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SML1414

Sigma-Aldrich

Liproxstatin-1

>98% (HPLC), powder, ferroptosis inhibitor

Sinónimos:

N-[(3-Chlorophenyl)methyl]-spiro[piperidine-4,2′(1′H)-quinoxalin]-3′-amine, N-[(3-chlorophenyl)methyl]spiro[4H-quinoxaline-3,4′-piperidine]-2-amine

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About This Item

Fórmula empírica (notación de Hill):
C19H21ClN4
Número de CAS:
950455-15-9
Peso molecular:
340.85
MDL number:
MFCD14948691
UNSPSC Code:
12352200
PubChem Substance ID:
329825860
NACRES:
NA.77

product name

Liproxstatin-1, >98% (HPLC)

Quality Level

100

assay

>98% (HPLC)

form

powder

color

white to light brown

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

SMILES string

ClC1=CC(CNC2=NC3=CC=CC=C3NC24CCNCC4)=CC=C1

InChI

1S/C19H21ClN4/c20-15-5-3-4-14(12-15)13-22-18-19(8-10-21-11-9-19)24-17-7-2-1-6-16(17)23-18/h1-7,12,21,24H,8-11,13H2,(H,22,23)

InChI key

YAFQFNOUYXZVPZ-UHFFFAOYSA-N

Application

Liproxstatin-1 has been used as a cell death inhibitor in the cell viability assay and for the determination of lipid peroxidation.

Biochem/physiol Actions

Liproxstatin-1 is a potent inhibitor of ferroptosis, a non-apoptotic form of cell death characterized by iron-dependent accumulation of lethal lipid reactive oxygen species (ROS). Liproxstatin-1 suppressed ferroptosis in human cells and in an ischaemia/reperfusion-induced tissue injury model in mice. Knockout of glutathione peroxidase 4 (Gpx4) Has been shown to cause cell death by ferroptosis. Liproxstatin-1 was able to suppress ferroptosis in Gpx4 knock-out mice.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Selenium utilization by GPX4 is required to prevent hydroperoxide-induced ferroptosis.
Ingold I, et al.
Cell, 172(3), 409-422 (2018)
Yilong Zou et al.
Nature, 585(7826), 603-608 (2020-09-18)
Ferroptosis-an iron-dependent, non-apoptotic cell death process-is involved in various degenerative diseases and represents a targetable susceptibility in certain cancers1. The ferroptosis-susceptible cell state can either pre-exist in cells that arise from certain lineages or be acquired during cell-state transitions2-5. However
Wen-Hsuan Yang et al.
Molecular cancer research : MCR, 18(1), 79-90 (2019-10-24)
Ovarian cancer is the deadliest gynecologic cancer. Despite recent advances, clinical outcomes remain poor, necessitating novel therapeutic approaches. To investigate metabolic susceptibility, we performed nutrigenetic screens on a panel of clear cell and serous ovarian cancer cells and identified cystine
Alejandra M Martinez et al.
FEBS open bio, 9(4), 582-593 (2019-04-16)
Ferroptosis is a form of regulated cell death that is driven by lethal accumulation of lipid peroxides upon inhibition of glutathione peroxidase 4 (GPx4). Deletion of the Gpx4 gene in mice revealed that neurons are sensitive to ferroptosis in vivo. However
Masahiro Yoshida et al.
Nature communications, 10(1), 3145-3145 (2019-07-19)
Ferroptosis is a necrotic form of regulated cell death (RCD) mediated by phospholipid peroxidation in association with free iron-mediated Fenton reactions. Disrupted iron homeostasis resulting in excessive oxidative stress has been implicated in the pathogenesis of chronic obstructive pulmonary disease
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