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2-AAPA

2-AAPA Structure
2-AAPA structure
CAS No.
1133387-90-2
Chemical Name:
2-AAPA
Synonyms
2-AAPA
CBNumber:
CB54668957
Molecular Formula:
C18H22N4O6S4
Molecular Weight:
518.64
MDL Number:
MOL File:
1133387-90-2.mol
Last updated:2023-04-23 13:52:06
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2-AAPA Properties

storage temp. -20°C
solubility Soluble in DMSO (50 mg/ml)
form solid
color White to off-white
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.

2-AAPA Chemical Properties,Uses,Production

Description

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-1a.5

References

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 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 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 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 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

2-AAPA Preparation Products And Raw materials

Raw materials

Preparation Products

2-AAPA Suppliers

Global( 2)Suppliers
Supplier Tel Email Country ProdList Advantage
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
Supplier Advantage
Sigma-Aldrich 80

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2-AAPA 1133387-90-2