2-nonyl-3-hydroxy-4-Quinolone

• CAT Number: R067680
• CAS Number: 1259944-03-0
• Molecular Formula: C18H25NO2
• Molecular Weight: 287.4
• Purity: ≥95%
• Synonyms: C9-PQS;3,4-dihydroxy-2-Nonylquinoline
• Target: Bacterial
• Storage: -20°C
• InChI: InChI=1S/C18H25NO2/c1-2-3-4-5-6-7-8-13-16-18(21)17(20)14-11-9-10-12-15(14)19-16/h9-12,21H,2-8,13H2,1H3,(H,19,20)
• InChIKey: IQZSNBAQPVKMLG-UHFFFAOYSA-N
• SMILES: O=C1C(O)=C(CCCCCCCCC)NC2=C1C=CC=C2

2-nonyl-3-hydroxy-4-Quinolone is a quinolone compound produced by P. aeruginosa and other related bacteria. It plays a role as a cell-to-cell signaling molecule, acting as a quorum sensing signal molecule to control the expression of many virulence genes as a function of cell population density. 2-nonyl-3-hydroxy-4-Quinolone is also reported to chelate ferric iron at physiological pH via its 3’-hydroxy group.

Reference

1.Heeb, S.,Fletcher, M.P.,Chhabra, S.R., et al. Quinolones: From antibiotics to autoinducers. FEMS Microbiol.Rev. 35(2), 247-274 (2011).