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Identification of metabolites produced from N-phenylpiperazine by Mycobacterium spp

  • Original Paper
  • Published:
Journal of Industrial Microbiology & Biotechnology

Abstract

Mycobacterium sp. 7E1B1W and seven other mycobacterial strains known to degrade hydrocarbons were investigated to determine their ability to metabolize the piperazine ring, a substructure found in many drugs. Cultures were grown at 30°C in tryptic soy broth and dosed with 3.1 mM N-phenylpiperazine hydrochloride; samples were removed at intervals and extracted with ethyl acetate. Two metabolites were purified from each of the extracts by high-performance liquid chromatography; they were identified by mass spectrometry and 1H nuclear magnetic resonance spectroscopy as N-(2-anilinoethyl)acetamide and N-acetyl-N′-phenylpiperazine. The results show that mycobacteria have the ability to acetylate piperazine rings and cleave carbon-nitrogen bonds.

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Acknowledgments

We thank Dr. C. E. Cerniglia for providing the Mycobacterium strains and also thank him and Dr. F. Rafii for helpful comments on the manuscript. This work was supported in part by an appointment to the postgraduate research program at the National Center for Toxicological Research administered by the Oak Ridge Institute for Science and Education through an interagency agreement between the US Department of Energy and the US Food and Drug Administration. The views presented in this article do not necessarily reflect those of the Food and Drug Administration.

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  1. M. D. Adjei

    Present address: Norfolk Department of Public Health, 830 Southampton Avenue, Norfolk, VA, 23510, USA

Authors and Affiliations

  1. Division of Microbiology, National Center for Toxicological Research, US Food and Drug Administration, 3900 NCTR Road, Jefferson, AR, 72079, USA

    M. D. Adjei, J. Deck, A. J. Williams & J. B. Sutherland

  2. Division of Biochemical Toxicology, National Center for Toxicological Research, US Food and Drug Administration, 3900 NCTR Road, Jefferson, AR, 72079, USA

    T. M. Heinze & J. P. Freeman

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  1. M. D. Adjei
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Correspondence to J. B. Sutherland.

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Adjei, M.D., Deck, J., Heinze, T.M. et al. Identification of metabolites produced from N-phenylpiperazine by Mycobacterium spp. J Ind Microbiol Biotechnol 34, 219–224 (2007). https://doi.org/10.1007/s10295-006-0189-x

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  • DOI: https://doi.org/10.1007/s10295-006-0189-x

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