dienelactone and maleoylacetic-acid

dienelactone has been researched along with maleoylacetic-acid* in 2 studies

Other Studies

2 other study(ies) available for dienelactone and maleoylacetic-acid

ArticleYear
Pseudomonas aeruginosa strain RW41 mineralizes 4-chlorobenzenesulfonate, the major polar by-product from DDT manufacturing.
    Environmental microbiology, 2008, Volume: 10, Issue:6

    Pseudomonas aeruginosa RW41 is the first bacterial strain, which could be isolated by virtue of its capability to mineralize 4-chlorobenzenesulfonic acid (4CBSA), the major polar by-product of the chemical synthesis of 1,1,1-trichloro-2,2-bis-(4-chlorophenyl)ethane (DDT). This capability makes the isolate a promising candidate for the development of bioremediation technologies. The bacterial mineralization of 4CBSA proceeds under oxygenolytic desulfonation and transient accumulation of sulfite which then is oxidized to sulfate. High enzyme activities for the turnover of 4-chlorocatechol were measured. The further catabolism proceeded through 3-chloromuconate and, probably, the instable 4-chloromuconolactone, which is directly hydrolyzed to maleylacetate. Detectable levels of maleylacetate reductase were only present when cells were grown with 4CBSA. When the ordinary catechol pathway was induced during growth on benzenesulfonate, catechol was ortho-cleaved to cis,cis-muconate and a partially purified muconate cycloisomerase transformed it to muconolactone in vitro. The same enzyme transformed 3-chloro-cis,cis-muconate into cis-dienelactone (76%) and the antibiotically active protoanemonin (24%). These observations are indicative for a not yet highly evolved catabolism for halogenated substrates by bacterial isolates from environmental samples which, on the other hand, are able to productively recycle sulfur and chloride ions from synthetic haloorganosulfonates.

    Topics: Benzenesulfonates; Catechols; Chromatography, Ion Exchange; DDT; Furans; Hydrocarbons, Halogenated; Intramolecular Lyases; Lactones; Maleates; Metabolic Networks and Pathways; Oxidation-Reduction; Pseudomonas aeruginosa; Sorbic Acid; Sulfates; Sulfites

2008
Monitoring key reactions in degradation of chloroaromatics by in situ (1)H nuclear magnetic resonance: solution structures of metabolites formed from cis-dienelactone.
    Journal of bacteriology, 2002, Volume: 184, Issue:5

    A (1)H nuclear magnetic resonance ((1)H NMR) assay was used to study the enzymatic transformation of cis-dienelactone, a central intermediate in the degradation of chloroaromatics. It was shown that the product of the cis-dienelactone hydrolase reaction is maleylacetate, in which there is no evidence for the formation of 3-hydroxymuconate. Under acidic conditions, the product structure was 4-carboxymethyl-4-hydroxybut-2-en-4-olide. Maleylacetate was transformed by maleylacetate reductase into 3-oxoadipate, a reaction competing with spontaneous decarboxylation into cis-acetylacrylate. One-dimensional (1)H NMR in (1)H(2)O could thus be shown to be an excellent noninvasive tool for monitoring enzyme activities and assessing the solution structure of substrates and products.

    Topics: Biodegradation, Environmental; Carboxylic Ester Hydrolases; Cupriavidus necator; Hydrogen; Lactones; Magnetic Resonance Spectroscopy; Maleates; Oxidoreductases; Oxidoreductases Acting on CH-CH Group Donors

2002