Molecular structure of Hemipyocyanine, CAS Number: 528-71-2
Hemipyocyanine (CAS 528-71-2)
Alternate Names:
1-Hydroxyphenazine; 1-Phenazinol; Pyoxanthose
Application:
Hemipyocyanine is A phenazine metabolite and important dereplication standard
CAS Number:
528-71-2
Molecular Weight:
196.20
Molecular Formula:
C12H8N2O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Hemipyocyanine (1-hydroxyphenazine) is a simple phenazine metabolite produced by several species of Pseudomonas and Streptomyces. Hemipyocyanine exhibits broad spectrum activity with weak antibacterial, antifungal and antiviral activity. In the search for novel actives, hemipyocyanine and related phenazines are important dereplication standards to eliminate leads due to high amounts of weakly potent actives. Hemipyocyanine plays an important role in the biocontrol of plant diseases by some Pseudomonas strains.
Hemipyocyanine (CAS 528-71-2) References
- Enhanced release of elastase and oxidative inactivation of alpha-1-protease inhibitor by stimulated human neutrophils exposed to Pseudomonas aeruginosa pigment 1-hydroxyphenazine. | Ras, GJ., et al. 1992. J Infect Dis. 166: 568-73. PMID: 1323622
- Proinflammatory interactions of pyocyanin and 1-hydroxyphenazine with human neutrophils in vitro. | Ras, GJ., et al. 1990. J Infect Dis. 162: 178-85. PMID: 2162367
- Inhibition of autophagy by 3-methyladenine protects 1321N1 astrocytoma cells against pyocyanin- and 1-hydroxyphenazine-induced toxicity. | McFarland, AJ., et al. 2012. Arch Toxicol. 86: 275-84. PMID: 21964636
- Generation of Reactive Oxygen Species Mediated by 1‑Hydroxyphenazine, a Virulence Factor of Pseudomonas aeruginosa. | Sinha, S., et al. 2015. Chem Res Toxicol. 28: 175-81. PMID: 25590513
- Effect of pyocyanin and 1-hydroxyphenazine on in vivo tracheal mucus velocity. | Munro, NC., et al. 1989. J Appl Physiol (1985). 67: 316-23. PMID: 2759959
- Purification and structural analysis of pyocyanin and 1-hydroxyphenazine. | Watson, D., et al. 1986. Eur J Biochem. 159: 309-13. PMID: 3093227
- Isolation and identification of bioactive substance 1-hydroxyphenazine from Pseudomonas aeruginosa and its antimicrobial activity. | Liu, TT., et al. 2020. Lett Appl Microbiol. 71: 303-310. PMID: 32449160
- A Plate Based Assay for Determination of the Median Lethal Dose of 1-Hydroxyphenazine in Caenorhabditis elegans. | Asif, MZ., et al. 2021. MicroPubl Biol. 2021: PMID: 33458604
- Anti-Inflammatory Effects of an Extract from Pseudomonas aeruginosa and Its Purified Product 1-Hydroxyphenazine on RAW264.7 Cells. | Xiao, J., et al. 2021. Curr Microbiol. 78: 2762-2773. PMID: 34043026
- Biosynthesis and metabolic engineering of 1-hydroxyphenazine in Pseudomonas chlororaphis H18. | Wan, Y., et al. 2021. Microb Cell Fact. 20: 235. PMID: 34965873
- Characteristics of biological control and mechanisms of Pseudomonas chlororaphis zm-1 against peanut stem rot. | Liu, F., et al. 2022. BMC Microbiol. 22: 9. PMID: 34986788
- Biosynthetic Pathway Construction and Production Enhancement of 1-Hydroxyphenazine Derivatives in Pseudomonas chlororaphis H18. | Wan, Y., et al. 2022. J Agric Food Chem. 70: 1223-1231. PMID: 35057615
- Novel α-Amylase Inhibitor Hemi-Pyocyanin Produced by Microbial Conversion of Chitinous Discards. | Nguyen, TH., et al. 2022. Mar Drugs. 20: PMID: 35621934
- Pyocyanin and 1-Hydroxyphenazine Promote Anaerobic Killing of Pseudomonas aeruginosa via Single-Electron Transfer with Ferrous Iron. | Kang, J., et al. 2022. Microbiol Spectr. 10: e0231222. PMID: 36321913
- Mechanism of pyocyanin- and 1-hydroxyphenazine-induced lung neutrophilia in sheep airways. | Lauredo, IT., et al. 1998. J Appl Physiol (1985). 85: 2298-304. PMID: 9843556
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Hemipyocyanine, 5 mg | sc-391572 | 5 mg | $73.00 | |||
Hemipyocyanine, 25 mg | sc-391572A | 25 mg | $342.00 |