A multidisciplinary investigation of the technical and environmental performances of TAML/peroxide elimination of Bisphenol A compounds from water

Onundi, Yusuf Bamidele; Drake, Bethany A.; Malecky, Ryan T.; DeNardo, Matthew A.; Mills, Matthew R.; Kundu, Soumen; Ryabov, Alexander D.; Beach, Evan S.; Horwitz, Colin P.; Simonich, Michael T.; Truong, Lisa; Tanguay, Robert L.; Wright, L. James; Singhal, Naresh; Collins, Terrence J.

doi:10.1039/c7gc01415e

Cited by 46 publications

(32 citation statements)

References 388 publications

(499 reference statements)

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“…The decontamination of the water supply from a variety of organic pollutants (Cravotto et al, 2005 ), including phthalates (Przybylinska and Wyszkowski, 2016 ), biphenyls (Benoit et al, 2016 ), and bisphenol derivatives (Onundi et al, 2017 ) is an important challenge with a variety of industrial and public health applications (Foo and Hameed, 2010 ; Shah et al, 2016 ). Methods to achieve such decontamination to facilitate access to clean drinking water tend to rely on the application of large quantities of disinfectants, oxidants, or decomposition reagents (Kim et al, 1999 ), with newer methods including the use of photochemical (Laxma Reddy et al, 2017 ), electrochemical (Oturan et al, 2009 ), and sonochemical (Joseph et al, 2009 ) decontamination procedures.…”

Section: Introductionmentioning

confidence: 99%

Use of α-cyclodextrin to Promote Clean and Environmentally Friendly Disinfection of Phenolic Substrates via Chlorine Dioxide Treatment

et al. 2020

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The use of chlorine dioxide to disinfect drinking water and ameliorate toxic components of wastewater has significant advantages in terms of providing safe water. Nonetheless, significant drawbacks toward such usage remain. These drawbacks include the fact that toxic byproducts of the disinfection agents are often formed, and the complete removal of such agents can be challenging. Reported herein is one approach to solving this problem: the use of α-cyclodextrin to affect the product distribution in chlorine dioxide-mediated decomposition of organic pollutants. The presence of α-cyclodextrin leads to markedly more oxidation and less aromatic chlorination, in a manner that is highly dependent on analyte structure and other reaction conditions. Mechanistic hypotheses are advanced to explain the cyclodextrin effect, and the potential for use of α-cyclodextrin for practical wastewater treatment is also discussed.

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Section: Introductionmentioning

confidence: 99%

Use of α-cyclodextrin to Promote Clean and Environmentally Friendly Disinfection of Phenolic Substrates via Chlorine Dioxide Treatment

et al. 2020

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“…TAML/H 2 O 2 eradicates adult fish feminization produced by the reproductive pill estrogen, ethinylestradiol, EE2 ( Mills et al., 2015 ). Receptor activation ( Ellis et al., 2009 ) and bacterial assays ( Chen et al., 2012 ; Onundi et al., 2017 ) showed no low-dose adverse effects for the studied TAMLs. We plan to do many more EDC screening assays for any catalyst that might proceed to commercial development.…”

Section: Resultsmentioning

confidence: 90%

“…TAML-catalyzed degradation of organic compounds by H 2 O 2 often produces acetone as in the case of bisphenol A ( Onundi et al., 2017 ). Acetone was detected as a propranolol degradation product by 1 H NMR in D 2 O at 2.26 ppm (literature value of 2.22 ppm, Gottlieb et al., 1997 ) ( Figure S8 ).…”

Section: Resultsmentioning

confidence: 99%

“…In 2013, a large team of endocrine disruption researchers and green chemists published their collective wisdom on which assays are suitable for detecting endocrine disruption ( Schug et al., 2013 ). We have previously used the widely employed zebrafish model (embryo and adult) ( McCollum et al., 2011 ) to assess the toxicity of TAML catalysts and processes ( Onundi et al., 2017 ; Truong et al, 2013a , 2013b ). No low-dose toxicity was observed for a member of the latest generation of TAMLs tested via the mouse uterotrophic assay ( Warner et al., 2019 ).…”

Section: Resultsmentioning

confidence: 99%

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Quantifying evolving toxicity in the TAML/peroxide mineralization of propranolol

et al. 2021

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Summary Oxidative water purification of micropollutants (MPs) can proceed via toxic intermediates calling for procedures for connecting degrading chemical mixtures to evolving toxicity. Herein, we introduce a method for projecting evolving toxicity onto composite changing pollutant and intermediate concentrations illustrated through the TAML/H 2 O 2 mineralization of the common drug and MP, propranolol. The approach consists of identifying the key intermediates along the decomposition pathway (UPLC/GCMS/NMR/UV-Vis), determining for each by simulation and experiment the rate constants for both catalytic and noncatalytic oxidations and converting the resulting predicted concentration versus time profiles to evolving composite toxicity exemplified using zebrafish lethality data. For propranolol, toxicity grows substantially from the outset, even after propranolol is undetectable, echoing that intermediate chemical and toxicity behaviors are key elements of the environmental safety of MP degradation processes. As TAML/H 2 O 2 mimics mechanistically the main steps of peroxidase catalytic cycles, the findings may be relevant to propranolol degradation in environmental waters.

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“…Widely utilized remediation techniques are expensive and not ecologically viable 23 . Chemical degradation using nanotechnology, TAML (Tetra-amido macrocyclic ligand)/H 2 O 2 complex and other methods have demonstrated only minimal success, and the potential toxicity of these chemicals on the environment is a concern 24,25 .…”

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confidence: 99%

Phytoremediation potential of switchgrass (Panicum virgatum), two United States native varieties, to remove bisphenol-A (BPA) from aqueous media

Phouthavong-Murphy

Merrill

Zamule

et al. 2020

Sci Rep

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plastic wastes burdening earth's water and accumulating on land, releasing toxic leachates, are one of the greatest global threats of our time. Bisphenol-A (BpA), a potent endocrine disrupting compound, is a synthetic ingredient of the polycarbonate plastics and epoxy resins used in food containers, cans, and water bottles. Bisphenol-A's rising concentrations in the environment require a sustainable alternative to current removal practices, which are expensive and/or ecologically unsafe. Switchgrass offers a safe alternative. to investigate its potential for BpA removal, two United States native switchgrass varieties where tested in hydroponic media. Results show minimal hydrolysis and photolysis of BPA over 55 days, confirming its persistence. Both generic and heavy metal switchgrass exhibited statistically significant (p < 0.0001) BPA removal (40% and 46%, respectively) over approximately 3 months, underscoring switchgrass's effectiveness for BPA removal. Significantly higher (p < 0.005) BPA accumulation in roots than shoots and nonsignificant variances in biomass, chlorophyll (p > 0.19), and peroxidase between BpA-treated and untreated plants indicates substantial BpA tolerance in both varieties. Kinetic parameters of BpA removal and translocation factors were also determined, which will inform the design of BPA removal phytotechnologies for a variety of soil conditions, including landfills where BPA accumulation is greatest. Discovered in the 1890s, as a potential drug, 4,4′-(propane-2,2-diyl)diphenol (bisphenol-a, BPA) was later found to be useful in plastic production 1. Manufacturing companies use large quantities of BPA in polyacrylamide, which is distributed to the public in food containers, baby bottles, and a variety of other consumer products 2. In 2012, worldwide BPA production reached an estimated 6.5 million tons per year, with predicted increases of 4.6% annually until 2019 3,4. In 2015, an estimated 7.7 million tons of BPA were produced, representing an even greater increase (6% per year) than initially predicted 5. By the end of 2022, production is estimated to be 10.6 million tons 5. Products containing BPA do not remain in use indefinitely, it is estimated over 450 tons of BPA are released into the environment annually 6. In 2012, the United States (U.S.) Food and Drug Administration banned BPA in infant products due to controversy over developmental toxicity risks 7,8. However, BPA is still utilized in the production of a variety of plastics for other consumer uses, including polyvinyl chloride, polycarbonate, and thermal receipt paper 9. Despite its widespread use, BPA has been linked to numerous adverse health outcomes, including infertility, tumor growth, and obesity 10-12. Bisphenol-A exposure occurs, since the potential exists for BPA to leach out of disposed BPA containing products into the environment through degradation, posing a risk to humans who accidentally consume BPA through food and/or drinking water and organisms who come into contact with polluted areas 13-15. Cellular functi...

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A multidisciplinary investigation of the technical and environmental performances of TAML/peroxide elimination of Bisphenol A compounds from water

Abstract: A multidisciplinary investigation of the technical and environmental performances of TAML/peroxide elimination of Bisphenol A compounds from water: destruction, oligomerisation, mechanisms, end product toxicity, and applications.

Cited by 46 publications

References 388 publications

Use of α-cyclodextrin to Promote Clean and Environmentally Friendly Disinfection of Phenolic Substrates via Chlorine Dioxide Treatment

Use of α-cyclodextrin to Promote Clean and Environmentally Friendly Disinfection of Phenolic Substrates via Chlorine Dioxide Treatment

Quantifying evolving toxicity in the TAML/peroxide mineralization of propranolol

Phytoremediation potential of switchgrass (Panicum virgatum), two United States native varieties, to remove bisphenol-A (BPA) from aqueous media

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