Hydroxyquinol Pathway for Microbial Degradation of Halogenated Aromatic Compounds

Travkin, V. M.; Solyanikova, Inna P.; Golovleva, Ludmila

doi:10.1080/03601230600964159

Cited by 10 publications

(5 citation statements)

References 84 publications

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“…As the T99 mutant was rendered unable to grow on 4-CP by an insertion of a transposon into a hydroxyquinol 1,2-dioxygenase gene, the results suggest that cleavage of hydroxyquinol is a vital part of degradation of 4-NP and 4-BP as well as of 4-CP (Nordin et al 2005). Hydroxyquinol is one of the central intermediates in the catabolic pathways of many different aromatic compounds (Travkin et al 2006). The degradation pathways for 4-CP, 4-NP and 4-BP by A. chlorophenolicus A6 would thus converge, possibly explaining why their degradation kinetics are dependent on the sum of their molar amounts in mixtures.…”

Section: Discussionmentioning

confidence: 94%

Degradation of mixtures of phenolic compounds by Arthrobacter chlorophenolicus A6

et al. 2007

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In this study the chlorophenol-degrading actinobacterium, Arthrobacter chlorophenolicus A6, was tested for its ability to grow on mixtures of phenolic compounds. During the experiments depletion of the compounds was monitored, as were cell growth and activity. Activity assays were based on bioluminescence output from a luciferase-tagged strain. When the cells were grown on a mixture of 4-chlorophenol, 4-nitrophenol and phenol, 4-chlorophenol degradation apparently was delayed until 4-nitrophenol was almost completely depleted. Phenol was degraded more slowly than the other compounds and not until 4-nitrophenol and 4-chlorophenol were depleted, despite this being the least toxic compound of the three. A similar order of degradation was observed in non-sterile soil slurries inoculated with A. chlorophenolicus. The kinetics of degradation of the substituted phenols suggest that the preferential order of their depletion could be due to their respective pKa values and that the dissociated phenolate ions are the substrates. A mutant strain (T99), with a disrupted hydroxyquinol dioxygenase gene in the previously described 4-chlorophenol degradation gene cluster, was also studied for its ability to grow on the different phenols. The mutant strain was able to grow on phenol, but not on either of the substituted phenols, suggesting a different catabolic pathway for the degradation of phenol by this microorganism.

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Section: Discussionmentioning

confidence: 94%

Degradation of mixtures of phenolic compounds by Arthrobacter chlorophenolicus A6

et al. 2007

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“…4 V) [36]; 6) the hydroxyquinol pathway responsible of an intradiol-type cleavage of 4-hydroxysalicylate/hydroxyquinol leading to aceyl-CoA and succinyl-CoA (Fig. 4 VI) [37]; 7) the homoprotocatechuate pathway encoded by the hpc genes and involved in the extradiol-type cleavage of homoprotocatechuate (Fig. 4 VII); 8) lastly, a putative metabolic pathway for an unknown substrate that would be made up of a hydroxylase, an extradiol dioxygenase and a hydrolase (Fig.…”

Section: Resultsmentioning

confidence: 99%

New insights into the genome of Rhodococcus ruber strain Chol-4

et al. 2019

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Background Rhodococcus ruber strain Chol-4, a strain isolated from a sewage sludge sample, is able to grow in minimal medium supplemented with several compounds, showing a broad catabolic capacity. We have previously determined its genome sequence but a more comprehensive study of their metabolic capacities was necessary to fully unravel its potential for biotechnological applications. Results In this work, the genome of R. ruber strain Chol-4 has been re-sequenced, revised, annotated and compared to other bacterial genomes in order to investigate the metabolic capabilities of this microorganism. The analysis of the data suggests that R. ruber Chol-4 contains several putative metabolic clusters of biotechnological interest, particularly those involved on steroid and aromatic compounds catabolism. To demonstrate some of its putative metabolic abilities, R. ruber has been cultured in minimal media containing compounds belonging to several of the predicted metabolic pathways. Moreover, mutants were built to test the naphtalen and protocatechuate predicted catabolic gene clusters. Conclusions The genomic analysis and experimental data presented in this work confirm the metabolic potential of R. ruber strain Chol-4. This strain is an interesting model bacterium due to its biodegradation capabilities. The results obtained in this work will facilitate the application of this strain as a biotechnological tool. Electronic supplementary material The online version of this article (10.1186/s12864-019-5677-2) contains supplementary material, which is available to authorized users.

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“…The first pathway converts hydroxyquinol through intradiol ring cleavage to maleylacetate (Chapman and Ribbons, 1976;Daubaras et al, 1996). In Nocardioides simplex, this conversion is catalyzed by hydroxyquinol 1,2-dioxygenase (ChqB) (Travkin et al, 2006). Maleylacetate is then converted to 3-oxoadipate by maleylacetate reductase (LinF), after which it is converted to 3-oxoadipate-SCoA and further to acetyl-CoA and succinate that enters the TCA cycle (Endo et al, 2005).…”

Section: Hydroxyquinol and Hydroquinone Ring Cleavagementioning

confidence: 99%

A comparison between the homocyclic aromatic metabolic pathways from plant-derived compounds by bacteria and fungi

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Dilokpimol

Visser

et al. 2019

Biotechnology Advances

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Aromatic compounds derived from lignin are of great interest for renewable biotechnical applications. They can serve in many industries e.g. as biochemical building blocks for bioplastics or biofuels, or as antioxidants, flavor agents or food preservatives. In nature, lignin is degraded by microorganisms, which results in the release of homocyclic aromatic compounds. Homocyclic aromatic compounds can also be linked to polysaccharides, tannins and even found freely in plant biomass. As these compounds are often toxic to microbes already at low concentrations, they need to be degraded or converted to less toxic forms. Prior to ring cleavage, the plant-and lignin-derived aromatic compounds are converted to seven central ring-fission intermediates, i.e. catechol, protocatechuic acid, hydroxyquinol, hydroquinone, gentisic acid, gallic acid and pyrogallol through complex aromatic metabolic pathways and used as energy source in the tricarboxylic acid cycle. Over the decades, bacterial aromatic metabolism has been described in great detail. However, the studies on fungal aromatic pathways are scattered over different pathways and species, complicating a comprehensive view of fungal aromatic metabolism. In this review, we depicted the similarities and differences of the reported aromatic metabolic pathways in fungi and bacteria. Although both microorganisms share the main conversion routes, many alternative pathways are observed in fungi. Understanding the microbial aromatic metabolic pathways could lead to metabolic engineering for strain improvement and promote valorization of lignin and related aromatic compounds.

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Hydroxyquinol Pathway for Microbial Degradation of Halogenated Aromatic Compounds

Cited by 10 publications

References 84 publications

Degradation of mixtures of phenolic compounds by Arthrobacter chlorophenolicus A6

Degradation of mixtures of phenolic compounds by Arthrobacter chlorophenolicus A6

New insights into the genome of Rhodococcus ruber strain Chol-4

A comparison between the homocyclic aromatic metabolic pathways from plant-derived compounds by bacteria and fungi

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