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P0046

Sigma-Aldrich

Pyocyanin

from Pseudomonas aeruginosa, ≥98% (HPLC), solid, redox-active phenazine

Synonyme(s) :

5-Methyl-1(5H)-phenazinone, Pyocyanine, Sanasin, Sanazin

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About This Item

Formule empirique (notation de Hill):
C13H10N2O
Numéro CAS:
85-66-5
Poids moléculaire :
210.23
Numéro MDL:
MFCD01794662
Code UNSPSC :
12352200
ID de substance PubChem :
329819996
Nomenclature NACRES :
NA.77

product name

Pyocyanin, from Pseudomonas aeruginosa, ≥98% (HPLC)

Source biologique

Pseudomonas aeruginosa

Niveau de qualité

200

Pureté

≥98% (HPLC)

Forme

solid

Solubilité

DMSO: soluble
acetone: soluble
chloroform: soluble
ethanol: soluble

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

YNCMLFHHXWETLD-UHFFFAOYSA-N

Application

Pyocyanin has been used as a biomarker to detect Pseudomonas aeruginosa.

Actions biochimiques/physiologiques

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.

Notes préparatoires

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H319

Classification des risques

Acute Tox. 4 Oral - Eye Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Fast selective detection of pyocyanin using cyclic voltammetry
Alatraktchi F, et al.
Sensors, 16(3), 408-408 (2016)
Electrochemical sensing of biomarker for diagnostics of bacteria-specific infections
Alatraktchi F, et al.
Nanomedicine (London, England), 11(16), 2185-2195 (2016)
Mout De Vrieze et al.
Frontiers in microbiology, 11, 857-857 (2020-05-20)
For plants, the advantages of associating with beneficial bacteria include plant growth promotion, reduction of abiotic and biotic stresses and enhanced protection against various pests and diseases. Beneficial bacteria rightly equipped for successful plant colonization and showing antagonistic activity toward
Yangmei Li et al.
Microbial biotechnology, 13(4), 1132-1144 (2020-04-05)
Pf prophages are ssDNA filamentous prophages that are prevalent among various Pseudomonas aeruginosa strains. The genomes of Pf prophages contain not only core genes encoding functions involved in phage replication, structure and assembly but also accessory genes. By studying the
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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