Pyochelin
Pyochelin is a salicylate-based nonribosomal peptide siderophore produced by Pseudomonas aeruginosa. Pyochelin chelates Fe3+ and transports it back into bacterial cells, providing the iron essential for bacterial survival. Pyochelin can also chelate other metals such as Zn2+, Co2+, and Ni2+, which helps bacteria maintain intracellular metal ion homeostasis by chelating and excreting excess metals in response to toxic metal stress. Pyochelin can be used in studies related to Pseudomonas aeruginosa infection.
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- CAS. Nr.: 79236-62-7
- Formel: C14H16N2O3S2
- Molecular Weight:324.42
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Speicherung:
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Biologische Aktivität
Pyochelin acts as a low-affinity siderophore for Pseudomonas aeruginosa, chelating Fe3+ with a stability constant of 0.2 μM and mediating its uptake via FptA and FptX, while regulating its own biosynthesis through the PchR and Fur systems[1].
Pyochelin chelates a range of metal ions beyond Fe3+, including Zn2+, Cu2+, Co2+, Mo6+, Ni2+, and Ga3+, mediates low-rate uptake of Co2+ and Ni2+ via FptA, and enhances Pseudomonas aeruginosa tolerance to toxic metals by reducing intracellular metal overload[1].
Pyochelin is a nonribosomal peptide synthesized by Pseudomonas aeruginosa via a multi-enzyme pathway involving PchA, PchB, PchD, PchE, PchF, and PchG, using salicylate and cysteine as precursor molecules[1].
Pyochelin chelates ferric iron for uptake by Pseudomonas aeruginosa via the outer membrane transporter FptA, with inner membrane transport split between direct PCH-Fe3+ translocation via FptX (50% efficiency) and free iron transport via PchHI and FepBCDG, and FptX-mediated uptake triggers an autoregulatory loop for pyochelin synthesis and uptake[2].
Pyochelin forms a complex with intracellular cobalt, which is effluxed from Pseudomonas aeruginosa via the MacB transporter to mitigate cobalt toxicity[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS. Nr. 79236-62-7
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Molecular Weight 324.42
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Formel C14H16N2O3S2
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SMILES
OC1=C(C=CC=C1)C2=N[C@]([H])(CS2)[C@@]3(N([C@@H](CS3)C(O)=O)C)[H]
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Structure Classification
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Initial Source
Pseudomonas aeruginosa
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Versand
Room temperature in continental US; may vary elsewhere.
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Speicherung
Please store the product under the recommended conditions in the Certificate of Analysis.
Reinheit & Dokumentation
Verweise
[1].
Ghssein G, Ezzeddine Z. A Review of Pseudomonas aeruginosa Metallophores: Pyoverdine, Pyochelin and Pseudopaline. Biology (Basel). 2022 Nov 25;11(12):1711.
[Content Brief]
[2].
Ma X, et al. Relationship between Pyochelin and Pseudomonas Quinolone Signal in Pseudomonas aeruginosa: A Direction for Future Research. Int J Mol Sci. 2024 Aug 7;25(16):8611.
[Content Brief]
[3].
Mangal S, et al. In vivo efficacy of pyochelin-mediated delivery of zingerone in Pseudomonas aeruginosa-induced peritonitis. Future Microbiol. 2023 Dec;18:1339-1351.
[Content Brief]
Calculators
Konzentration (Stammlösung) × Volumen (Stammlösung) = Konzentration (Ziellösung) × Volumen (Ziellösung)
Pyochelin Related Classifications
HY-W722245 Related Classifications
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