Pyocyanine

Names

[ CAS No. ]:
85-66-5

[ Name ]:
Pyocyanine

[Synonym ]:
Sanasin
Phenazinium, 1-hydroxy-5-methyl-, inner salt
5-methyl-5H-phenazin-1-one
Pyocyanin
1-hydroxy-5-methyl-phenazinium betaine
5-Methylphenazin-5-ium-1-olate
5-methylphenazin-1(5H)-one
Sanazin
1(5H)-phenazinone, 5-methyl-
Pyocyanine
1-hydroxy-5-methylphenazine
Pyrocyanine

Biological Activity

[Description]:

Pyocyanin (Pyocyanine) is a phenazine that is a toxic, quorum sensing (QS)-controlled metabolite produced by P. aeruginosa. Pyocyanin is a redox-active compound and promotes the generation of reactive oxygen species (ROS). Pyocyanin also possesses antibacterial properties and increases fitness in competition with other bacterial species[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Paulina Castañeda-Tamez, et al. Pyocyanin Restricts Social Cheating in Pseudomonas aeruginosa. Front Microbiol. 2018 Jun 27;9:1348.

Chemical & Physical Properties

[ Density]:
1.24g/cm3

[ Boiling Point ]:
403.3ºC at 760 mmHg

[ Molecular Formula ]:
C₁₃H₁₀N₂O

[ Molecular Weight ]:
210.231

[ Flash Point ]:
197.7ºC

[ Exact Mass ]:
210.079315

[ PSA ]:
39.83000

[ LogP ]:
2.35630

[ Index of Refraction ]:
1.665

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS05, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302-H318

[ Precautionary Statements ]:
P280-P305 + P351 + P338

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Oxidants induce a corticosteroid-insensitive phosphorylation of histone 3 at serine 10 in monocytes.

PLoS ONE 10(4) , e0124961, (2015)

Oxidative stress enhances inflammation and reduces the effectiveness of corticosteroids, but the inflammatory signalling pathways induced by oxidants remain ill-defined. Phosphorylation of histone 3 a...

Virulence Factors of Pseudomonas aeruginosa Induce Both the Unfolded Protein and Integrated Stress Responses in Airway Epithelial Cells.

PLoS Pathog. 11 , e1004946, (2015)

Pseudomonas aeruginosa infection can be disastrous in chronic lung diseases such as cystic fibrosis and chronic obstructive pulmonary disease. Its toxic effects are largely mediated by secreted virule...

The impact of plant volatiles on bacterial quorum sensing.

Lett. Appl. Microbiol. 60(1) , 8-19, (2015)

Studies describing the use of essential oil constituents as antimicrobial agents have steadily increased; however, some phyto-constituents are often overlooked due to unfavourable minimum inhibitory c...

Related Compounds

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