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A propos de cet article
Formule empirique (notation de Hill) :
C13H10N2O
Numéro CAS:
Poids moléculaire :
210.23
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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Laissez-nous vous aiderNom du produit
Pyocyanin, Ready Made Solution from Pseudomonas aeruginosa, 5 mg/mL in DMSO
SMILES string
CN1c2ccccc2N=C3C(=O)C=CC=C13
InChI key
YNCMLFHHXWETLD-UHFFFAOYSA-N
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
assay
≥98% (HPLC)
form
DMSO solution
concentration
5 mg/mL in DMSO
shipped in
dry ice
storage temp.
−20°C
Quality Level
Catégories apparentées
General description
Pyocyanin is a secondary metabolite, which is produced by Pseudomonas aeruginosa.
Application
Pyocyanin has been used:
- To disable the ability of forkhead box A2 (FOXA2) to regulate goblet cell hyperplasia and metaplasia (GCHM) and mucin expression.
- To activate nuclear factor (erythroid-derived 2)-like 2 (NRF2) through the reactive oxygen species (ROS)-inducible epidermal growth factor receptor (EGFR)-phosphoinositide 3-kinase (PI3K) cellular signal transduction pathway and its downstream effectors.
- To stimulate Pseudomonas aeruginosa PAO1 cell line adhesion and invasion in human lung carcinoma A549 cells via reactive oxygen species (ROS) production.
Biochem/physiol Actions
Pyocyanin, a redox-active phenazine, is an electron receptor, which stimulates redox cycling in bacteria, liver cells, and human epithlial cell lines.
Pyocyanin, a redox-active phenazine, is an electron receptor, which stimulates redox cycling in bacteria, liver cells, and human epithlial cell lines. It enhances oxidative metabolism, which increases the formation of intracellular reactive oxygen species (ROS) via reduction of NADPH. Pyocyanin also increases the release of the neutrophil chemoattractant IL-8 by airway epithelial cells both in vitro and in vivo. This involves signal transduction pathways that include oxidants, protein tyrosin kinases and MAP-kinases. IL-8 secretion by these cells is in synergy with inflammatory cytokines. Pyocyanin accelerates neutrophil apoptosis in vitro. Mice infected with a pyocyanin-deficient strain of P. aeruginosa showed elevated levels of neutrophils and neutrophil chemokines and cytokines, as well as compromised bacterial clearance from the lungs compared with mice infected with a wild type strain. This suggests that pyocyanin production by P. aeruginosa suppresses the acute inflammatory response by pathogen-driven acceleration of neutrophil apoptosis and by reducing local inflammation, and that this is advantageous for bacterial survival.
Classe de stockage
10 - Combustible liquids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
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Pyocyanin-induced mucin production is associated with redox modification of FOXA2
Hao Y, et al.
Respiratory Research, 14(1), 82-82 (2013)
Nuclear protein HMGN2 attenuates pyocyanin-induced oxidative stress via Nrf2 signaling and inhibits Pseudomonas aeruginosa internalization in A549 cells
Liu K, et al.
Free Radical Biology & Medicine, 108(8), 404-417 (2017)
Pseudomonas aeruginosa pyocyanin activates NRF2-ARE-mediated transcriptional response via the ROS-EGFR-PI3K-AKT/MEK-ERK MAP kinase signaling in pulmonary epithelial cells
Xu Y, et al.
PLoS ONE, 8(8), e72528-e72528 (2013)
Brent Cezairliyan et al.
PLoS pathogens, 9(1), e1003101-e1003101 (2013-01-10)
Pathogenic microbes employ a variety of methods to overcome host defenses, including the production and dispersal of molecules that are toxic to their hosts. Pseudomonas aeruginosa, a Gram-negative bacterium, is a pathogen of a diverse variety of hosts including mammals
M V Kuznetsova et al.
Zhurnal mikrobiologii, epidemiologii, i immunobiologii, (6)(6), 17-22 (2013-01-10)
Study the effect of P. aeruginosa exometabolites on planktonic and biofilm cultures of bioluminescent E. coli strain. E. coli K12 TG1 (pF1 lux+ Ap(r)) recombinant bioluminescent strain, P. aeruginosa ATCC 27853 reference strain and 2 nosocomial isolates were used. Pyocyanin
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