SML2234
1S,3R-RSL 3
≥98% (HPLC)
Synonym(s):
RAS-selective lethal, RSL3, (1S, 3R)-2-(2-Chloroacetyl)-2,3,4,9-tetrahydro-1-[4-(methoxycarbonyl)phenyl]-1H-pyrido[3,4-b]indole-3-carboxylic acid methyl ester
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About This Item
Empirical Formula (Hill Notation):
C23H21ClN2O5
CAS Number:
Molecular Weight:
440.88
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Recommended Products
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
−20°C
General description
Ras-selective lethal small molecule 3 (RSL3) induces ferroptosis by inhibiting the activity of glutathione peroxidase 4 (GPx4). RSL3 not only activates ferroptosis but also blocks the activation of the mammalian target of rapamycin (mTOR) signaling pathway through interactions with GPX4. In thyroid cancer cell lines, RSL3 decreases cell viability, inhibits spheroid formation, and disrupts cell migration in vitro.
Application
1S,3R-RSL 3 has been used:
- as a glutathione peroxidase 4 (GPX4) inhibitor to study its effects on cell death in subventricular glioblastoma multiforme (GBM) lines
- GPX4 inhibitor and ferroptosis inducer to study its effects on cardiomyocyte death and heart failure in mice
- as a ferroptosis inducer in HT-1080 cellsin cell viability assay
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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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
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)
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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