SML2234
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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选择尺寸
关于此项目
经验公式（希尔记法）:
C23H21ClN2O5
化学文摘社编号:
分子量:
440.88
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
产品名称
1S,3R-RSL 3, ≥98% (HPLC)
SMILES string
ClCC(=O)N1[C@H](Cc2c3c([nH]c2[C@@H]1c4ccc(cc4)C(=O)OC)cccc3)C(=O)OC
InChI key
TXJZRSRTYPUYRW-NQIIRXRSSA-N
assay
≥98% (HPLC)
form
powder
optical activity
[α]/D 9.0 to 15.0°, c = 0.5 in methanol
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
−20°C
Application
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
Biochem/physiol Actions
细胞铁死亡诱导剂；抑制谷胱甘肽过氧化物酶 4（GPX4）
General description
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。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
RSL3 and Erastin differentially regulate redox signaling to promote Smac mimetic-induced cell death.
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)
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
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
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
Glutathione peroxidase 4 inhibition induces ferroptosis and mTOR pathway suppression in thyroid cancer
Sekhar K R, et al.
Scientific reports (2022)
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