p-Nitrophenol monooxygenase from Burkholderia sphaericus JS905 converts p-nitrophenol to 4-nitrocatechol and then removes the nitro group and forms 1,2,4-THB (15). For benzene and toluene oxidation activity, 2 ml of concentrated cell suspensions in Tris-HNO3 buffer or in phosphate buffer were sealed in 15-ml serum vials, and 400 μM benzene or 455 μM toluene, calculated as if all the substrate were in the liquid phase (the actual initial liquid concentration was 165 μM as calculated on the basis of Henry's law) (9), was added to the vials with a syringe. strain JS150 (14). We thank J. D. Stuart of the University of Connecticut for his suggestions regarding HPLC separations. HPLC results showed that 1,2,3-THB was produced from catechol by TG1(T4MO), TG1(T3MO), and TG1(TOM); note that it was clear on the basis of its different retention time and UV-visible spectrum that the product was not 1,2,4-THB. TG1(TOM) showed comparable rates of reaction for all three substrates (Table 2); hence, no large amounts of phenol or catechol accumulated as with TG1(T4MO) and TG1(T3MO) (Fig. What are the two most important reagent for the conversion of nitro toluene to toluene? The exponentially grown cells were centrifuged at 13,000 × g for 5 min at 25°C in a J2-HS centrifuge (Beckman, Palo Alto, Calif.) and resuspended in Tris-HNO3 buffer (50 mM; pH 7.0) or potassium phosphate buffer (50 mM; pH 7.0). Expression of wild-type T4MO from pBS(Kan)T4MO and T3MO from pBS(Kan)T3MO within E. coli strains produced blue-colored cells on agar plates and in broth cultures, but expression of wild-type TOM from pBS(Kan)TOM within E. coli strains produced the normal brown-colored cells on agar plates and in broth cultures (19, 28). Protein analysis and molecular techniques. MS. ). DNA sequencing.A dideoxy chain termination technique (27) was used with an ABI Prism BigDye Terminator Cycle Sequencing Ready Reaction Kit (Perkin-Elmer, Wellesley, MA) and an ABI 373 DNA sequencer (Perkin-Elmer) to determine the T4MO and T3MO nucleotide sequence. How many towns in the world are named Portland? Yes , phenol is more polar than toluene. All Rights Reserved. Rates of phenol, catechol, and 1,2,3-THB synthesis were sustainable, as shown in Fig. To quantify the rates of transformation, the initial reaction rates of the transformation of benzene to phenol, phenol to catechol, and catechol to 1,2,3-THB at an initial concentration of 165 μM for all substrates were investigated using TG1(T4MO), TG1(T3MO), and TG1(TOM) and HPLC (Table 2). R. pickettii PKO1 metabolizes benzene and toluene to phenol and m-cresol, respectively, via T3MO (6). ToMO also catalyzes toluene or o-xylene into methylcatechols by two subsequent monooxygenations (2). Toluene, naphthalene, and phenol were selected as tar surrogates to be simultaneously decomposed. Of the strains tested, the initial rates of phenol formation from benzene, catechol formation from phenol, and l,2,3-THB formation from catechol were highest for TG1(T4MO) (Table 2). Application of these enzymes for producing substituted catechols would have to involve a reduction in their catechol oxidation activity, too, whereas this activity should be enhanced for the production of 1,2,3-THB. Synthesis of phenol from benzene, catechol from phenol, and 1,2,3-THB from catechol by E. coli TG1 cells expressing wild-type T4MO, T3MO, and TOMa. Time course of hydroxylated product formation from benzene determined by HPLC and of liquid benzene disappearance determined by GC from exponentially growing TG1(T4MO) (A), TG1(T3MO) (B), and TG1(TOM) (C). When did organ music become associated with baseball? Interestingly, increasing the preheating temperature to 600 °C enhances the tar conversions but is then surprisingly followed by a slight drop with the subsequent increase in temperature. You can specify conditions of storing and accessing cookies in your browser, From that process the toluene obtained from Phenol, How is toluene obtained from phenol?
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