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Pyocyanin

Catalog No. P0046 Name Sigma Aldrich
CAS Number 85-66-5 Website http://www.sigmaaldrich.com
M. F. C13H10N2O Telephone 1-800-521-8956
M. W. 210.2313 Fax
Purity ≥98% (HPLC) Email
Storage Chembase ID: 129186

SYNONYMS

IUPAC name
5-methyl-1,5-dihydrophenazin-1-one
IUPAC Traditional name
pyocyanine
Synonyms
Pyocyanine
5-Methyl-1(5H)-phenazinone
Sanazin
Sanasin

DATABASE IDS

CAS Number 85-66-5
MDL Number MFCD01794662

PROPERTIES

Biological Source from Pseudomonas aeruginosa
Empirical Formula (Hill Notation) C13H10N2O
Purity ≥98% (HPLC)
Shipped in wet ice
Apperance solid
Solubility DMSO: soluble
Solubility acetone: soluble
Solubility chloroform: soluble
Solubility ethanol: soluble
GHS Pictograms GHS05
GHS Pictograms GHS07
GHS Signal Word Danger
GHS Hazard statements H302-H318
European Hazard Symbols Harmful Harmful (Xn)
MSDS Link Download
GHS Precautionary statements P280-P305 + P351 + P338
Risk Statements 22-41
Safety Statements 26-39
Storage Temperature -20°C
German water hazard class 1

DETAILS

Description (English)
Preparation Note
For the preparation of an aqueous solution, dissolve pyocyanin in ethanol using 10% of the final required volume and then add distilled water to complete the volume.
Biochem/physiol Actions
Pyocyanin, a blue-green pigment belonging to phenazine pigments, is a redox-active phenazine. Pyocyanin is an electron receptor, which stimulates redox cycling in bacteria, liver cells, and human epithlial cell lines. Pyocyanin enhances the oxidative metabolism, which in turn increases the formation of intracellular reactive oxygen species (ROS) via reduction of NADPH.1,2,3 Pyocyanin also increases the release of IL-8 by airway epithelial cells both in vitro and in vivo. This involves signal transduction pathways that include oxidants, protein tyrosine kinases, and MAP kinases. IL-8 secretion by these cells is in synergy with inflammatory cytokines.1,3,4 Pyocyanin has been shown to accelerate neutrophil apoptosis in vitro, resulting in resolution of acute inflammation, which is beneficial for bacteria survival.5
Description (简体中文)
Preparation Note
For the preparation of an aqueous solution, dissolve pyocyanin in ethanol using 10% of the final required volume and then add distilled water to complete the volume.
Biochem/physiol Actions
Pyocyanin, a blue-green pigment belonging to phenazine pigments, is a redox-active phenazine. Pyocyanin is an electron receptor, which stimulates redox cycling in bacteria, liver cells, and human epithlial cell lines. Pyocyanin enhances the oxidative metabolism, which in turn increases the formation of intracellular reactive oxygen species (ROS) via reduction of NADPH.1,2,3 Pyocyanin also increases the release of IL-8 by airway epithelial cells both in vitro and in vivo. This involves signal transduction pathways that include oxidants, protein tyrosine kinases, and MAP kinases. IL-8 secretion by these cells is in synergy with inflammatory cytokines.1,3,4 Pyocyanin has been shown to accelerate neutrophil apoptosis in vitro, resulting in resolution of acute inflammation, which is beneficial for bacteria survival.5

REFERENCES