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Pyoluteorin

Catalog No.
C4039
antibiotic, antifungal, and herbicidal activity
Grouped product items
Size Price Stock Qty
1mg
Special Price $207.45 Regular Price $461.00
Ship with 5-10 days
5mg
Special Price $810.90 Regular Price $1,802.00
Ship with 5-10 days
For scientific research use only and should not be used for diagnostic or medical purposes.

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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.

Product Citation

Chemical Properties

Physical AppearanceA solid
StorageStore at -20°C
M.Wt272.1
Cas No.25683-07-2
FormulaC11H7Cl2NO3
SynonymsNSC 143092
SolubilitySoluble in DMSO
Chemical Name(4,5-dichloro-1H-pyrrol-2-yl)(2,6-dihydroxyphenyl)-methanone
SDFDownload SDF
Canonical SMILESOC1=CC=CC(O)=C1C(C2=CC(Cl)=C(Cl)N2)=O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Protocol

Cell experiment [1]:

Cell lines

P. aeruginosa

Preparation method

The solubility of this compound in DMSO is soluble. General tips for obtaining a higher concentration: Please warm the tube at 37℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.

Reacting condition

0~12500 ng/ml

Applications

Pyoluteorin helps certain strains of Pseudomonas fluorescens, including Pf-5, to biologically control soil-borne plant diseases. Pyoluteorin induces its own production and inhibits other production.

References:

[1]. Kidarsa TA, Goebel NC, Zabriskie TM, Loper JE. Phloroglucinol mediates cross-talk between the pyoluteorin and 2,4-diacetylphloroglucinol biosynthetic pathways in Pseudomonas fluorescens Pf-5. Mol Microbiol. 2011 Jul;81(2):395-414. doi: 10.1111/j.1365-2958.2011.07697.x. Epub 2011 May 26. PMID: 21564338.

Quality Control

Quality Control & MSDS

View current batch:

Chemical structure

Pyoluteorin

Related Biological Data

Pyoluteorin