Oxidation of benzene to phenol, catechol, and 1,2,3-trihydroxybenzene by toluene 4-monooxygenase of Pseudomonas mendocina KR1 and toluene 3-monooxygenase of Ralstonia pickettii PKO1

Applied and Environmental Microbiology
Ying TaoThomas K Wood

Abstract

Aromatic hydroxylations are important bacterial metabolic processes but are difficult to perform using traditional chemical synthesis, so to use a biological catalyst to convert the priority pollutant benzene into industrially relevant intermediates, benzene oxidation was investigated. It was discovered that toluene 4-monooxygenase (T4MO) of Pseudomonas mendocina KR1, toluene 3-monooxygenase (T3MO) of Ralstonia pickettii PKO1, and toluene ortho-monooxygenase (TOM) of Burkholderia cepacia G4 convert benzene to phenol, catechol, and 1,2,3-trihydroxybenzene by successive hydroxylations. At a concentration of 165 microM and under the control of a constitutive lac promoter, Escherichia coli TG1/pBS(Kan)T4MO expressing T4MO formed phenol from benzene at 19 +/- 1.6 nmol/min/mg of protein, catechol from phenol at 13.6 +/- 0.3 nmol/min/mg of protein, and 1,2,3-trihydroxybenzene from catechol at 2.5 +/- 0.5nmol/min/mg of protein. The catechol and 1,2,3-trihydroxybenzene products were identified by both high-pressure liquid chromatography and mass spectrometry. When analogous plasmid constructs were used, E. coli TG1/pBS(Kan)T3MO expressing T3MO formed phenol, catechol, and 1,2,3-trihydroxybenzene at rates of 3 +/- 1, 3.1 +/- 0.3, and 0.2...Continue Reading

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Citations

Mar 3, 2005·Applied Microbiology and Biotechnology·Ying TaoThomas K Wood
Apr 28, 2006·Applied Microbiology and Biotechnology·Vijai K ElangoBabu Z Fathepure
Sep 5, 2009·Applied Microbiology and Biotechnology·Bin CaoKai-Chee Loh
Aug 3, 2012·Applied Microbiology and Biotechnology·Fang MaYuan-Yuan Qu
Feb 26, 2010·Journal of the American Society for Mass Spectrometry·Gokhan Altinay, Ricardo B Metz
Aug 25, 2009·Applied and Environmental Microbiology·S V B Janardhan GarikipatiTonya L Peeples
Aug 17, 2010·Applied and Environmental Microbiology·Moran BroukAyelet Fishman
Jan 15, 2008·Applied and Environmental Microbiology·Roi FeingerschAyelet Fishman
May 26, 2009·Applied and Environmental Microbiology·Janna ShainskyAyelet Fishman
May 6, 2004·Journal of Bacteriology·Ayelet FishmanThomas K Wood
Jan 19, 2013·AMB Express·Alexander KarichMartin Hofrichter
Sep 28, 2010·Journal of Contaminant Hydrology·Juliana G FreitasJames F Barker
Apr 1, 2011·Microbial Biotechnology·Carsten VogtHans-Hermann Richnow
Aug 13, 2013·BioMed Research International·Francisco J Enguita, Ana Lúcia Leitão
Sep 10, 2014·Applied Microbiology and Biotechnology·Christian SchurigMatthias Kästner
Aug 10, 2016·Archives of Biochemistry and Biophysics·Heba AbdelwahabPablo Sobrado
May 20, 2008·Advances in Applied Microbiology·R E ParalesJ L Ditty
Oct 6, 2016·PloS One·Heba AbdelwahabPablo Sobrado

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