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Piperlongumine | Glutathione sponge / Increases ROS levels

CAS:
20069-09-4
Catalog Number:
10-2377
Activity:
Glutathione sponge / Increases ROS levels
Chemical Name:
(E)-1-(3-(3,4,5-trimethoxyphenyl)acryloyl)-5,6-dihydropyridin-2(1H)-one
Molecular Weight:
317.34
Molecular Formula:
C17H19NO5
Solubility:
Soluble in DMSO (up to 25 mg/ml).
Physical Properties:
Cream-colored solid
Purity:
98% by TLC
NMR (Conforms)
Storage Temperature:
RT
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
Shipping Code:
RT

Piperlongumine (20069-09-4) elevates cellular levels of reactive oxygen species selectively in cancer cell lines.1 Irreversible glutathionylation leading to depletion of cellular glutathione is associated with its cellular toxicity.2 Piperlongumine does not appear to have any effect on normal cells. Displays anti-tumor effects in a mouse xenograft tumor model as well as in spontaneously formed malignant breast tumors in mice.1 Elevation of ROS levels in response to piperlongumine may be due to inhibition of ubiquitin-proteasome system at a pre-proteasomal step.3

References/Citations:

1) Raj et al. (2011), Selective killing of cancer cells by a small molecule targeting the stress response to ROS; Nature, 475 7355
2) Adams et al. (2012), Synthesis, cellular evaluation, and mechanism of action of piperlongumine analogs; Proc. Natl. Acad. Sci. USA, 109 15115
3) Jarvius et al. (2013), Piperlongumine induces inhibition of the ubiquitin-proteasome system in cancer cells; Biochem. Biophys. Res. Commun. 431 117

Piperlongumine | Glutathione sponge / Increases ROS levels is also available in the Cellular Metabolism Library.
CAS:
20069-09-4
Catalog Number:
10-2377
Activity:
Glutathione sponge / Increases ROS levels
Chemical Name:
(E)-1-(3-(3,4,5-trimethoxyphenyl)acryloyl)-5,6-dihydropyridin-2(1H)-one
Molecular Weight:
317.34
Molecular Formula:
C17H19NO5
Solubility:
Soluble in DMSO (up to 25 mg/ml).
Physical Properties:
Cream-colored solid
Purity:
98% by TLC
NMR (Conforms)
Storage Temperature:
RT
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
Shipping Code:
RT

Safety Data Sheet:

N/A

Product Data Sheet:

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