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

2-heptyl-3-hydroxy-4(1H)-Quinolone is a quorum-sensing signaling molecule produced by P. aeruginosa in response to increasing cell density. It increases expression of the lasB gene, which encodes the virulence factor elastase, in P. aeruginosa (EC50 = ~30 µM in a reporter cell assay). 2-heptyl-3-hydroxy-4(1H)-Quinolone (60 µM) increases secretion of the metabolite pyocyanin (Cay-10009594) and the lectin PA-IL, as well as increases biofilm production in P. aeruginosa populations. It also reduces iron levels in P. aeruginosa growth media when used at a concentration of 40 µM and acts as an iron chelator in a Fe(III)-sulfate solution.Formal Name: 2-heptyl-3-hydroxy-4(1H)-quinolinone. CAS Number: 108985-27-9. Synonyms: PQS, Pseudomonas Quinolone Signal. Molecular Formula: C16H21NO2. Formula Weight: 259.3. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: Methanol: soluble. lambdamax: 216, 251, 342 nm. SMILES: OC1=C(CCCCCCC)NC2=CC=CC=C2C1=O. InChi Code: InChI=1S/C16H21NO2/c1-2-3-4-5-6-11-14-16(19)15(18)12-9-7-8-10-13(12)17-14/h7-10,19H,2-6,11H2,1H3,(H,17,18). InChi Key: CEIUIHOQDSVZJQ-UHFFFAOYSA-N. Origin: Synthetic.