Abiotic dealkylation and hydrolysis of atrazine by birnessite.

Abstract:

:Atrazine (2-chloro-4-ethylamino-6-isopropylamino-s-triazine) and its degradation products are important contaminants of world water systems and have effects on aquatic life. These effects are modulated by the degradation of atrazine, which depends, in part, on its reactivity with soil minerals. We have studied the degradation reaction of atrazine on synthetic birnessite (delta-MnO2) in the aqueous phase using a batch reactor and a developed high-performance liquid chromatography method. The reaction was studied in the absence of light at 25 degrees C and between pH 2.3 to pH 8.3. The reaction rates increased with decreasing pH and increasing delta-MnO2 loading, and they did not follow simple first-order kinetics. The major products are hydroxylated and mono- and didealkylatrazine. Ammeline and cyanuric acid also were detected. The half-life (t 1/2) for the degradation of atrazine was approximately 16.8 d and independent of oxygen. Manganese(II) evolution was a minor product. The mechanism of dealkylation involved proton transfer to Mn(IV)-stabilized oxo and imido bonds, with no net oxidation and reduction. Oxidation was a secondary reaction. The proposed abiotic pathway for the transformation of atrazine on delta-MnO2 was identical to the reported biotic pathway. Thus, delta-MnO2, a common soil component, facilitated the efficient N-dealkylation and hydrolysis of the herbicide atrazine at 25 degrees C, possibly via a nonoxidative mechanisms. The N-dealkylation has been attributed strictly to a biological process in soils.

journal_name

Environ Toxicol Chem

authors

Shin JY,Cheney MA

doi

10.1897/04-248r.1

subject

Has Abstract

pub_date

2005-06-01 00:00:00

pages

1353-60

issue

6

eissn

0730-7268

issn

1552-8618

journal_volume

24

pub_type

杂志文章
  • Lead distributions and risks in New Orleans following Hurricanes Katrina and Rita.

    abstract::During the last four years, significant effort has been devoted to understanding the effects that Hurricanes Katrina and Rita had on contaminant distribution and redistribution in New Orleans, Louisiana, USA, and the surrounding Gulf Coast area. Elevated concentrations were found for inorganic contaminants (including ...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1002/etc.205

    authors: Abel MT,Cobb GP,Presley SM,Ray GL,Rainwater TR,Austin GP,Cox SB,Anderson TA,Leftwich BD,Kendall RJ,Suedel BC

    更新日期:2010-07-01 00:00:00

  • Fate of atrazine in a grassed phytoremediation system.

    abstract::Atrazine is a well-known contaminant of surface waters and has been implicated in point-source pollution at agrochemical dealerships in the Midwest. Although the fate of atrazine has been well documented in soil and water, little is known about the fate of this contaminant and its metabolites within a grassed system. ...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1897/06-493R.1

    authors: Henderson KL,Belden JB,Coats JR

    更新日期:2007-09-01 00:00:00

  • Survival and reproduction of enchytraeid worms, Oligochaeta, in different soil types amended with energetic cyclic nitramines.

    abstract::Hexanitrohexaazaisowurtzitane (CL-20), a new polycyclic polynitramine, has the same functional nitramine groups (N-NO2) as the widely used energetic chemicals hexahydro-1,3,5-trinitro-1,3,5-triazacyclohexane (royal demolition explosive [RDX]) and octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (high-melting explosive...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1897/054-188r.1

    authors: Dodard SG,Sunahara GI,Kuperman RG,Sarrazin M,Gong P,Ampleman G,Thiboutot S,Hawari J

    更新日期:2005-10-01 00:00:00

  • Cytotoxicity and aryl hydrocarbon receptor-mediated activity of n-heterocyclic polycyclic aromatic hydrocarbons: structure-activity relationships.

    abstract::Toxic effects of many persistent organic pollutants (e.g., polychlorinated biphenyls or polychlorinated dibenzo-p-dioxins and furans) are mediated via the aryl hydrocarbon receptor (AhR). Although polycyclic aromatic hydrocarbons (PAHs) and their derivatives also activate AhR, their toxic effects remain to be fully el...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1897/05-388r.1

    authors: Sovadinová I,Bláha L,Janosek J,Hilscherová K,Giesy JP,Jones PD,Holoubek I

    更新日期:2006-05-01 00:00:00

  • A short life-cycle test with the epibenthic copepod Nitocra spinipes for sediment toxicity assessment.

    abstract::A new short life-cycle test methodology is presented to evaluate sublethal effects of contaminated sediments to the harpacticoid copepod species Nitocra spinipes. The method combines a 4-d survival-gravidity test with a 7-d development test. For water-only Cu exposures, the sensitivity of the development test endpoint...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1002/etc.513

    authors: Perez-Landa V,Simpson SL

    更新日期:2011-06-01 00:00:00

  • Seasonal study on the Cd, Se, and Zn uptake by natural coastal phytoplankton assemblages.

    abstract::We conducted a seasonal study of the uptake of Cd, Se(IV), and Zn by natural phytoplankton assemblages collected from two locations in Hong Kong coastal waters. Marine phytoplankton in Port Shelter was dominated by diatoms and cyanobacteria, while phytoplankton in Tolo Harbour was dominated by dinoflagellates. The nat...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1897/04-125r.1

    authors: Wang WX,Dei RC,Hong H

    更新日期:2005-01-01 00:00:00

  • Screening-level risk assessment of methylmercury for non-anadromous Arctic char (Salvelinus alpinus).

    abstract::Non-anadromous forms of Arctic char (Salvelinus alpinus), those that are restricted to lakes and rivers, typically have higher mercury (Hg) concentrations than anadromous forms, which migrate to and from the sea. Using tissue burden data from the literature and our own analyses, we performed a screening-level risk ass...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1002/etc.4341

    authors: Barst BD,Drevnick PE,Muir DCG,Gantner N,Power M,Köck G,Chéhab N,Swanson H,Rigét F,Basu N

    更新日期:2019-03-01 00:00:00

  • Vitellogenin induction by 17β-estradiol and 17α-ethynylestradiol in male Murray rainbowfish (Melanotaenia fluviatilis).

    abstract::Hepatic vitellogenin (VTG) mRNA and plasma protein assays were developed for the Murray rainbowfish (Melanotaenia fluviatilis), a native freshwater fish species in Australia. Adult male Murray rainbowfish were exposed to 17β-estradiol (E2) or 17α-ethynylestradiol (EE2) at 0, 1, 5, 10, 50, or 100 ng/L in a semistatic s...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1002/etc.660

    authors: Woods M,Kumar A

    更新日期:2011-11-01 00:00:00

  • Validation of an amphibian sperm inhibition toxicological test method using zinc.

    abstract::Analysis of sperm has been investigated as a possible method to examine the toxicity of environmental contaminants. The amphibian sperm inhibition toxicological test (ASITT) method examines the effects of contaminants on Xenopus laevis (African clawed frog) sperm motility and path trajectories. As part of a preliminar...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1897/03-573.1

    authors: Christensen JR,Bishop CA,Richardson JS,Pauli B,Elliott J

    更新日期:2004-12-01 00:00:00

  • Ebullition-facilitated transport of manufactured gas plant tar from contaminated sediment.

    abstract::Manufactured gas plant (MGP) tar and wastewater solids historically were discharged into the Penobscot River, Maine,USA, via a sewer at the Bangor Landing site. The tar and wastewater solids accumulated in riverbed sediment over a 5-hectare area downstream from the sewer outfall. Much of the tarry sediment is a harden...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1897/08-603.1

    authors: McLinn EL,Stolzenburg TR

    更新日期:2009-11-01 00:00:00

  • Evaluation of acute copper toxicity to juvenile freshwater mussels (fatmucket, Lampsilis siliquoidea) in natural and reconstituted waters.

    abstract::The influence of dissolved organic carbon (DOC) and water composition on the toxicity of copper to juvenile freshwater mussels (fatmucket, Lampsilis siliquoidea) were evaluated in natural and reconstituted waters. Acute 96-h copper toxicity tests werec onducted at four nominal DOC concentrations (0, 2.5, 5, and 10 mg/...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1897/08-655.1

    authors: Wang N,Mebane CA,Kunz JL,Ingersoll CG,May TW,Arnold WR,Santore RC,Augspurger T,Dwyer J,Barnhart MC

    更新日期:2009-11-01 00:00:00

  • Modeling the fate of polychlorinated biphenyls in the inner Oslofjord, Norway.

    abstract::A dynamic, segmented, multimedia fate and transport model has been developed, evaluated, and applied to gain insight regarding the behavior of seven polychlorinated biphenyl (PCB) congeners in the Inner Oslofjord (Norway). A comparison with a dated sediment core reveals that the model is not capable of reproducing som...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1897/03-343

    authors: Breivik K,Bjerkeng B,Wania F,Helland A,Magnusson J

    更新日期:2004-10-01 00:00:00

  • Sensitivity of ecological soil-screening levels for metals to exposure model parameterization and toxicity reference values.

    abstract::Ecological soil-screening levels (Eco-SSLs) were developed by the United States Environmental Protection Agency (USEPA) for the purposes of setting conservative soil screening values that can be used to eliminate the need for further ecological assessment for specific analytes at a given site. Ecological soil-screenin...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1002/etc.2675

    authors: Sample BE,Fairbrother A,Kaiser A,Law S,Adams B

    更新日期:2014-10-01 00:00:00

  • Plasma concentrations of organohalogenated pollutants in predatory bird nestlings: associations to growth rate and dietary tracers.

    abstract::The extent to which persistent organic pollutants (POPs) with different physicochemical properties originated from the food (dietary input) was assessed in raptor nestlings. Lipophilic polychlorinated biphenyl (PCB) 153, 1-dichloro-2,2-bis(p-chlorophenyl)ethylene (p,p'-DDE), and hexachlorobenzene (HCB), and protein-bo...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1002/etc.2329

    authors: Bustnes JO,Bårdsen BJ,Herzke D,Johnsen TV,Eulaers I,Ballesteros M,Hanssen SA,Covaci A,Jaspers VL,Eens M,Sonne C,Halley D,Moum T,Nøst TH,Erikstad KE,Ims RA

    更新日期:2013-11-01 00:00:00

  • Toxicity of aqueous fullerene in adult and larval Fundulus heteroclitus.

    abstract::Aqueous suspensions of fullerene aggregates (aqua-nC60) were used to investigate the movement of carbon-based nanomaterials in a marine water column and to determine their effects on different life stages of a marine teleost. Fullerene aggregates formed precipitates as a result of mixing in natural seawater, and level...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1897/07-632.1

    authors: Blickley TM,McClellan-Green P

    更新日期:2008-09-01 00:00:00

  • Defining the role of omics in assessing ecosystem health: Perspectives from the Canadian environmental monitoring program.

    abstract::Scientific reviews and studies continue to describe omics technologies as the next generation of tools for environmental monitoring, while cautioning that there are limitations and obstacles to overcome. However, omics has not yet transitioned into national environmental monitoring programs designed to assess ecosyste...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章,评审

    doi:10.1002/etc.3218

    authors: Bahamonde PA,Feswick A,Isaacs MA,Munkittrick KR,Martyniuk CJ

    更新日期:2016-01-01 00:00:00

  • Validation of a new standardized test method for the freshwater amphipod Hyalella azteca: Determining the chronic effects of silver in sediment.

    abstract::Environment Canada has developed a new 42-d sediment toxicity test method that includes a reproduction test endpoint with the freshwater amphipod Hyalella azteca. Because of concerns that existing standard methodologies, whereby adults are transferred to a water-only exposure before release of their first brood at day...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1002/etc.3453

    authors: Taylor LN,Novak L,Rendas M,Antunes PM,Scroggins RP

    更新日期:2016-10-01 00:00:00

  • Endocrine-disrupting effect of the ultraviolet filter benzophenone-3 in zebrafish, Danio rerio.

    abstract::The chemical ultraviolet (UV) filter benzophenone-3 (BP-3) is suspected to be an endocrine disruptor based on results from in vitro and in vivo testing. However, studies including endpoints of endocrine adversity are lacking. The present study investigated the potential endocrine-disrupting effects of BP-3 in zebrafis...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1002/etc.3129

    authors: Kinnberg KL,Petersen GI,Albrektsen M,Minghlani M,Awad SM,Holbech BF,Green JW,Bjerregaard P,Holbech H

    更新日期:2015-12-01 00:00:00

  • Effects of ethynylestradiol on the reproductive physiology in zebrafish (Danio rerio): time dependency and reversibility.

    abstract::Environmental pollution with natural or synthetic estrogens may pose a serious threat to reproduction of wildlife species. This study describes the effects of 17-alpha-ethynylestradiol (EE2) on fish reproductive organs in a laboratory model. Adult zebrafish were semistatically exposed to nominal concentrations of 0, 1...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:

    authors: Van den Belt K,Wester PW,van der Ven LT,Verheyen R,Witters H

    更新日期:2002-04-01 00:00:00

  • Persistence of the effects of Jet-A in a microcosm with releases from the sediment.

    abstract::This study investigates both the methods and the multispecies and functional level effects of a release of a complex hydrocarbon mixture from sediments using a 60-d modified mixed flask culture (MFC) microcosm. Neat Jet-A was injected and mixed into the sediment with one nondosed and three dosed concentrations. Univar...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:

    authors: Sandberg RS,Landis WG

    更新日期:2001-09-01 00:00:00

  • Bioaccumulation of metals in plants, arthropods, and mice at a seasonal wetland.

    abstract::Concentrations of arsenic, cadmium, copper, lead, and nickel were measured in soils, house mice (Mus musculus), and the main food items of this omnivorous mouse to examine the occurrence of these metals in selected components of a seasonal wetland. Soil concentrations of copper, lead, and (in some areas) nickel were e...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1897/1551-5028(2001)020<2617:bomipa>2.0.co;2

    authors: Torres KC,Johnson ML

    更新日期:2001-11-01 00:00:00

  • Complexity in multimedia mass balance models: when are simple models adequate and when are more complex models necessary?

    abstract::Three environmental multimedia models of varying degrees of complexity are compared to assess when simple models are adequate and when more complex models are advantageous. The simplest model, the level II (L-II) model, assumes all environmental media are at chemical equilibrium, whereas the more complex models treat ...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:

    authors: Cahill TM,Mackay D

    更新日期:2003-06-01 00:00:00

  • Evaluation of wastewater treatment by ozonation for reducing the toxicity of contaminants of emerging concern to rainbow trout (Oncorhynchus mykiss).

    abstract::Although conventional wastewater treatment technologies are effective at removing many contaminants of emerging concern (CECs) from municipal wastewater, some contaminants are not removed efficiently. Ozonation may be a treatment option for reducing the concentrations of recalcitrant CECs in wastewater, but this proce...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1002/etc.3952

    authors: Maya N,Evans J,Nasuhoglu D,Isazadeh S,Yargeau V,Metcalfe CD

    更新日期:2018-01-01 00:00:00

  • Legacy and Contaminants of Emerging Concern in Tree Swallows Along an Agricultural to Industrial Gradient: Maumee River, Ohio.

    abstract::Exposure to multiple classes of contaminants, both legacy and contaminants of emerging concern (CECs), were assessed in tree swallow (Tachycineta bicolor) tissue and diet samples from 6 sites along the Maumee River, Ohio, USA, to understand both exposure and possible effects of exposure to those CECs for which there a...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1002/etc.4792

    authors: Custer CM,Custer TW,Dummer PM,Schultz S,Tseng CY,Karouna-Renier N,Matson CW

    更新日期:2020-10-01 00:00:00

  • Toxicity of cadmium to early life stages of brown trout (Salmo trutta) at multiple water hardnesses.

    abstract::Toxicity of cadmium to early life stages of brown trout (Salmo trutta) was determined at multiple water hardnesses. Increasing water hardness decreased cadmium toxicity. Postswimup fry were much more sensitive than embryos and larvae. Chronic values from early life stage tests initiated with eyed embryos were 3.52, 6....

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1897/06-376r.1

    authors: Brinkman SF,Hansen DL

    更新日期:2007-08-01 00:00:00

  • Potentiation of the vitellogenic response to 17alpha-ethinylestradiol by cortisol in the fathead minnow Pimephales promelas.

    abstract::The effects of elevated plasma cortisol levels on vitellogenin (VTG) induction were examined in the fathead minnow (Pimephales promelas) in an attempt to evaluate the potential influence of stress on this commonly used biomarker of estrogenicity. Two separate experiments were conducted in which fish plasma cortisol wa...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1897/04-309r.1

    authors: Brodeur JC,Woodburn KB,Klecka GM

    更新日期:2005-05-01 00:00:00

  • Complexes of glutathione with heavy metal ions as a new biochemical marker of aquatic environment pollution.

    abstract::Reduced glutathione (GSH) plays a number of key roles in many biochemical pathways. This peptide is highly reactive and forms conjugates with other molecules via its sulfhydryl moiety. The interactions of the common heavy metal pollutant Cd(II) with GSH were determined by using the Brdicka reaction to evaluate whether...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1002/etc.78

    authors: Baloun J,Adam V,Trnkova L,Beklova M,Svobodova Z,Zeman L,Kizek R

    更新日期:2010-03-01 00:00:00

  • Tracking multiple modes of endocrine activity in Australia's largest inland sewage treatment plant and effluent- receiving environment using a panel of in vitro bioassays.

    abstract::Estrogenicity of sewage effluents, and related ecotoxicological effects in effluent-receiving environments, have been widely reported over the last 2 decades. However, relatively little attention has been given to other endocrine pathways that may be similarly disrupted by a growing list of contaminants of concern. Fu...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1002/etc.3051

    authors: Roberts J,Bain PA,Kumar A,Hepplewhite C,Ellis DJ,Christy AG,Beavis SG

    更新日期:2015-10-01 00:00:00

  • A molecular modeling analysis of polycyclic aromatic hydrocarbon biodegradation by naphthalene dioxygenase.

    abstract::A theoretical analysis was performed to examine the role of naphthalene dioxygenase (NDO) enzymes in determining differences in biodegradability and biodegradation rates of two- to four-ring polycyclic aromatic hydrocarbons (PAHs) via oxygenation and desaturation reactions. Investigation of the thermodynamics of PAH b...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1897/05-311r.1

    authors: Wammer KH,Peters CA

    更新日期:2006-04-01 00:00:00

  • Spatial Distribution and Location of Natural Organic Matter on Sediment Particles by Scanning Electron Microscopic Analysis and the Development of a New Persistent Organic Pollutant-Sediment Kinetic Desorption Model.

    abstract::Natural organic matter (NOM) has long been shown to be the dominant factor in determining equilibrium and kinetic processes during sorption and desorption phenomena in sediment and soil experiments. Although several models have been suggested for predicting these processes, few offer mechanistic interpretations becaus...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章

    doi:10.1002/etc.4915

    authors: Clay MM,Morgan JA,Dunnivant FM

    更新日期:2021-02-01 00:00:00