Multi-elemental C-Br-Cl isotope analysis for characterizing biotic and abiotic transformations of 1-bromo-2-chloroethane (BCE)

Yankelzon, Irina; Englman, Tzofia; Bernstein, Anat; Siebner, Hagar; Ronen, Zeev; Gelman, Faina

doi:10.1007/s11356-020-08870-6

Cited by 8 publications

(12 citation statements)

References 37 publications

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“…Significant loss of BCE was observed in the control bottle. Nevertheless, this is not due to degradation because the isotopic composition of carbon in this bottle remains stable (δ 13 C of −43.02‰), while in the active one a strong 13 C enrichment of BCE was observed (Yankelzon et al 2019 [40]).…”

Section: Dehalogenation Potential Of the Groundwater Microbial Communitymentioning

confidence: 95%

The Spatial Distribution of the Microbial Community in a Contaminated Aquitard below an Industrial Zone

Balaban

Yankelzon

Adar

et al. 2019

Water

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The industrial complex Neot Hovav, in Israel, is situated above an anaerobic fractured chalk aquitard, which is polluted by a wide variety of hazardous organic compounds. These include volatile and non-volatile, halogenated, organic compounds. In this study, we characterized the indigenous bacterial population in 17 boreholes of the groundwater environment, while observing the spatial variations in the population and structure as a function of distance from the polluting source. In addition, the de-halogenating potential of the microbial groundwater population was tested through a series of lab microcosm experiments, thus exemplifying the potential and limitations for bioremediation of the site. In all samples, the dominant phylum was Proteobacteria. In the production plant area, the non-obligatory organo-halide respiring bacteria (OHRB) Firmicutes Phylum was also detected in the polluted water, in abundancies of up to 16 %. Non-metric multidimensional scaling (NMDS) analysis of the microbial community structure in the groundwater exhibited clusters of distinct populations following the location in the industrial complex and distance from the polluting source. Dehalogenation of halogenated ethylene was demonstrated in contrast to the persistence of brominated alcohols. Persistence is likely due to the chemical characteristics of brominated alcohols, and not because of the absence of active de-halogenating bacteria.

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Section: Dehalogenation Potential Of the Groundwater Microbial Communitymentioning

confidence: 95%

The Spatial Distribution of the Microbial Community in a Contaminated Aquitard below an Industrial Zone

Balaban

Yankelzon

Adar

et al. 2019

Water

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“…Reaction was performed according to the procedure reported earlier by Yankelzon et al 5 Briefly, a dehalogenating enzyme (final concentration 0.5 μg/mL) was added into a solution of the halogenated substrate (0.2 mM) in glycine buffer (pH 8.6). The reaction was carried out at 37 °C.…”

Section: Determination Of Carbon and Bromine Isotope Effects During E...mentioning

confidence: 99%

“…A very recent study on dehalogenation of 1-bromo-2-chloroethane by DhaA by some of us highlighted the need of going to this direction. 5 The authors concluded that the C-Br bond cleavage is the rate determining step in that reaction based on the significant carbon KIE of 1.060, quite moderate Br KIE of 1.0013 and almost nondetectable Cl KIE. It is quite an interesting finding as all/most previous studies on the DhaA-catalyzed reaction indicated rather a product release as a rate-limiting step.…”

Section: Introductionmentioning

confidence: 99%

The Fate of Various Halogenated Organics in the Active Sites of LinB and DhaA Dehalogenases – A Combined Experimental and Computational Study

Sowińska

Krzemińska

Englman

et al. 2022

Preprint

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LinB and DhaA are well-known haloalkane dehalogenases (HLDs) capable of converting a plethora of halogenated alkanes, also those considered persistent pollutants. One way of studying the nature and efficiency of these important enzymes is to measure the kinetic isotope effect (KIE) on the metabolized reaction, in particular leaving group (either chloride or bromide) KIE. Although the general mechanism via which these two dehalogenating enzymes operate has been already studied and described, the isotope effects data providing information on the mechanistic details, especially Br KIE are scarce. In this work we aimed at gaining insights into the enzymatic dehalogenation of dibromo- and bromo-chloro- ethanes by LinB and DhaA, by combining experimental and computational methods. A model developed this way has been subsequently extended to dihalopropanes. Using the predicted free energy surface of the reaction catalyzed by HLD and kinetic isotope effects based on QM/MM calculations it has been demonstrated that with respect to the magnitudes of Br KIE conversion of 1,2-dibromoethane, 1-bromo-2-chloroethane or 1,2-dibromopropane, and therefore also other propanes should not differ. In the case of C KIE the scenario might be different as depending on the carbon position adjacent to the eliminated bromine substituent one can observe either larger or smaller isotope effect (~1.06 or 1.04 for the primary and secondary position, respectively). By predicting halogen binding isotope effects (BIEs) as well as computing interaction energy for each HLD-ligand complex the binding event preceding a chemical change in the active site has been characterized. The magnitude and direction of BIEs are discussed thoroughly by invoking the dynamics and the architecture of each active site, the strength of interactions with the first shell residues, and pointing to the dominating forces determining the binding of each of the studied ligands.

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“…The researchers emphasized the need for chlorine isotope standards that encompass a wider range of isotopic values to ensure accurate results and provide a basis for accurate chlorine CSIA. Yankelzon et al 134 presented a benchmark for the routine application of Br–Cl-CSIA of micropollutants with numerous carbon atoms, Br, and Cl. This would allow it to be used for newer classes of contaminants, such as chlorinated pesticides.…”

Section: Future Outlook and Challengesmentioning

confidence: 99%

Photodegradation of pesticides using compound-specific isotope analysis (CSIA): a review

et al. 2021

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Multi-elemental C-Br-Cl isotope analysis for characterizing biotic and abiotic transformations of 1-bromo-2-chloroethane (BCE)

Cited by 8 publications

References 37 publications

The Spatial Distribution of the Microbial Community in a Contaminated Aquitard below an Industrial Zone

The Spatial Distribution of the Microbial Community in a Contaminated Aquitard below an Industrial Zone

The Fate of Various Halogenated Organics in the Active Sites of LinB and DhaA Dehalogenases – A Combined Experimental and Computational Study

Photodegradation of pesticides using compound-specific isotope analysis (CSIA): a review

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