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2,4-Diacetylphloroglucinol (CAS 2161-86-6)

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Alternate Names:
2,4-Diacetylphloroglucinol is also known as DAPG.
Application:
2,4-Diacetylphloroglucinol is an antifungal secondary metabolite and broad spectrum antibiotic used to control plant diseases.
CAS Number:
2161-86-6
Molecular Weight:
210.18
Molecular Formula:
C10H10O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2,4-Diacetylphloroglucinol is an organic compound which has been studied extensively within the field of agriculture and soil microbiology. Researchers are interested in 2,4-Diacetylphloroglucinol for its role in the suppression of plant pathogens and its contribution to the biocontrol capabilities of certain soil microorganisms, such as Pseudomonas fluorescens. This compound is a subject of studies aiming to understand its mechanisms of action against various plant pathogens and its influence on the rhizosphere microbial community. In addition to its antimicrobial activity, 2,4-Diacetylphloroglucinol is investigated for its potential to enhance plant growth and health, which could be leveraged to improve crop yields. The compound also serves as a model for the synthesis and discovery of new bioactive molecules with similar protective functions in plants.


2,4-Diacetylphloroglucinol (CAS 2161-86-6) References

  1. Exploiting genotypic diversity of 2,4-diacetylphloroglucinol-producing Pseudomonas spp.: characterization of superior root-colonizing P. fluorescens strain Q8r1-96.  |  Raaijmakers, JM. and Weller, DM. 2001. Appl Environ Microbiol. 67: 2545-54. PMID: 11375162
  2. Cross talk between 2,4-diacetylphloroglucinol-producing biocontrol pseudomonads on wheat roots.  |  Maurhofer, M., et al. 2004. Appl Environ Microbiol. 70: 1990-8. PMID: 15066789
  3. Analogues of natural phloroglucinols as antagonists against both thromboxane A2 and leukotriene D4.  |  Tada, M., et al. 1992. J Med Chem. 35: 1209-12. PMID: 1560434
  4. Wheat cultivar-specific selection of 2,4-diacetylphloroglucinol-producing fluorescent Pseudomonas species from resident soil populations.  |  Mazzola, M., et al. 2004. Microb Ecol. 48: 338-48. PMID: 15692854
  5. Isolation of 2,4-diacetylphloroglucinol from a fluorescent pseudomonad and investigation of physiological parameters influencing its production.  |  Shanahan, P., et al. 1992. Appl Environ Microbiol. 58: 353-8. PMID: 16348633
  6. Role of 2,4-diacetylphloroglucinol-producing fluorescent Pseudomonas spp. in the defense of plant roots.  |  Weller, DM., et al. 2007. Plant Biol (Stuttg). 9: 4-20. PMID: 17058178
  7. 2,4-diacetylphloroglucinol alters plant root development.  |  Brazelton, JN., et al. 2008. Mol Plant Microbe Interact. 21: 1349-58. PMID: 18785830
  8. Effect of 2,4-diacetylphloroglucinol on pythium: cellular responses and variation in sensitivity among propagules and species.  |  de Souza, JT., et al. 2003. Phytopathology. 93: 966-75. PMID: 18943863
  9. Genetic Diversity of phlD from 2,4-Diacetylphloroglucinol-Producing Fluorescent Pseudomonas spp.  |  Mavrodi, OV., et al. 2001. Phytopathology. 91: 35-43. PMID: 18944276
  10. Induced systemic resistance in Arabidopsis thaliana against Pseudomonas syringae pv. tomato by 2,4-diacetylphloroglucinol-producing Pseudomonas fluorescens.  |  Weller, DM., et al. 2012. Phytopathology. 102: 403-12. PMID: 22409433
  11. Toxicity of 2,4-diacetylphloroglucinol (DAPG) to plant-parasitic and bacterial-feeding nematodes.  |  Meyer, SL., et al. 2009. J Nematol. 41: 274-80. PMID: 22736826
  12. Phloroglucinol derivatives from Aeromonas hydrophila.  |  Strunz, GM., et al. 1978. J Antibiot (Tokyo). 31: 1201-2. PMID: 721714
  13. Conservation of the 2,4-diacetylphloroglucinol biosynthesis locus among fluorescent Pseudomonas strains from diverse geographic locations.  |  Keel, C., et al. 1996. Appl Environ Microbiol. 62: 552-63. PMID: 8593055
  14. Antiviral And Antimicrobial Activity Of 2,4-Diacylphloroglucinols, 2-Acylcyclohexane-1,3-Diones And 2-Carboxamidocyclo-Hexane-1,3-Diones  |  Masahiro Tada, et al. 1990. Agricultural And Biological Chemistry. 54: 3061–3063.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2,4-Diacetylphloroglucinol, 500 mg

sc-206518D
500 mg
$359.00

2,4-Diacetylphloroglucinol, 1 g

sc-206518
1 g
$549.00

2,4-Diacetylphloroglucinol, 2 g

sc-206518A
2 g
$865.00

2,4-Diacetylphloroglucinol, 5 g

sc-206518B
5 g
$1667.00

2,4-Diacetylphloroglucinol, 10 g

sc-206518C
10 g
$2699.00

I want to ask regarding the molecule 2,4-Diacetylphloroglucinol (CAS 2161-86-6), solubility and dilution, and if you have experience with this molecule in mammalian cells.

Asked by: Doaa
Thank you for your question. 2,4-Diacetylphloroglucinol is soluble in water, ethanol, and methanol. We do not have any in-vivo data on this compound.
Answered by: Tech Support Europe
Date published: 2023-10-30

What is the expected purity of this product (sc-206518). I am required to list it in the methods section of a forthcoming publication.

Asked by: ameyer
Thank you for your question. Each lot of this chemical comes with a lot-specific Certificate Of Analysis which typically describes the percent purity as well as the method used to determine the purity. You may request a lot-specific Certificate Of Analysis on our website. Alternatively, please contact our Technical Service Department to inquire about the purity of our most recent lot.
Answered by: Technical Support
Date published: 2019-01-12
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Rated 5 out of 5 by from VeenaVeena, VK. Et al. (PubMed 26283170) reported for the first time the anti-proliferative, proapoptotic, antimetastatic and anti-inflammatory activities of DAPG, an anti-fungal secondary metabolite, in various cancer cells and inflammation-induced immune cells. -SCBT Publication Review
Date published: 2015-06-26
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2,4-Diacetylphloroglucinol is rated 5.0 out of 5 by 1.
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