Bacterial Metabolism of para-and meta-Xylene: Oxidation of the Aromatic Ring
Autor: | John F. Davey, V. Mahadevan, David T. Gibson |
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Jazyk: | angličtina |
Rok vydání: | 1974 |
Předmět: |
Magnetic Resonance Spectroscopy
Chemical Phenomena Stereochemistry Physiology and Metabolism Catechols Xylenes Ring (chemistry) Microbiology Methylation Cell-free system chemistry.chemical_compound Phenols Pseudomonas polycyclic compounds Anaerobiosis Molecular Biology biology Cell-Free System Succinates Nuclear magnetic resonance spectroscopy biology.organism_classification Pseudomonas putida Hydrocarbons Chemistry chemistry Biochemistry Spectrophotometry Mutation Chromatography Thin Layer Oxidation-Reduction Cis–trans isomerism Derivative (chemistry) |
Popis: | Pseudomonas putida 39/D oxidized p -xylene to cis -3,6-dimethyl-3,5-cyclohexadiene-1,2-diol ( cis-p -xylene dihydrodiol). The latter compound was isolated in crystalline form and its physical properties were determined. The cis configuration of the hydroxyl groups in the oxidation product was inferred from its ability to form an isopropylidene derivative with 2,2-dimethoxypropane. Acid treatment of cis-p -xylene dihydrodiol resulted in the formation of 2,5-dimethylphenol. A partially purified preparation of cis -toluene dihydrodiol dehydrogenase oxidized cis-p -xylene dihydrodiol to 1,2-dihydroxy-3,6-dimethylbenzene (3,6-dimethylpyrocatechol). P. putida 39/D oxidized m -xylene to a compound whose spectral and chromatographic characteristics were consistent with the structure 3,5-dimethyl-3,5-cyclohexadiene-1,2-diol. This product was very unstable, and all attempts to isolate it led to the formation of 2,4-dimethylphenol. |
Databáze: | OpenAIRE |
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