On the biosynthesis of the 2-n-alkyl-4-hydroxyquinolines of pseudomonas aeruginosa (Schroet.) Migula
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The end of an old hypothesis: The pseudomonas signaling molecules 4-hydroxy-2-alkylquinolines derive from fatty acids, not 3-ketofatty acids
2013, Chemistry and BiologyCitation Excerpt :By analogy, the PqsL-mediated oxidation of the amino group of 2-ABA could produce a hydroxylamino group that would spontaneously attack the carbonyl function to produce HQNO (Figure 1). How do we reconcile our findings with prior claims that 3-ketofatty acids are the immediate precursors of HAQs (Bredenbruch et al., 2005; Luckner and Ritter, 1965; Pistorius et al., 2011; Ritter and Luckner, 1971)? In fact, what was really demonstrated previously is that the carbons of the aliphatic chain alternatively originate from carbon 2 and carbon 1 of acetate, as expected from the de novo synthesis of fatty acids, and that the carbons 3 and 2 of the quinoline ring of HHQ also follow the same alternating origin, with these carbons originating from carbon 2 and 1 of acetate, respectively (Figure 1).
Secondary metabolites from fluorescent pseudomonads
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2013, Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical ChemistryQuinolones: From antibiotics to autoinducers
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