Bacterial transformations of 1,2,3,4-tetrahydrodibenzothiophene and dibenzothiophene.

Applied and Environmental Microbiology
K G KroppP M Fedorak

Abstract

The transformations of 1,2,3,4-tetrahydrodibenzothiophene (THDBT) were investigated with pure cultures of hydrocarbon-degrading bacteria. Metabolites were extracted from cultures with dichloromethane (DCM) and analyzed by gas chromatography (GC) with flame photometric, mass, and Fourier transform infrared detectors. Three 1-methylnaphthalene (1-MN)-utilizing Pseudomonas strains oxidized the sulfur atom of THDBT to give the sulfoxide and sulfone. They also degraded the benzene ring to yield 3-hydroxy-2-formyl-4,5,6,7-tetrahydrobenzothiophene. A cell suspension of a cyclohexane-degrading bacterium oxidized the alicyclic ring to give a hydroxy-substituted THDBT and a ketone, and it oxidized the aromatic ring to give a phenol, but no ring cleavage products were detected. GC analyses with an atomic emission detector, using the sulfur-selective mode, were used to quantify the transformation products from THDBT and dibenzothiophene (DBT). The cyclohexane degrader oxidized 19% of the THDBT to three metabolites. The cometabolism of THDBT and DBT by the three 1-MN-grown Pseudomonas strains resulted in a much greater depletion of the condensed thiophenes than could be accounted for in the metabolites detected by GC analysis, but there was...Continue Reading

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Citations

Dec 23, 2004·Letters in Applied Microbiology·S GuobinC Jiayong
Feb 7, 2001·Applied and Environmental Microbiology·D C Bressler, P M Fedorak
Aug 23, 2006·Analytical and Bioanalytical Chemistry·Jan T AnderssonBenedikte Roberz
Jul 1, 2010·World Journal of Microbiology & Biotechnology·Moslem PapizadehHossein Motamedi
Oct 27, 2001·Applied and Environmental Microbiology·D C Bressler, P M Fedorak
Mar 15, 2006·Applied and Environmental Microbiology·K G KroppP M Fedorak
Nov 5, 2014·Journal of Proteome Research·Karina Taciana SilvaMilton Hércules Guerra Andrade
May 16, 2012·Biotechnology for Biofuels·Hélvia W Casullo de AraújoGalba M Campos-Takaki

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