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2-heptyl-3-hydroxy-4(1H)-Quinolone

CAS No.: 108985-27-9

2-heptyl-3-hydroxy-4(1H)-Quinolone (Pseudomonas Quinolone Signal) is a quorum-sensing signalling molecule produced by Ps
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Description 2-heptyl-3-hydroxy-4(1H)-Quinolone (Pseudomonas Quinolone Signal) is a quorum-sensing signalling molecule produced by Pseudomonas aeruginosa in response to increased cell density. It increases the expression of the lasB gene in P. aeruginosa, the secretion of the metabolites pyocyanin and the lectin PA-IL, as well as increasing biofilm production in P. aeruginosa populations. It also reduces the iron content of the P. aeruginosa growth medium when used at a concentration of 40 μM and acts as an iron chelator in iron sulphate solutions.
In vitro 2-heptyl-3-hydroxy-4(1H)-Quinolone (60 µM) increases secretion of the metabolite pyocyanin and the lectin PA-IL, as well as increases biofilm production in P. aeruginosa populations.[2] 2-heptyl-3-hydroxy-4(1H)-Quinolone (40 µM) reduces iron levels in P. aeruginosa growth media when used at a concentration and acts as an iron chelator in a Fe(III)-sulfate solution.[3]
Synonyms 2-heptyl-3-hydroxy-4(1H)-Quinolone, PQS, Pseudomonas Quinolone Signal
molecular weight 259.34
Molecular formula C16H21NO2
CAS 108985-27-9
Storage store at low temperature,store under nitrogen | Powder: -20°C for 3 years | In solvent: -80°C for 1 year
Solubility Methanol: Soluble DMSO: 12 mg/mL (46.27 mM)
References 1. Pesci EC, et al. Quinolone signaling in the cell-to-cell communication system of Pseudomonas aeruginosa. Proc Natl Acad Sci U S A. 1999 ; 96(20):11229-11234. 2. Diggle SP, et al. The Pseudomonas aeruginosa quinolone signal molecule overcomes the cell density-dependency of the quorum sensing hierarchy, regulates rhl-dependent genes at the onset of stationary phase and can be produced in the absence of LasR. Mol Microbiol. 2003 ; 50(1):29-43. 3. Bredenbruch F, et al. The Pseudomonas aeruginosa quinolone signal (PQS) has an iron-chelating activity. Environ Microbiol. 2006 ; 8(8):1318-1329.