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Formation of sulfate and glucoside conjugates of benzo[e]pyrene by Cunninghamella elegans

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Abstract

 Benzo[e]pyrene is a pentacyclic aromatic hydrocarbon, which, unlike its structural isomer benzo[a]pyrene, is not a potent carcinogen or mutagen. The metabolism of benzo[e]pyrene was studied using the filamentous fungus Cunninghamella elegans ATCC 36112. C. elegans metabolized 65% of the [9, 10, 11, 12-3H]benzo[e]pyrene and unlabeled benzo[e]pyrene added to Sabouraud dextrose broth cultures after 120 h of incubation. Three major metabolites of benzo[e]pyrene were separated by reversed-phase high-performance liquid chromatography. These metabolites were identified by 1H and 13C NMR, UV-visible, and mass spectral analyses as 3-benzo[e]pyrenylsulfate, 10-hydroxy-3-benzo[e]pyrenyl sulfate, and benzo[e]pyrene 3-O-β-glucopyranoside.

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Authors and Affiliations

  1. Division of Microbiology, National Center for Toxicological Research, HFT-250, Food and Drug Administration, 3900 NCTR Road, Jefferson, AR 72079, USA. Fax: (501) 543-7307 E-mail: Jpothuluri@nctr.fda.gov, , , , , , US

    J. V. Pothuluri, F. E. Evans, T. M. Heinze & C. E. Cerniglia

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  1. J. V. Pothuluri
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  2. F. E. Evans
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  3. T. M. Heinze
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  4. C. E. Cerniglia
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Received: 7 September 1995/Received revision: 14 November 1995/Accepted: 11 December 1995

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Pothuluri, J., Evans, F., Heinze, T. et al. Formation of sulfate and glucoside conjugates of benzo[e]pyrene by Cunninghamella elegans . Appl Microbiol Biotechnol 45, 677–683 (1996). https://doi.org/10.1007/s002530050747

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  • DOI: https://doi.org/10.1007/s002530050747

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