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Applied and Environmental Microbiology, November 2004, p. 6897-6900, Vol. 70, No. 11
0099-2240/04/$08.00+0     DOI: 10.1128/AEM.70.11.6897-6900.2004
Copyright © 2004, American Society for Microbiology. All Rights Reserved.

SHORT REPORT

Degradation of a Nonylphenol Single Isomer by Sphingomonas sp. Strain TTNP3 Leads to a Hydroxylation-Induced Migration Product

P. F. X. Corvini,1,2* R. J. W. Meesters,3 A. Schäffer,1,2 H. F. Schröder,3 R. Vinken,1 and J. Hollender4

Department of Biology V ,1 Department of Environmental Engineering (ISA), RWTH Aachen University,3 Institute of Hygiene and Environmental Health, University Hospital-RWTH Aachen, Aachen,4 Fraunhofer IME, Schmallenberg, Germany2

Received 16 April 2004/ Accepted 7 June 2004

ABSTRACT

Sphingomonas sp. strain TTNP3 degrades 4(3',5'-dimethyl-3'-heptyl)-phenol and unidentified metabolites that were described previously. The chromatographic analyses of the synthesized reference compound and the metabolites led to their identification as 2(3',5'-dimethyl-3'-heptyl)-1,4-benzenediol. This finding indicates that the nonylphenol metabolism of this bacterium involves unconventional degradation pathways where an NIH shift mechanism occurs.

* Corresponding author. Mailing address: Department of Biology V—Environmental Chemistry, RWTH Aachen, Worringerweg 1, D-52074 Aachen, Germany. Phone: 49 241 80 27260. Fax: 49 241 80 22182. E-mail: Philippe.Corvini{at}bio5.rwth-aachen.de.

Applied and Environmental Microbiology, November 2004, p. 6897-6900, Vol. 70, No. 11
0099-2240/04/$08.00+0     DOI: 10.1128/AEM.70.11.6897-6900.2004
Copyright © 2004, American Society for Microbiology. All Rights Reserved.



This article has been cited by other articles:

  • Kolvenbach, B., Schlaich, N., Raoui, Z., Prell, J., Zuhlke, S., Schaffer, A., Guengerich, F. P., Corvini, P. F. X. (2007). Degradation Pathway of Bisphenol A: Does ipso Substitution Apply to Phenols Containing a Quaternary {alpha}-Carbon Structure in the para Position?. Appl. Environ. Microbiol. 73: 4776-4784 [Abstract] [Full Text]  
  • Gabriel, F. L. P., Heidlberger, A., Rentsch, D., Giger, W., Guenther, K., Kohler, H.-P. E. (2005). A Novel Metabolic Pathway for Degradation of 4-Nonylphenol Environmental Contaminants by Sphingomonas xenophaga Bayram: ipso-HYDROXYLATION AND INTRAMOLECULAR REARRANGEMENT. J. Biol. Chem. 280: 15526-15533 [Abstract] [Full Text]  


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