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Pyoluteorin (Synonyms: NSC 143092)

Catalog No.GC12526

antibiotic, antifungal, and herbicidal activity

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Pyoluteorin Chemical Structure

Cas No.: 25683-07-2

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1mg
$428.00
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5mg
$1,673.00
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

Pyoluteorin is a secondary metabolite produced by the biological control organism Pseudomonas fluorescens Pf-5, a rhizosphere bacterium. Pyoluteorin shows no toxicity to seed- and root-rotting plant pathogens. Pyoluteorin production is influenced by positive autoregulation. Addition of pyoluteorin to liquid cultures of Pf-5 enhanced pyoluteorin production.

Pyoluteorin functions as a signal molecule negatively regulating additional secondary metabolites produced by Pseudomonas [1]. The pyoluteorin contributes to the biological control of soilborne plant diseases by some strains of Pseudomonas fluorescens, including Pf-5. Pyoluteorin induces its own productionand represses the other’s production [2]. Depending on the plant, pyoluteorin production plays an important role in the suppression of damping-off by strain CHA0 without being a major mechanism in disease suppression [3].

References:
[1] Brodhagen M, Henkels M D, Loper J E.  Positive autoregulation and signaling properties of pyoluteorin, an antibiotic produced by the biological control organism Pseudomonas fluorescens Pf-5[J]. Applied and environmental microbiology, 2004, 70(3): 1758-1766.
[2] Kidarsa T A, Goebel N C, Zabriskie T M, et al.  Phloroglucinol mediates cross‐talk between the pyoluteorin and 2, 4‐diacetylphloroglucinol biosynthetic pathways in Pseudomonas fluorescens Pf‐5[J]. Molecular microbiology, 2011, 81(2): 395-414.
[3] Maurhofer M, Keel C, Haas D, et al.  Pyoluteorin production byPseudomonas fluorescens strain CHA0 is involved in the suppression ofPythium damping-off of cress but not of cucumber[J]. European journal of plant pathology, 1994, 100(3): 221-232.

Chemical Properties

Cas No. 25683-07-2 SDF
Synonyms NSC 143092
Chemical Name (4,5-dichloro-1H-pyrrol-2-yl)(2,6-dihydroxyphenyl)-methanone
Canonical SMILES OC1=CC=CC(O)=C1C(C2=CC(Cl)=C(Cl)N2)=O
Formula C11H7Cl2NO3 M.Wt 272.1
Solubility DMF: soluble,DMSO: soluble,Ethanol: soluble,Methanol: soluble Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 3.6751 mL 18.3756 mL 36.7512 mL
5 mM 0.735 mL 3.6751 mL 7.3502 mL
10 mM 0.3675 mL 1.8376 mL 3.6751 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 6 reference(s) in Google Scholar.)

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