2-AAPA | Glutathione/thioredoxin reductase inhibitor

CAS:
1133387-90-2
Catalog Number:
10-3238
Activity:
Glutathione/thioredoxin reductase inhibitor
Chemical Names:
R,R′-2-Acetylamino-3-[4-(2-acetylamino-2-carboxyethylsulfanylthiocarbonylamino)-phenylthiocarbamoylsulfanyl]propionic acid, hydrate
Molecular Weight:
518.65
Molecular Formula:
C18H22N4O6S4
Solubility:
Soluble in DMSO (50 mg/ml)
Physical Properties:
White to off-white solid
Purity:
95% HPLC
NMR (Conforms)
Storage Temperature:
-20°C
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month1.
Shipping Code:
RT

Available Options

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5 mg$60.00
25 mg$240.00
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2-AAPA (1133387-90-2) inhibits glutathione reductase and thioredoxin reductase, IC50s=6.7 and 8.7 µM respectively, and impairs mitochondrial function.1 May be used to induce a cellular model of thiol oxidative stress.2  Enhances sensitivity of cancer cell lines to X-ray irradiation.3 Induces G2/M cell cycle arrest by inducing thiol oxidative stress resulting in a-tubulin S-glutathionylation-mediated microtubule depolymerization.4 Improves limb revascularization by glutathionylation and subsequent stabilization of HIF-1α.5

References:

  1. de Souza et al. (2017), Inhibition of reductase systems by 2-AAPA modulates peroxiredoxin oxidation and mitochondrial function in A172 glioblastoma cells; Toxicol. In Vitro, 42 273
  2. Xie et al. (2014), Evaluation of a dithiocarbamate derivative as a model of thiol oxidative stress in H9c2 rat cardiomyocytes; Free Radic. Biol. Med. 70 214
  3. Zhao et al. (2009), Increase in thiol oxidative stress by glutathione reductase inhibition as a novel approach to enhance cancer sensitivity to X-ray irradiation; Free Radic. Biol. Med., 47 176
  4. Li et al. (2017), 2-acetylamino-3-[4-(2-acetylamino-2-carboxyethylsulfanylcarbonylamino)phenylcarbamoylsulfanyl] propionic acid, a glutathione reductase inhibitor, induces G2/M cell cycles arrest through generation of thiol oxidative stress in human esophageal cancer cells; Oncotarget, 8 61846
  5. Watanabe et al. (2016), Glutathione adducts induced by ischemia and deletion of glutatedoxin-1 stabilize HIF-1α and improve limb revascularization; Proc. Natl. Acad. Sci. USA, 113 6011

 

CAS:
1133387-90-2
Catalog Number:
10-3238
Activity:
Glutathione/thioredoxin reductase inhibitor
Chemical Names:
R,R′-2-Acetylamino-3-[4-(2-acetylamino-2-carboxyethylsulfanylthiocarbonylamino)-phenylthiocarbamoylsulfanyl]propionic acid, hydrate
Molecular Weight:
518.65
Molecular Formula:
C18H22N4O6S4
Solubility:
Soluble in DMSO (50 mg/ml)
Physical Properties:
White to off-white solid
Purity:
95% HPLC
NMR (Conforms)
Storage Temperature:
-20°C
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month1.
Shipping Code:
RT

Safety Data Sheet:

N/A

Product Data Sheet:

Materials provided by Focus Biomolecules are for laboratory research use only and are not intended for human or veterinary applications. Please note that we do not sell to individuals and that all orders placed by non-research organizations will incur a $20 restocking/refund fee

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