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Pyocyanine

Product Name
Pyocyanine
CAS No.
85-66-5
Chemical Name
Pyocyanine
Synonyms
Sanazin;Sanasin;pyocyanin;Pyocyanine;Cyanomycin;5-methylphenazin-1-one;5-Methyl-1(5H)-phenazinone;5-methylphenazin-1(5H)-one;Pyocyanin (Technical Grade);1(5H)-Phenazinone, 5-methyl-
CBNumber
CB01338744
Molecular Formula
C13H10N2O
Formula Weight
210.23
MOL File
85-66-5.mol
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Pyocyanine Property

Melting point:
133°
Boiling point:
349.76°C (rough estimate)
Density 
1.1427 (rough estimate)
refractive index 
1.5300 (estimate)
storage temp. 
-20°C
solubility 
DMSO: soluble
form 
solid
pka
2.42±0.20(Predicted)
color 
Dark blue
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 week.
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Safety

Hazard Codes 
Xn
Risk Statements 
22-41
Safety Statements 
26-39
WGK Germany 
1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
R9532
Product name
Pyocyanin, Ready Made Solution from Pseudomonas aeruginosa
Purity
5?mg/mL in DMSO
Packaging
500μl
Price
$119
Updated
2024/03/01
Sigma-Aldrich
Product number
P0046
Product name
Pyocyanin
Purity
from
Packaging
5mg
Price
$120
Updated
2024/03/01
Sigma-Aldrich
Product number
P0046
Product name
Pyocyanin
Purity
from
Packaging
25mg
Price
$608
Updated
2024/03/01
Cayman Chemical
Product number
10009594
Product name
Pyocyanin
Purity
≥98%
Packaging
5mg
Price
$58
Updated
2024/03/01
Cayman Chemical
Product number
10009594
Product name
Pyocyanin
Purity
≥98%
Packaging
10mg
Price
$110
Updated
2024/03/01
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Pyocyanine Chemical Properties,Usage,Production

Description

Pyocyanine (85-66-5), a redox-active phenazine produced by?P. aeruginosa?and other pathogens, is an electron receptor, which stimulates redox cycling in bacteria as well as in a variety of human cell lines. It enhances oxidative metabolism, which increases the formation of intracellular reactive oxygen species (ROS) via reduction of NADPH. Pyocyanine accelerates neutrophil apoptosis?in vitro. Pyocyanine production by?P. aeruginosa?suppresses the acute inflammatory response by pathogen-driven acceleration of neutrophil apoptosis and associated reduction of local inflammation.

Uses

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.

Uses

Pyocyanin is an antibiotic accelerator of neutrophil apoptosis.

General Description

Pyocyanin is a secondary metabolite, which is produced by 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.

Enzyme inhibitor

This natural pigment (FW = 210.24 g/mol), which has an antifungal activity, is a secretory agent produced by Pseudomonas aeruginosa (formerly P. pyocyanea and Bacillus pyocyaneus). It is a blue solid that is soluble in chloroform and pyridine generates reactive oxygen species, such as superoxide and hydrogen peroxide. Pyocyanine is slightly soluble in cold water and the aqueous blue solution can be decolorized under alkaline conditions upon the addition of glucose or sodium hydrosulfite. Target(s): catalase; cytochrome P450 leukotriene B4 w-oxidation; and diamine oxidase.

Purification Methods

It crystallises from H2O as dark blue needles. The picrate has m 190o (dec). [Beilstein 23 H 395, 23 I 59, 23 II 234, 23/8 V 395.]

References

1) Rada and Leto (2013),?Pyocyanin effects on respiratory epithelium: relevance in Pseudomonas Aeruginosa airway infections; Trends Microbiol.,?21?73 2) Reszka?et al. (2012),?Inactivation of the potent Pseudomonas aeruginosa cytotoxin pyocyanin by airway peroxidases and nitrite; Am. J. Physiol. Lung Cell Mol. Physiol.,?302?L1044

Pyocyanine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Pyocyanine manufacturers

Nanjing jinheyou Trading Co., Ltd.
Product
Pyocyanine 85-66-5
Price
US $0.00/g
Min. Order
1g
Purity
99.5%min
Supply Ability
20kg/week
Release date
2019-10-31

85-66-5, PyocyanineRelated Search:


  • Pyocyanine
  • pyocyanin
  • 1-Oxylato-5-methylphenazin-5-ium
  • 5-Methyl-1(5H)-phenazinone
  • Sanasin
  • Sanazin
  • Pyocyanin, Ready Made Solution from Pseudomonas aeruginosa
  • 5-methylphenazin-1-one
  • 1(5H)-Phenazinone, 5-methyl-
  • Pyocyanin (Technical Grade)
  • 5-methylphenazin-1(5H)-one
  • Cyanomycin
  • 85-66-5