Pyocyanine

Pyocyanine[1]
IUPAC name

5-Methylphenazin-1-one
Other names

Pyocyanin; Pyrocyanine; 5-Methyl-1(5H)-phenazinone; Sanasin; Sanazin
Identifiers
CAS number 85-66-5 Y
PubChem 6817
Jmol-3D images Image 1
Properties
Molecular formula C13H10N2O
Molar mass 210.23 g mol−1
Appearance Solid
 Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Pyocyanine (or pyocyanin) is an antibiotic pigment produced by the Gram negative bacterium Pseudomonas aeruginosa. It is a redox-active virulence factor which allows P. aeruginosa to kill cells, disrupts cilia actions, inhibit lymphocyte proliferation, and alter phagocytic function. Due to its redox-active properties, pyocyanin generates reactive oxygen species that induce oxidative stress in bacterial[2] and mammalian cells.[3]

References

  1. ^ Pyocyanin at Sigma-Aldrich
  2. ^ Hassan HM, Fridovich I (1980). "Mechanism of the antibiotic effect of pyocyanine". J Bacteriol 141 (1): 156–163. PMC 293551. PMID 6243619. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=293551. 
  3. ^ Muller M. (2002). "Pyocyanin induces oxidative stress in human endothelial cells and modulates the glutathione redox cycle". Free Radic Biol Med 33 (11): 1527–1533. doi:10.1016/S0891-5849(02)01087-0. PMID 12446210.