Synonym: R,R′-2-Acetylamino-3-[4-(2-acetylamino-2-carboxyethylsulfanylthiocarbonylamino)phenylthiocarbamoylsulfanyl]propionic acid hydrate; S, S′-[1,4-Phenylenebis(iminocarbonothioyl)]bis[N-acetyl-L-Cysteine] hydrate
Empirical Formula (Hill Notation): C18H22N4O6S4
Molecular Weight: 518.65
Linear Formula: C18H22N4O6S4
Product Type: Chemical
assay |
≥95% (HPLC) |
form |
powder |
Quality Level |
100 |
solubility |
DMSO: 10 mg/mL, clear |
storage temp. |
2-8°C |
Biochem/physiol Actions: |
Abnormal thiol redox state (TRS) is involved in the pathogenesis of a variety of diseases, such as chronic heart disease and atherosclerosis, rheumatoid arthritis , AIDS , Parkinson disease, Alzheimer disease, etc. Thus there is a need for tools capable of regulating TRS. Glutathione reductase (GR) is a critical enzyme in the homeostasis of TRS. Thus selective GR inhibitor would be a valuable research tool in studying TRS-related processes. Carmustine (#C0400) an anticancer drug is commonly used as GR inhibitor (IC50~470 microM). 2-AAPA is novel, potent cell-penetrable GR inhibitor. The compound is quite selective. But small reduction of activity for GP and GST was observed at 0.1mM concentration of 2-AAPT. |
Biochem/physiol Actions: |
Glutathione reductase (GR) is a critical enzyme in the homeostasis of cellular thiol redox state. 2-AAPA is potent, selective, cell-permeable GR inhibitor, a valuable research tool in studying processes related to thiol redox state. For example, it was used in a study of the relationship between thiol redox state and overall redox state. In addition to the expected decrease in GSH and increase in GSSG, 2-AAPA increased the ratios of NAD(P)H/NAD(P)+. Significant protein glutathionylation was also observed. |
General description: |
2-Acetylamino-3-[4-(2-acetylamino-2-carboxy-ethylsulfanylthiocarbonylamino)phenylthiocarbamoylsulfanyl]propionic acid (2-AAPA) can block reductase systems, thereby modulating peroxiredoxin oxidation and mitochondrial function in A172 glioblastoma cells. |
Packaging: |
5, 25 mg in glass bottle |
RIDADR |
NONH for all modes of transport |
WGK Germany |
nwg |
Flash Point(F) |
Not applicable |
Flash Point(C) |
Not applicable |
Purity |
≥95% (HPLC) |
Storage Temp. |
2-8°C |
UNSPSC |
12352200 |