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Merck

SML2234

Sigma-Aldrich

1S,3R-RSL 3

≥98% (HPLC), powder, GPx4 inhibitor

别名:

RAS-选择性致死, RSL3, (1S,3R)-2-(2-氯乙酰基)-2,3,4,9-四氢-1- [4-(甲氧基羰基)苯基] -1H-吡啶并[3,4-b]吲哚-3-羧酸 酸甲酯

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About This Item

经验公式(希尔记法):
C23H21ClN2O5
分子量:
440.88
MDL號碼:
分類程式碼代碼:
12352200
NACRES:
NA.77

产品名称

1S,3R-RSL 3, ≥98% (HPLC)

化驗

≥98% (HPLC)

形狀

powder

光學活性

[α]/D 9.0 to 15.0°, c = 0.5 in methanol

顏色

white to beige

溶解度

DMSO: 2 mg/mL, clear

儲存溫度

−20°C

SMILES 字串

ClCC(=O)N1[C@H](Cc2c3c([nH]c2[C@@H]1c4ccc(cc4)C(=O)OC)cccc3)C(=O)OC

InChI 密鑰

TXJZRSRTYPUYRW-NQIIRXRSSA-N

一般說明

Ras-选择性致死小分子3( (RSL3) )通过抑制谷胱甘肽过氧化物酶4(GPx4)活性,诱导铁死亡。.RSL3 不仅激活铁死亡,并且通过与GPX4的相互作用,阻止哺乳动物雷帕霉素靶蛋白(mTOR)信号传导途径的活化。在甲状腺癌细胞系中,RSL3 降低细胞活力, 抑制球体形成,干扰体外细胞迁移。

應用

1S,3R-RSL 3已用于:
  • 研究其作为谷胱甘肽过氧化物酶4(GPX4)抑制剂,对脑室下区多形性胶质母细胞瘤(GBM)细胞死亡的影响
  • 研究其作为GPX4抑制剂和铁死亡诱导剂对小鼠心肌细胞死亡和心功能衰竭的影响
  • 在细胞活力检测中作为HT-1080细胞铁死亡诱导剂

生化/生理作用

细胞铁死亡诱导剂;抑制谷胱甘肽过氧化物酶 4(GPX4)

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Wan Seok Yang et al.
Chemistry & biology, 15(3), 234-245 (2008-03-22)
We screened small molecules to identify two compounds, which we named RSL3 and RSL5, that have increased lethality in the presence of oncogenic RAS. Counter screening with biologically active compounds defined aspects of the mechanism of action for RSL3 and
Nery Jara et al.
Journal of cellular physiology, 236(8), 5801-5817 (2021-01-13)
Glioblastoma multiforme (GBM) is the most common and aggressive brain tumor with a median survival of 14.6 months. GBM is highly resistant to radio- and chemotherapy, and remains without a cure; hence, new treatment strategies are constantly sought. Vitamin C
Ryosuke Shintoku et al.
Cancer science, 108(11), 2187-2194 (2017-08-25)
In cancer cells the small compounds erastin and RSL3 promote a novel type of cell death called ferroptosis, which requires iron-dependent accumulation of lipid reactive oxygen species. Here we assessed the contribution of lipid peroxidation activity of lipoxygenases (LOX) to
Jasmin Dächert et al.
Oncotarget, 7(39), 63779-63792 (2016-09-03)
Redox mechanisms play an important role in the control of various signaling pathways. Here, we report that Second mitochondrial activator of caspases (Smac) mimetic-induced cell death is regulated by redox signaling. We show that RSL3, a glutathione (GSH) peroxidase (GPX)
Hao Zheng et al.
Redox biology, 48, 102175-102175 (2021-11-05)
Ferroptosis is a form of regulated cell necrosis, as a consequence of Fe(II)-dependent lipid peroxidation. Although ferroptosis has been linked to cancer cell death, neurodegeneration and reperfusion injury, physiological roles of ferroptosis have not been elucidated to date mostly due

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