4549-02-4
Chemical Structure
Maculosin
Synonym(s): Cyclo(Tyr-Pro)
- CAS No.: 4549-02-4
- Formula:C14H16N2O3
- Molecular Weight:260.29
IUPAC Name: (3S,8aS)-3-(4-hydroxybenzyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
InChIKey: LSGOTAXPWMCUCK-RYUDHWBXSA-N
SMILES: OC1=CC=C(C=C1)C[C@@H]2NC([C@]3([H])CCCN3C2=O)=O
Biological Activity: Maculosin (Cyclo (Tyr-Pro)) is a host-specific phytotoxin for spotted knapweed from Alternaria alternata. Maculosin is a quorum-sensing molecule involved in cell-cell communication. Maculosin also acts as a signaling molecule regulating virulence gene expression. Maculosin shows antimicrobial, antifungal, antioxidant and anti-cancer properties[1][2][3][4][5][6][7][8][9].Maculosin (Cyclo (Tyr-Pro)) is a host-specific phytotoxin for spotted knapweed from Alternaria alternata. Maculosin is a quorum-sensing molecule involved in cell-cell communication. Maculosin also acts as a signaling molecule regulating virulence gene expression. Maculosin shows antimicrobial, antifungal, antioxidant and anti-cancer properties[1][2][3][4][5][6][7][8][9].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Maculosin | 98.96% | Maculosin (Cyclo (Tyr-Pro)) is a host-specific phytotoxin for spotted knapweed from Alternaria alternata. Maculosin is a quorum-sensing molecule involved in cell-cell communication. Maculosin also acts as a signaling molecule regulating virulence gene expression. Maculosin shows antimicrobial, antifungal, antioxidant and anti-cancer properties.Maculosin (Cyclo (Tyr-Pro)) is a host-specific phytotoxin for spotted knapweed from Alternaria alternata. Maculosin is a quorum-sensing molecule involved in cell-cell communication. Maculosin also acts as a signaling molecule regulating virulence gene expression. Maculosin shows antimicrobial, antifungal, antioxidant and anti-cancer properties. | ||||||||||||||||||||
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Maculosin (Standard) | ≥98% | Complanatuside (Standard) is the analytical standard of Complanatuside. This product is intended for research and analytical applications. Complanatuside is a flavonoid found in the traditional Chinese medicine Semen Astragali Complanati. | ||||||||||||||||||||
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References
- [1]. Lee W, et al. Vibrio vulnificus quorum-sensing molecule cyclo(Phe-Pro) inhibits RIG-I-mediated antiviral innate immunity. Nat Commun. 2018 Apr 23;9(1):1606. [Content Brief]
- [2]. Stierle AC, et al. Maculosin, a host-specific phytotoxin for spotted knapweed from Alternaria alternata. Proc Natl Acad Sci U S A. 1988 Nov;85(21):8008-11. [Content Brief]
- [3]. Paudel B, et al. Maculosin, a non-toxic antioxidant compound isolated from Streptomyces sp. KTM18. Pharm Biol. 2021 Dec;59(1):933-936. [Content Brief]
- [4]. Puopolo G, et al. Lysobacter capsici AZ78 produces cyclo(L-Pro-L-Tyr), a 2,5-diketopiperazine with toxic activity against sporangia of Phytophthora infestans and Plasmopara viticola. J Appl Microbiol. 2014 Oct;117(4):1168-80. [Content Brief]
- [5]. Wattana-Amorn P, et al. Antibacterial activity of cyclo(L-Pro-L-Tyr) and cyclo(D-Pro-L-Tyr) from Streptomyces sp. strain 22-4 against phytopathogenic bacteria. Nat Prod Res. 2016 Sep;30(17):1980-3. [Content Brief]
- [6]. Cain CC, et al. Synergistic antimicrobial activity of metabolites produced by a nonobligate bacterial predator. Antimicrob Agents Chemother. 2003 Jul;47(7):2113-7. [Content Brief]
- [7]. Driche EH, et al. A New Saharan Strain of Streptomyces sp. GSB-11 Produces Maculosin and N-acetyltyramine Active Against Multidrug-Resistant Pathogenic Bacteria. Curr Microbiol. 2022 Aug 24;79(10):298. [Content Brief]
- [8]. Wang X, et al. 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. Antioxidants (Basel). 2022 Oct 3;11(10):1977. [Content Brief]
- [9]. Wang Y, et al. Developments around the bioactive diketopiperazines: a patent review. Expert Opin Ther Pat. 2013 Nov;23(11):1415-33. [Content Brief]
