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J Hazard Mater. 2010 Jan 15;173(1-3):151-8. doi: 10.1016/j.jhazmat.2009.08.061. Epub 2009 Aug 22.

Nitrate-dependent biodegradation of quinoline, isoquinoline, and 2-methylquinoline by acclimated activated sludge.

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State Key Laboratory of Pollution Control and Resource Reuse, Tongji University, Shanghai 200092, China.


The anaerobic degradation of quinoline, isoquinoline and 2-methylquinoline was investigated under nitrate-reducing conditions with acclimated activated sludge. Quinoline was completely transformed during degradation with an optimum COD/NO(3)-N ratio of 7. Isoquinoline and 2-methylquinoline were also completely transformed; however, nitrate consumption was much lower with the optimum COD/NO(3)-N ratios being in the ranges of 83-92 and 21-26, respectively. GC-MS analyses showed that during degradation, quinoline and isoquinoline were transformed by hydroxylation into 2(1H)-quinolinone and 1(2H)-isoquinolinone, respectively. While quinoline was completely mineralized, only 92% of isoquinoline was mineralized, and 1(2H)-isoquinolinone remained in the effluent. 2-Methylquinoline was transformed by hydrogenation to 1,2,3,4-tetrahydro-2-methyl-quinoline, and further degradation resulted in cleavage of the heterocyclic ring leaving 4-ethyl-benzenamine. Both the metabolites remained in the effluent, resulting in the low mineralization of 2-methylquinoline (58%). This is the first time that 2-methylquinoline is observed degradable under denitrifying conditions, and its metabolites are identified.

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