Date published: 2026-2-9

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Maculosin (CAS 4549-02-4)

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Alternate Names:
Cyclo-(Pro-Tyr)
Application:
Maculosin is a secondary metabolite of fungi and bacteria
CAS Number:
4549-02-4
Molecular Weight:
260.29
Molecular Formula:
C14H16N2O3
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Maculosin is a diketopiperazine formed by the fusion of tyrosine and proline, reported as a secondary metabolite of fungi and bacteria. In Pseudomonas aeruginosa, maculosin is capable of activating N-acylhomoserine lactones (AHLs). Maculosin is also capable of activating or antagonizing other LuxR-based quorum-sensing systems. While the mode of action of maculosin is not known, its activity suggests the existence of cross talk among bacterial signalling systems. Maculosin was identified as a host-specific toxin produced by Alternaria alternata on spotted knapweed.


Maculosin (CAS 4549-02-4) References

  1. Synergistic antimicrobial activity of metabolites produced by a nonobligate bacterial predator.  |  Cain, CC., et al. 2003. Antimicrob Agents Chemother. 47: 2113-7. PMID: 12821455
  2. Cholesterol modulates maculosin's orientation in model systems of biological membranes. Relevance towards putative molecular recognition.  |  Lopes, SC., et al. 2004. Steroids. 69: 825-30. PMID: 15582538
  3. Maculosin, a host-specific phytotoxin for spotted knapweed from Alternaria alternata.  |  Stierle, AC., et al. 1988. Proc Natl Acad Sci U S A. 85: 8008-11. PMID: 16593989
  4. Probable novel MEP pathway inhibitor and its binding protein, IspG.  |  Nakagawa, K., et al. 2013. Biosci Biotechnol Biochem. 77: 1449-54. PMID: 23832336
  5. Isolation, identification, optimization, and metabolite profiling of Streptomyces sparsus VSM-30.  |  Managamuri, U., et al. 2017. 3 Biotech. 7: 217. PMID: 28669076
  6. A rare diketopiperazine glycoside from marine-sourced Streptomyces sp. ZZ446.  |  Chen, S., et al. 2020. Nat Prod Res. 34: 1046-1050. PMID: 30580590
  7. Methyl t-butyl ether-degrading bacteria for bioremediation and biocontrol purposes.  |  d'Errico, G., et al. 2020. PLoS One. 15: e0228936. PMID: 32084150
  8. Maculosin, a non-toxic antioxidant compound isolated from Streptomyces sp. KTM18.  |  Paudel, B., et al. 2021. Pharm Biol. 59: 933-936. PMID: 34236286
  9. Metabolomics Insights into Chemical Convergence in Xanthomonas perforans and Metabolic Changes Following Treatment with the Small Molecule Carvacrol.  |  Jibrin, MO., et al. 2021. Metabolites. 11: PMID: 34940636
  10. Metabolic and pharmacological profiling of Penicillium claviforme by a combination of experimental and bioinformatic approaches.  |  Ali Shah, Z., et al. 2022. Ann Med. 54: 2102-2114. PMID: 35942863
  11. A New Saharan Strain of Streptomyces sp. GSB-11 Produces Maculosin and N-acetyltyramine Active Against Multidrug-Resistant Pathogenic Bacteria.  |  Driche, EH., et al. 2022. Curr Microbiol. 79: 298. PMID: 36002540
  12. Analysis of the Antioxidant Composition of Low Molecular Weight Metabolites from the Agarolytic Bacterium Alteromonas macleodii QZ9-9: Possibilities for High-Added Value Utilization of Macroalgae.  |  Wang, X., et al. 2022. Antioxidants (Basel). 11: PMID: 36290700
  13. Antimicrobial Properties of Bacillus Probiotics as Animal Growth Promoters.  |  Tran, C., et al. 2023. Antibiotics (Basel). 12: PMID: 36830317
  14. Cellular protein receptors of maculosin, a host specific phytotoxin of spotted knapweed (Centaurea maculosa L.).  |  Park, SH. and Strobel, GA. 1994. Biochim Biophys Acta. 1199: 13-9. PMID: 8280748

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Maculosin, 250 mg

sc-391788
250 mg
$213.00