Potential early intermediates in anaerobic benzoate degradation by Rhodopseudomonas palustris

  title={Potential early intermediates in anaerobic benzoate degradation by Rhodopseudomonas palustris},
  author={Katharine J. Gibson and Janet L. Gibson},
  journal={Applied and Environmental Microbiology},
  pages={696 - 698}
  • K. Gibson, J. Gibson
  • Published 1 February 1992
  • Chemistry, Medicine
  • Applied and Environmental Microbiology
Alkali-treated extracts of Rhodopseudomonas palustris growing photosynthetically on benzoate were examined by gas chromatography/mass spectrometry for partially reduced benzoate derivatives. Two cyclic dienes, cyclohexa-2,5-diene-1-carboxylate and cyclohexa-1,4-diene-1-carboxylate, were detected. Either compound supported cell growth as effectively as benzoate. These results suggest that these cyclohexadienecarboxylates, probably as their coenzyme A esters, are the initial reduction products… 
Photometabolism of Heterocyclic Aromatic Compounds by Rhodopseudomonas palustris OU 11
The effects of various concentrations of heterocyclic compounds on growth suggest that higher concentrations of these compounds inhibit growth and are toxic.
Anaerobic Metabolism of Cyclohex-1-Ene-1-Carboxylate, a Proposed Intermediate of Benzoate Degradation, by Rhodopseudomonas palustris
Anaerobic benzoate degradation by the phototrophic bacterium Rhodopseudomonas palustris has been proposed to proceed via aromatic ring reduction reactions leading to cyclohex-1-ene- 1-carboxyl-coenzyme A (CoA) formation, providing a first demonstration of an alicyclic ring cleavage activity.
Hydrogen production from aromatic acids byRhodopseudomonas palustris
The capability of five strains of the phototrophic bacteriumRhodopseudomonas palustris to produce molecular hydrogen (H2) from the aromatic acids benzoate,p-hydroxybenzoate, cinnamate and D- and
Hydrogen production from aromatic acids byRhodopseudomonas palustris
The capability of five strains of the phototrophic bacteriumRhodopseudomonas palustris to produce molecular hydrogen (H2) from the aromatic acids benzoate,p-hydroxybenzoate, cinnamate and D- and
Anaerobic growth of Rhodopseudomonas palustris on 4-hydroxybenzoate is dependent on AadR, a member of the cyclic AMP receptor protein family of transcriptional regulators
Results indicate that AadR functions as a transcriptional activator of anaerobic aromatic acid degradation, similar to a family of transcriptional regulators which includes Escherichia coli Fnr and Crp, Pseudomonas aeruginosa Anr, and rhizobial FixK and FixK-like proteins.
Metabolism of cyclohexane carboxylic acid by the photosynthetic bacteriumRhodopseudomonas palustris
The presence of a thioesterase that effectively hydrolyzes cyclo hexane carboxyl-CoA suggests that transient production of cyclohexane car boxylate is a physiological response to temporary excess of reductant during metabolism of aromatic compounds.
Biodegradation and metabolism of unusual carbon compounds by anoxygenic phototrophic bacteria.
The growing knowledge on the metabolism of a number of other carbon sources, particularly polymers (starch, poly(3-hydroxyalkanoates), aromatic compounds (natural and xenobiotic), one-carbon compounds, alcohols, aliphatic hydrocarbons and higher fatty acids, and their influence on various cellular activities of purple non-sulfur bacteria are surveyed.
Degradation of aromatic compounds by nonsulfur purple bacteria
Methods for assessing which type of microorganism plays the major role in degrading natural or unnatural aromatic nucleus-containing compounds in natural environments are not adequate for determining how important the role of nonsulfur photosynthetic bacteria may be on a global scale.
4-Hydroxybenzoate-coenzyme A ligase from Rhodopseudomonas palustris: purification, gene sequence, and role in anaerobic degradation
The gene encoding the 4-hydroxybenzoate enzyme was cloned and sequenced and showed about 20% amino acid identity with bacterial coenzyme A ligases involved in aerobic degradation of aromatic acids, indicating that the enzyme is essential for anaerobic degradation of this compound.
Small-Molecule Acetylation Controls the Degradation of Benzoate and Photosynthesis in Rhodopseudomonas palustris
This work shows that the BadL protein of Rhodopseudomonas palustris has N-acetyltransferase activity and that this activity is required for the catabolism of benzoate under photosynthetic conditions


Involvement of Coenzyme A Esters in the Metabolism of Benzoate and Cyclohexanecarboxylate by Rhodopseudomonas palustris
SUMMARY: Rhodopseudomonas palustris was grown on benzoate, cyclohexanecarboxylate or succinate under anaerobic or aerobic conditions. Studies of oxygen uptake by intact bacteria indicated that
The metabolism of aromatic compounds by Rhodopseudomonas palustris. A new, reductive, method of aromatic ring metabolism.
The photometabolism of benzoate is accomplished by a novel reductive pathway involving its reduction to cyclohex- 1-ene-1-carboxylate, followed by hydration to 2-hydroxycyclohexanecarboxylates, and after dehydrogenation to2-oxocyclohexAnecar boxylate further hydration results in ring-fission and the production of pimelate.
Uptake of benzoate by Rhodopseudomonas palustris grown anaerobically in light
The very effective uptake of external benzoate can be explained by its conversion to benzoyl CoA immediately after its passage across the cell membrane by simple or facilitated diffusion, which would serve to maintain a downhill concentration gradient between the cell cytoplasm and the cell surroundings, even at very low external Benzoate concentrations.
Purification and properties of benzoate-coenzyme A ligase, a Rhodopseudomonas palustris enzyme involved in the anaerobic degradation of benzoate
The kinetic properties of the enzyme match the kinetics of substrate uptake by whole cells and confirm a role for benzoate-CoA ligase in maintaining entry of Benzoate into cells as well as in catalyzing the first step in the anaerobic degradation of benzoates by R. palustris.
The metabolism of benzoate by Moraxella species through anaerobic nitrate respiration. Evidence for a reductive pathway.
Subsequent events in the Moraxella culture differ from those occurring with Rhodopseudomonas palustris; decarboxylation precedes hydrolytic cleavage of the alicyclic ring to produce adipate in the former, whereas in the latter the keto ester undergoes direct hydrolysis fission to pimelate.
Anaerobic and aerobic metabolism of diverse aromatic compounds by the photosynthetic bacterium Rhodopseudomonas palustris
Results show that R. palustris is far more versatile in terms of aromatic degradation than had been previously demonstrated, and has two major anaerobic routes for aromatic ring fission, one that passes through benzoate and one that passed through 4-hydroxybenzoate.
[137] Preparation and assay of acyl coenzyme A and other thiol esters; use of hydroxylamine
Publisher Summary Two general methods for the synthesis of acyl coenzyme A and other thiol esters are described in this chapter. The first procedure an acid anhydride is allowed to react with the
Anaerobic degradation of aromatic compounds.
Benzoic acid, p. 778-792
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1 , 4 - Dihydrobenzoic acid ( 2 , 5 - cyclohexadiene - 1 - carboxylic acid ) , p . 400 - 402
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