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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
MDL number:
MFCD01794662
UNSPSC Code:
12352200
PubChem Substance ID:
329819996
NACRES:
NA.77

Nombre del producto

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

biological source

Pseudomonas aeruginosa

Quality Level

200

assay

≥98% (HPLC)

form

solid

solubility

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

shipped in

wet ice

storage temp.

−20°C

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

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 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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000298792
0000327312
0000327313
0000231187
0000292640

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Fast selective detection of pyocyanin using cyclic voltammetry
Alatraktchi F, et al.
Sensors, 16(3), 408-408 (2016)
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
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
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
Ryan McKay et al.
Biotechnology and bioengineering, 114(12), 2883-2895 (2017-07-30)
Probiotics, whether taken as capsules or consumed in foods, have been regarded as safe for human use by regulatory agencies. Being living cells, they serve as "tunable" factories for the synthesis of a vast array of beneficial molecules. The idea
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