P0046
Pyocyanin
from Pseudomonas aeruginosa, ≥98% (HPLC), solid, redox-active phenazine
Synonym(s):
5-Methyl-1(5H)-phenazinone, Pyocyanine, Sanasin, Sanazin
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About This Item
Empirical Formula (Hill Notation):
C13H10N2O
CAS Number:
Molecular Weight:
210.23
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Pyocyanin, from Pseudomonas aeruginosa, ≥98% (HPLC)
SMILES string
CN1c2ccccc2N=C3C(=O)C=CC=C13
InChI
1S/C13H10N2O/c1-15-10-6-3-2-5-9(10)14-13-11(15)7-4-8-12(13)16/h2-8H,1H3
InChI key
YNCMLFHHXWETLD-UHFFFAOYSA-N
biological source
Pseudomonas aeruginosa
assay
≥98% (HPLC)
form
solid
solubility
DMSO: soluble
acetone: soluble
chloroform: soluble
ethanol: soluble
shipped in
wet ice
storage temp.
−20°C
Quality Level
Application
Pyocyanin has been used as a biomarker to detect Pseudomonas aeruginosa.
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, 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. 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. Pyocyanin has been shown to accelerate neutrophil apoptosis in vitro, resulting in resolution of acute inflammation, which is beneficial for bacteria survival.
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
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Electrochemical sensing of biomarker for diagnostics of bacteria-specific infections
Alatraktchi F, et al.
Nanomedicine (London, England), 11(16), 2185-2195 (2016)
Pseudomonas aeruginosa Can Be Detected in a Polymicrobial Competition Model Using Impedance
Ward AC, et al.
PLoS ONE, 9(3), e91732-e91732 (2014)
Sheila Pourali Dogaheh et al.
Veterinary immunology and immunopathology, 237, 110265-110265 (2021-05-15)
Severe equine asthma is characterized by airway hyperresponsiveness, neutrophilic inflammation and structural alterations of the lower airways. In asthmatic horses with neutrophilic inflammation, there is insensitivity to corticosteroids characterized by the persistence of neutrophils within the airways with therapy. We
Theerthankar Das et al.
Frontiers in microbiology, 8, 2429-2429 (2018-01-10)
Pyocyanin secreted by
Mariola Andrejko et al.
Acta biochimica Polonica, 66(1), 91-100 (2019-03-05)
Thermally induced unfolding and renaturation capability of alkaline proteases (AprA) of three Pseudomonas aeruginosa strains, i.e. ATCC 27853 and two clinical isolates, was examined. Sequence analyses demonstrated a high level of aprA genes identity (99.24-99.8%) in these bacterial strains. The
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