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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
Language englisch;
Keywords polycyclic aromatic-hydrocarbons; denitrifying bacterium; initial reactions; o-xylene; toluene; oxidation; metabolism; benzylsuccinate; activation; reduction
Abstract

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.

ID 7420
Persistent UFZ Identifier https://www.ufz.de/index.php?en=20939&ufzPublicationIdentifier=7420
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