Dearomatizing benzene ring reductases

Journal of Molecular Microbiology and Biotechnology
Matthias Boll

Abstract

The high resonance energy of the benzene ring is responsible for the relative resistance of aromatic compounds to biodegradation. Nevertheless, bacteria from nearly all physiological groups have been isolated which utilize aromatic growth substrates as the sole source of cell carbon and energy. The enzymatic dearomatization of the benzene nucleus by microorganisms is accomplished in two different manners. In aerobic bacteria the aromatic ring is dearomatized by oxidation, catalyzed by oxygenases. In contrast, anaerobic bacteria attack the aromatic ring by reductive steps. Key intermediates in the anaerobic aromatic metabolism are benzoyl-CoA and compounds with at least two meta-positioned hydroxyl groups (resorcinol, phloroglucinol and hydroxyhydroquinone). In facultative anaerobes, the reductive dearomatization of the key intermediate benzoyl-CoA requires a stoichiometric coupling to ATP hydrolysis, whereas reduction of the other intermediates is readily achieved with suitable electron donors. Obligately anaerobic bacteria appear to use a totally different enzymology for the reductive dearomatization of benzoyl-CoA including selenocysteine- and molybdenum- containing enzymes.

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Citations

Oct 10, 2009·Proceedings of the National Academy of Sciences of the United States of America·Johannes W KungMatthias Boll
May 24, 2011·Applied and Environmental Microbiology·Kevin KuntzeMatthias Boll
Apr 24, 2007·Journal of Bacteriology·Franziska PetersMatthias Boll
Nov 15, 2011·Journal of Bacteriology·Kathleen TrautweinRalf Rabus
Mar 5, 2009·Microbiology and Molecular Biology Reviews : MMBR·Manuel CarmonaEduardo Díaz
Mar 15, 2011·Current Opinion in Biotechnology·Rainer U Meckenstock, Housna Mouttaki
Nov 26, 2008·Biotechnology Advances·Jingwen ZhouJian Chen
Jan 23, 2013·Environmental Microbiology·Christian EberleinRainer U Meckenstock
Jan 24, 2012·Environmental Microbiology·Sven LahmeRalf Rabus
Jul 5, 2012·Environmental Microbiology·Javier F JuárezEduardo Díaz
Jan 27, 2011·Biochemical Society Transactions·Thomas A ClarkeRobert R Eady
Nov 24, 2016·Angewandte Chemie·Mikiko OkumuraDavid Sarlah
Dec 5, 2012·Angewandte Chemie·Chun-Xiang ZhuoShu-Li You
Sep 11, 2014·Chembiochem : a European Journal of Chemical Biology·Wolfgang BuckelMatthias Boll
Mar 19, 2014·Applied and Environmental Microbiology·So-Jeong KimSung-Keun Rhee
Apr 21, 2011·Angewandte Chemie·Stéphane P Roche, John A Porco
May 21, 2020·Nature Communications·Rory C McAteeCorey R J Stephenson
Nov 12, 2010·Metallomics : Integrated Biometal Science·Peter ChovanecPartha Basu
Jun 14, 2013·Environmental Microbiology Reports·Bodo Philipp, Bernhard Schink
Apr 25, 2020·Angewandte Chemie·Frank HollmannCaroline E Paul
Nov 8, 2020·Journal of Hazardous Materials·Li-Hui YangAi-Jie Wang
Oct 2, 2008·Journal of the American Chemical Society·Bärbel ThieleMatthias Boll
Jun 29, 2010·Journal of the American Chemical Society·Johannes W KungMatthias Boll
Sep 19, 2017·Journal of the American Chemical Society·Martin CulkaG Matthias Ullmann

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