SML2234
1S,3R-RSL 3
≥98% (HPLC), powder, GPx4 inhibitor
동의어(들):
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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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C23H21ClN2O5
CAS 번호:
Molecular Weight:
440.88
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
제품 이름
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
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
Biochem/physiol Actions
Ferroptosis inducer; inhibits glutathione peroxidase 4 (GPX4)
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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
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
Inactivation of the glutathione peroxidase GPx4 by the ferroptosis-inducing molecule RSL3 requires the adaptor protein 14-3-3?
Vuckovic AM, et al.
Febs Letters (2020)
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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