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Title (Primary) Anaerobic naphthalene degradation by a sulfate-reducing enrichment culture
Author Meckenstock, R.U.; Annweiler, E.; Michaelis, W.; Richnow, H.H.
Journal Applied and Environmental Microbiology
Year 2000
Department ISOBIO
Volume 66
Issue 7
Page From 2743
Page To 2747
Language englisch
Keywords polycyclic aromatic-hydrocarbons; denitrifying bacterium; initial reactions; o-xylene; toluene; oxidation; metabolism; benzylsuccinate; activation; reduction

Anaerobic naphthalene degradation by a sulfate-reducing enrichment culture was studied by substrate utilization tests and identification of metabolites by gas chromatography-mass spectrometry. In substrate utilization tests, the culture was able to oxidize naphthalene, 2-methylnaphthalene, 1- and 2-naphthoic acids, phenylacetic acid, benzoic acid, cyclohexanecarboxylic acid, and cyclohex-1-ene-carboxylic acid with sulfate as the electron acceptor. Neither hydroxylated 1- or 2-naphthoic acid derivatives and 1- or 2-naphthol nor the monoaromatic compounds ortho-phthalic acid, 2-carboxy-1-phenylacetic acid, and salicylic acid were utilized by the culture within 100 days. 2-Naphthoic acid accumulated in all naphthalene-grown cultures. Reduced 2-naphthoic acid derivatives could be identified by comparison of mass spectra and coelution with commercial reference compounds such as 1,2,3,4-tetrahydro-2-naphthoic acid and chemically synthesized decahydro-2-naphthoic acid. 5,6,7,8-Tetrahydro-2-naphthoic acid and octahydro-2-naphthoic acid were tentatively identified by their mass spectra. The metabolites identified suggest a stepwise reduction of the aromatic ring system before ring cleavage. In degradation experiments with [1-13C]naphthalene or deuterated D8-naphthalene, all metabolites mentioned derived from the introduced labeled naphthalene. When a [13C]bicarbonate-buffered growth medium was used in conjunction with unlabeled naphthalene, 13C incorporation into the carboxylic group of 2-naphthoic acid was shown, indicating that activation of naphthalene by carboxylation was the initial degradation step. No ring fission products were identified.

Persistent UFZ Identifier
Meckenstock, R.U., Annweiler, E., Michaelis, W., Richnow, H.H. (2000):
Anaerobic naphthalene degradation by a sulfate-reducing enrichment culture
Appl. Environ. Microb. 66 (7), 2743 - 2747