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Formation of sulfate and glucoside conjugates of benzo[e]pyrene by Cunninghamella elegans
Authors:J V Pothuluri  F E Evans  T M Heinze  C E Cerniglia
Institution:(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
Abstract: Benzoe]pyrene is a pentacyclic aromatic hydrocarbon, which, unlike its structural isomer benzoa]pyrene, is not a potent carcinogen or mutagen. The metabolism of benzoe]pyrene was studied using the filamentous fungus Cunninghamella elegans ATCC 36112. C. elegans metabolized 65% of the 9, 10, 11, 12-3H]benzoe]pyrene and unlabeled benzoe]pyrene added to Sabouraud dextrose broth cultures after 120 h of incubation. Three major metabolites of benzoe]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-benzoe]pyrenylsulfate, 10-hydroxy-3-benzoe]pyrenyl sulfate, and benzoe]pyrene 3-O-β-glucopyranoside. Received: 7 September 1995/Received revision: 14 November 1995/Accepted: 11 December 1995
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