Pseudomonas aeruginosa (P. aeruginosa) is a common pathogen affecting immunocompromised patients with acute diseases such as pneumonia and vasculitis or chronic diseases such as cystic fibrosis. It produces several phenazine toxic metabolites, the most predominant of which is a blue pigment, pyocyanin. Pyocyanin has been shown to accelerate neutrophil apoptosis in vitro, resulting in resolution of acute inflammation, which is beneficial for bacterial survival. It also induces a 10-fold acceleration of neutrophil apoptosis in vitro.1 Pyocyanin production results in reduced bacterial clearance from the lungs of immunocompromised patients. It has also been reported to induce apoptosis in human lung epithelial cells and to induce premature cellular senescence in mammalian cells.2 Pyocyanin undergoes nonenzymatic reduction by NADPH,3 which produces hydrogen peroxide and depletes intracellular glutathione levels, causing oxidative stress in susceptible cells.
1
Allen, L., Dockrell, D.H., Pattery, T., et al. Pyocyanin production by Pseudomonas aeruginosa induces neutrophil apoptosis and impairs neutrophil-mediated host defenses in vivo. J Immunol1743643-3649(2005).
2
Muller, M. Premature cellular senescence induced by pyocyanin, a redox-active Pseudomonas aeruginosa toxin. Free Radic Biol Med411670-1677(2006).
3
Muller, M. Pyocyanin induces oxidative stress in human endothelial cells and modulates the glutathione redox cycle. Free Radic Biol Med33(11)1527-1533(2002).
Synonyms
Pyocyanine
Sanazin
Sanasin
Formal Name
5-methyl-1(5H)-phenazinone
CAS Number
85-66-5
Molecular Formula
C13H10N2O
Formula Weight
210.2
Formulation
A crystalline solid
Purity
>98%
λmax
238, 322, 720 nm
Stability
2 years
Storage
-20°C
Shipping
Room temperature
in continental US; may vary elsewhere
SMILES
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Cn1c2ccccc2nc2c(=O)cccc12
Background Reading
Muller, M. Premature cellular senescence induced by pyocyanin, a redox-active Pseudomonas aeruginosa toxin. Free Radic Biol Med411670-1677(2006).
Muller, M. Pyocyanin induces oxidative stress in human endothelial cells and modulates the glutathione redox cycle. Free Radic Biol Med33(11)1527-1533(2002).
Allen, L., Dockrell, D.H., Pattery, T., et al. Pyocyanin production by Pseudomonas aeruginosa induces neutrophil apoptosis and impairs neutrophil-mediated host defenses in vivo. J Immunol1743643-3649(2005).
Pyocyanin is available in the following screening
library: