM). (Z)-4-Hydroxytamoxifen is a Tamoxifen (Cat. No. 0999) metabolite; that exhibits greater potency than the parent compound. (Z)-4-Hydroxytamoxifen also activates intein-linked inactive Cas9, reducing off-target CRISPR-mediated gene editing; system has ~25-fold higher specificity than wtCas9. (Z)-4-Hydroxytamoxifen binds to voltage-gated sodium channels, near the intracellular gate and inhibits the sodium current by delaying channel recovery from the inactivated state (IC50 values are 297 nM and 2.1 µM for NavM and human Nav, respectively in HEK cells); this inhibition is independent of estrogen receptor modulation. Chemotherapeutic agent.

技术数据 for (Z)-4-Hydroxytamoxifen

分子量 387.51
公式 C26H29NO2
储存 Store at +4°C
纯度 ≥98% (HPLC)
CAS Number 68047-06-3
PubChem ID 449459
InChI Key TXUZVZSFRXZGTL-QPLCGJKRSA-N
Smiles CC\C(C3=CC=CC=C3)=C(C2=CC=C(OCCN(C)C)C=C2)/C1=CC=C(O)C=C1

上方提供的技术数据仅供参考。批次相关数据请参见分析证书。

Tocris products are intended for laboratory research use only, unless stated otherwise.

溶解性数据 for (Z)-4-Hydroxytamoxifen

溶剂 最高浓度 mg/mL 最高浓度 mM
溶解性
DMSO 38.75 100
ethanol 7.75 20

制备储备液 for (Z)-4-Hydroxytamoxifen

以下数据基于产品分子量 387.51。 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

选择批次从而根据批次分子量重新计算:
浓度/溶剂体积/质量 1 mg 5 mg 10 mg
1 mM 2.58 mL 12.9 mL 25.81 mL
5 mM 0.52 mL 2.58 mL 5.16 mL
10 mM 0.26 mL 1.29 mL 2.58 mL
50 mM 0.05 mL 0.26 mL 0.52 mL

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产品说明书 for (Z)-4-Hydroxytamoxifen

分析证书/产品说明书
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化学品安全技术说明书

参考文献 for (Z)-4-Hydroxytamoxifen

参考文献是支持产品生物活性的出版物。

Jordan et al (1977) A monohydroxylated metabolite of tamox. with potent antioestrogenic activity. J.Endocrinology 75 305 PMID: 591813

Desta et al (2004) Comprehensive evaluation of tamox. sequential biotransformation by the human cytochrome P450 system in vitro: Prominent roles for CYP3A and CYP2D6. J.Pharm.Exp.Ther. 310 1062 PMID: 15159443

Yu and Forman (2003) Simple and efficient production of (Z)-4-hydroxytamoxifen, a potent estrogen receptor modulator. J.Org.Chem. 68 9489 PMID: 14629178

Davis et al (2015) Small molecule-triggered Cas9 protein with improved genome-editing specificity. Nat.Chem.Biol. 11 316 PMID: 25848930

Seeger et al (2004) Inhibition of human breast cancer cell proliferation with estradiol metabolites is as effective as with tamoxifen. Horm.Metab.Res. 36 277 PMID: 15156405

Sula et al (2021) A tamoxifen receptor within a voltage-gated sodium channel. Mol.Cell. 81 1160 PMID: 33503406

If you know of a relevant reference for (Z)-4-Hydroxytamoxifen, please let us know.

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关键词: (Z)-4-Hydroxytamoxifen, (Z)-4-Hydroxytamoxifen supplier, estrogen, receptors, antagonists, ER, 4-hydroxy-TAM, antiestrogens, antioestrogens, SERM, selective, modulators, CRISPR, Cas9-intein, 4-OH-TAM, Estrogen, and, Related, Receptors, Reagents, 3412, Tocris Bioscience

5 篇 (Z)-4-Hydroxytamoxifen 的引用文献

引用文献是使用了 Tocris 产品的出版物。 (Z)-4-Hydroxytamoxifen 的部分引用包括：

Ito et al (2017) PTK6 regulates growth and survival of endocrine therapy-resistant ER+ breast cancer cells. NPJ Breast Cancer 3 45 PMID: 29167821

Lee et al (2017) MTA1 is a novel regulator of autophagy that induces TAX resistance in breast cancer cells. Autophagy 14 812 PMID: 29130361

Candelaria et al (2015) Alcohol Regulates Genes that Are Associated with Response to Endocrine Therapy and Attenuates the Actions of tamox. in Breast Cancer Cells. PLoS One 10 e0145061 PMID: 26661278

Zhang et al (2019) The BAF and PRC2 Complex Subunits Dpf2 and Eed Antagonistically Converge on Tbx3 to Control ESC Differentiation. Cell Stem Cell 24 138 PMID: 30609396

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(Z)-4-Hydroxytamoxifen 的评论

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4-hydroxytamoxifen for TRAPing cells.
By Anonymous on 05/23/2019
分析类型： In Vivo
种属： Mouse

used for tamoxifen TRAPing using ERT-cre mice. given 3hrs post behavior. single dose was sufficient for recombination

.5mg/ml dissolved in 1% tween 80 and 2.5% DMSO, injected 5mg/kg i.p.

review image

Pathways for (Z)-4-Hydroxytamoxifen

Estrogen Signaling Pathway

Estrogen Signaling Pathway

Estrogen is a steroid hormone that is responsible for the regulation of growth, differentiation and function of the reproductive system. Estrogen signaling is often dysregulated in breast cancer and osteoporosis.