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SML2234

Sigma-Aldrich

1S,3R-RSL 3

≥98% (HPLC), powder, GPx4 inhibitor

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:
1219810-16-8
Molecular Weight:
440.88
MDL number:
MFCD30187526
UNSPSC Code:
12352200
NACRES:
NA.77

product name

1S,3R-RSL 3, ≥98% (HPLC)

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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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