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Pyocyanin

Cayman Chemical Item Number 10009594

Pyocyanine; Sanazin; Sanasin (CAS 85-66-5)

Pyocyanin (CAS 85-66-5)

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Description

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 Immunol 174 3643-3649 (2005).

2 Muller, M. Premature cellular senescence induced by pyocyanin, a redox-active Pseudomonas aeruginosa toxin. Free Radic Biol Med 41 1670-1677 (2006).

3 Muller, M. Pyocyanin induces oxidative stress in human endothelial cells and modulates the glutathione redox cycle. Free Radic Biol Med 33(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 Med 41 1670-1677 (2006).

Muller, M. Pyocyanin induces oxidative stress in human endothelial cells and modulates the glutathione redox cycle. Free Radic Biol Med 33(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 Immunol 174 3643-3649 (2005).

Pyocyanin is available in the following screening library:

Size Price Quantity Subtotal
5 mg $45.00 $0.00
10 mg $86.00 $0.00
50 mg $360.00 $0.00
100 mg $630.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-25. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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