SML2234
1S,3R-RSL 3
≥98% (HPLC), powder, GPx4 inhibitor
Sinonimo/i:
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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Informazioni su questo articolo
Formula empirica (notazione di Hill):
C23H21ClN2O5
Numero CAS:
Peso molecolare:
440.88
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
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Permettici di aiutartiNome del prodotto
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
Categorie correlate
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[1]
- GPX4 inhibitor and ferroptosis inducer to study its effects on cardiomyocyte death and heart failure in mice[2]
- as a ferroptosis inducer in HT-1080 cellsin cell viability assay[3]
Biochem/physiol Actions
Ferroptosis inducer; inhibits glutathione peroxidase 4 (GPX4)
General description
Ras-selective lethal small molecule 3 (RSL3) induces ferroptosis by inhibiting the activity of glutathione peroxidase 4 (GPx4)[4]. 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.[5]
Classe di stoccaggio
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.
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)
Glutathione peroxidase 4 inhibition induces ferroptosis and mTOR pathway suppression in thyroid cancer
Sekhar K R, et al.
Scientific reports (2022)
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
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
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