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P0046

Sigma-Aldrich

Pyocyanin

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C13H10N2O
Número de CAS:
85-66-5
Peso molecular:
210.23
Número MDL:
MFCD01794662
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
329819996
NACRES:
NA.77

Nombre del producto

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

origen biológico

Pseudomonas aeruginosa

Nivel de calidad

200

Ensayo

≥98% (HPLC)

Formulario

solid

solubilidad

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

Condiciones de envío

wet ice

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

YNCMLFHHXWETLD-UHFFFAOYSA-N

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Nota de preparación

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.

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H302,H319

Clasificaciones de peligro

Acute Tox. 4 Oral - Eye Irrit. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000298792
0000327313
0000327312
0000231187
0000292640

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Visite la Librería de documentos

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
Fast selective detection of pyocyanin using cyclic voltammetry
Alatraktchi F, et al.
Sensors, 16(3), 408-408 (2016)
Shannan J Ho Sui et al.
International journal of antimicrobial agents, 40(3), 246-251 (2012-07-24)
There has been growing interest in disrupting bacterial virulence mechanisms as a form of infectious disease control through the use of 'anti-infective' drugs. Pseudomonas aeruginosa is an opportunistic pathogen noted for its intrinsic antibiotic resistance that causes serious infections requiring
Theerthankar Das et al.
PloS one, 8(3), e58299-e58299 (2013-03-19)
Pyocyanin is an electrochemically active metabolite produced by the human pathogen Pseudomonas aeruginosa. It is a recognized virulence factor and is involved in a variety of significant biological activities including gene expression, maintaining fitness of bacterial cells and biofilm formation.
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