Dimethylphthalate hydrolysis by specific microbial esterase

Véga, Danielle; Bastide, J.

doi:10.1016/s0045-6535(03)00035-3

Cited by 74 publications

(45 citation statements)

References 7 publications

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“…The initial step in the metabolism of phthalate esters is hydrolysis of ester bond by esterase/hydrolase to yield monoesters and then phthalate isomer [49,66,71,78,83,100]. Esterases/hydrolase are inducible and show broad substrate specifi city [10,14,78,83,102], while few are specifi c [103].…”

Section: Esterase/hydrolasementioning

confidence: 99%

Bacterial degradation of phthalate isomers and their esters

Vamsee-Krishna

Phale

2008

Indian J Microbiol

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Phthalate isomers and their esters are used heavily in various industries. Excess use and leaching from the product pose them as major pollutants. These chemicals are toxic, teratogenic, mutagenic and carcinogenic in nature. Various aspects like toxicity, diversity in the aerobic bacterial degradation, enzymes and genetic organization of the metabolic pathways from various bacterial strains are reviewed here. Degradation of these esters proceeds by the action of esterases to form phthalate isomers, which are converted to dihydroxylated intermediates by specifi c and inducible phthalate isomer dioxygenases. Metabolic pathways of phthalate isomers converge at 3,4-dihydroxybenzoic acid, which undergoes either ortho-or meta-ring cleavage and subsequently metabolized to the central carbon pathway intermediates. The genes involved in the degradation are arranged in operons present either on plasmid or chromosome or both, and induced by specifi c phthalate isomer. Understanding metabolic pathways, diversity and their genetic regulation may help in constructing bacterial strains through genetic engineering approach for effective bioremediation and environmental clean up.

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Section: Esterase/hydrolasementioning

confidence: 99%

Bacterial degradation of phthalate isomers and their esters

Vamsee-Krishna

Phale

2008

Indian J Microbiol

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“…Microbe-mediated transformation of dimethyl phthalate (DMP) proceeds under both aerobic (Tabak et al 1981;Ribbons et al 1984;Vega and Bastide 2003;Zeng et al 2004) and anaerobic (Kleezerbezem et al 1999a;Wang et al 2000) conditions. Biotransformation by an aerobic consortium to the monomethyl isomer, then to phthalic acid, involves cleavage of the ester bond (Niazi et al 2001;Vega and Bastide 2003).…”

Section: Phthalate Plasticizersmentioning

confidence: 99%

“…Biotransformation by an aerobic consortium to the monomethyl isomer, then to phthalic acid, involves cleavage of the ester bond (Niazi et al 2001;Vega and Bastide 2003). Rapid aerobic transformation of DMP (100 percent in 7 days) occurred using domestic wastewater inocula amended with yeast extract in batch cultures (Tabak et al 1981).…”

Section: Phthalate Plasticizersmentioning

confidence: 99%

Environmental Transport and Fate Process Descriptors for Propellant Compounds

Mirecki¹,

Porter²,

Weiss³

2006

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Sustainable management of Army training ranges requires quantification of the distribution, transport, and fate of munitions constituents (propellants and explosives) in soil, surface and groundwater. Propellant formulations are mixtures consisting of energetic compounds, binders, stabilizers, and burning-rate modifiers. Factors that affect the transport and fate of these diverse compounds include dissolution, sorption, biotransformation, volatilization, and photochemical transformation. This report summarizes the current understanding of these processes, and provides process descriptors for propellant compounds. Results of leaching experiments on representative single-base, double-base, and triple-base propellant mixtures also are presented.

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“…Phthalate predominantly derives from biodegradation of phthalic acid esters (PAE) via sequential hydrolysis by esterases; it is therefore considered as a xenobiotic compound (Engelhardt and Wallnöfer, 1978;Benckiser and Ottow, 1982;Shelton et al, 1984;Vega and Bastide, 2003;Maruyama et al, 2005). PAE are used worldwide as plasticizers to enhance flexibility and other technical properties of crude oil-derived materials (Mersiowsky et al, 2001).…”

Section: Introductionmentioning

confidence: 99%

An unusual strategy for the anoxic biodegradation of phthalate

et al. 2016

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In the past two decades, the study of oxygen-independent degradation of widely abundant aromatic compounds in anaerobic bacteria has revealed numerous unprecedented enzymatic principles. Surprisingly, the organisms, metabolites and enzymes involved in the degradation of o-phthalate (1,2-dicarboxybenzene), mainly derived from phthalate esters that are annually produced at the million ton scale, are sparsely known. Here, we demonstrate a previously unknown capacity of complete phthalate degradation in established aromatic compound-degrading, denitrifying model organisms of the genera Thauera, Azoarcus and 'Aromatoleum'. Differential proteome analyses revealed phthalate-induced gene clusters involved in uptake and conversion of phthalate to the central intermediate benzoyl-CoA. Enzyme assays provided in vitro evidence for the formation of phthaloyl-CoA by a succinyl-CoA-and phthalate-specific CoA transferase, which is essential for the subsequent oxygen-sensitive decarboxylation to benzoyl-CoA. The extreme instability of the phthaloyl-CoA intermediate requires highly balanced CoA transferase and decarboxylase activities to avoid its cellular accumulation. Phylogenetic analysis revealed phthaloyl-CoA decarboxylase as a novel member of the UbiD-like, (de)carboxylase enzyme family. Homologs of the encoding gene form a phylogenetic cluster and are found in soil, freshwater and marine bacteria; an ongoing global distribution of a possibly only recently evolved degradation pathway is suggested.

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Dimethylphthalate hydrolysis by specific microbial esterase

Cited by 74 publications

References 7 publications

Bacterial degradation of phthalate isomers and their esters

Bacterial degradation of phthalate isomers and their esters

Environmental Transport and Fate Process Descriptors for Propellant Compounds

An unusual strategy for the anoxic biodegradation of phthalate

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