Initial sorption of aromatic amines to surface soils

Lee, Linda; Nyman, Arto K.; Li, Hui; Nyman, Marianne C.; Jafvert, Chad T.

doi:10.1002/etc.5620160803

Cited by 29 publications

(16 citation statements)

References 29 publications

(41 reference statements)

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“…The loss of these compounds is unlikely due to microbial metabolism since the soil was sterilized by ovenheating (105 C). These findings are consistent with numerous reports of amines adsorbing to clay material in soil (Zhang et al, 1993;Lee et al, 1997) as well as other metabolites, especially carboxylic acids, potentially forming covalent bonds with organic matter or being chelated by metals or other ions (originating from soil or from the extractant) (Jones et al, 2003;Fischer et al, 2010). Therefore, cationic compounds such as polyamines may represent an inaccessible biological class of substrates that are not present in DOM in situ.…”

Section: Some Microbial Metabolites Rapidly Adsorb To Soilsupporting

confidence: 93%

Untargeted soil metabolomics methods for analysis of extractable organic matter

Swenson

Jenkins

Bowen

et al. 2015

Soil Biology and Biochemistry

162

112

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a b s t r a c tThe cycling of soil organic matter (SOM) by microorganisms is a critical component of the global carbon cycle but remains poorly understood. There is an emerging view that much of SOM, and especially the dissolved fraction (DOM), is composed of small molecules of plant and microbial origin resulting from lysed cells and released metabolites. Unfortunately, little is known about the small molecule composition of soils and how these molecules are cycled (by microbes or plants or by adsorption to mineral surfaces). The water-extractable organic matter (WEOM) fraction is of particular interest given that this is presumably the most biologically-accessible component of SOM. Here we describe the development of a simple soil metabolomics workflow and a novel spike recovery approach using 13 C bacterial lysates to assess the types of metabolites remaining in the WEOM fraction. Soil samples were extracted with multiple mass spectrometry-compatible extraction buffers (water, 10 mM K 2 SO 4 or NH 4 HCO 3 , 10e100% methanol or isopropanol/methanol/water [3:3:2 v/v/v]) with and without prior chloroform vapor fumigation. Profiling of derivatized extracts was performed using gas chromatography/mass spectrometry (GC/MS) with 55 metabolites identified by comparing fragmentation patterns and retention times with authentic standards. As expected, fumigation, which is thought to lyse microbial cells, significantly increased the range and abundance of metabolites relative to unfumigated samples. To assess the types of microbial metabolites from lysed bacterial cells that remain in the WEOM fraction, an extract was prepared from the soil bacterium Pseudomonas stutzerii RCH2 grown on 13 C acetate. This approach produced highly labeled metabolites that were easily discriminated from the endogenous soil metabolites. Comparing the composition of the fresh bacterial extract with what was recovered following a 15 min incubation with soil revealed that only 27% of the metabolites showed >50% recovery in the WEOM. Many, especially cations (polyamines) and anions, showed <10% recovery. These represent metabolites that may be inaccessible to microbes in this environment and would be most likely to accumulate as SOM presumably due to binding with minerals and negatively-charged clay particles. This study presents a simple untargeted metabolomics workflow for extractable organic matter and an approach to estimate microbial metabolite availability in soils. These methods can be used to further our understanding of SOM and DOM composition and examine the link between metabolic pathways and microbial communities to terrestrial carbon cycling.Published by Elsevier Ltd.

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Section: Some Microbial Metabolites Rapidly Adsorb To Soilsupporting

confidence: 93%

Untargeted soil metabolomics methods for analysis of extractable organic matter

Swenson

Jenkins

Bowen

et al. 2015

Soil Biology and Biochemistry

162

112

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“…Assuming cation exchange as the primary sorption mechanism and that each ionic species has its own sorption magnitude, similar to what has been done for other ionizable compounds on soils (36) and for OTC and TC on pure clays (19), the following weighted sum model was employed:…”

Section: Resultsmentioning

confidence: 99%

Sorption of Three Tetracyclines by Several Soils: Assessing the Role of pH and Cation Exchange

Sassman

Lee

2005

Environ. Sci. Technol.

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472

245

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Tetracyclines (TCs) are widely used in veterinary medicine for treatment and prevention of disease and are present in animal waste products. Detection of TCs in soil, sediments, and water, and the growing concern of their potentially adverse effect on natural ecosystems have resulted in a need to understand their behavior in aqueous soil systems. TCs have multiple ionizable functional groups such that at environmentally relevant pH values, they may exist as a cation (+ 0 0), zwitterion (+ - 0), or a net negatively charged ion (+ - -), which complicates predicting their sorption, availability, and transport. We investigated the sorption of oxytetracycline (OTC), tetracycline (TC), and chlortetracycline (CTC) by several soils varying in pH, clay amount and type, cation exchange capacity (CEC), anion exchange capacity (AEC), and soil organic carbon in 0.01 N CaCl2, 0.001 N CaCl2, and 0.01 N KCI. All three TCs are highly sorbed, especially in acidic and high clay soils. When normalized to CEC, sorption tends to decrease with increasing pH. A sorption model in which species-specific sorption coefficients normalized to pH-dependent CEC (Kd+00, kd+-0, and kd+--) and weighted by the pH-dependent fraction of each species fit the data well across all soils except for a soil rich in gibbsite and high in AEC. Resulting kd+00 values were more than an order of magnitude larger than values for either kd+0 and kd+--values such that kd+00 alone described most of the sorption observed as a function of pH for eight soils that varied in their mineralogy and pH (pH ranged from 4 to 8).

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“…The different sorption behavior of AN and NA was also discussed by Li et al (2001) and Lee et al (1997). The authors observed that both, degree of nonlinearity and magnitude of sorption, were less for AN relative to NA.…”

Section: Kinetic Sorption Conceptsmentioning

confidence: 88%

Sorption of Selected Aromatic Substances—Application of Kinetic Concepts and Quantum Mechanical Modeling

Klepsch

Aquino

Haas

et al. 2010

Water Air Soil Pollut

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Prediction of the sorption behavior of environmental pollutants is of utmost importance within the framework of risk assessments. In this work two approaches are presented with the aim to describe sorption of aromatic substances to geosorbents. First, analytical solutions of kinetic models were fitted to experimental data of batch sorption experiments with aniline and 1-naphthylamine onto animal manuretreated soil and the soil mineral montmorillonite. The models, accounting for equilibrium and nonequilibrium sorption coupled to transformation and/or irreversible sorption processes, could well reproduce the concentration course of the sorbates. Results suggest that the amounts transformed/degraded and irreversibly bound were higher for the soil than for the clay mineral. In the second part, quantum chemical calculations were performed on aniline and 1-naphthylamine interacting with acetic acid, acetamide, imidazole, and phenol as models of functional groups present in humic substances. Molecular modeling showed that formation of hydrogen bonds is the dominating binding mechanism in all modeled complexes, which are energetically very similar between aniline and 1-naphthylamine.

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Initial sorption of aromatic amines to surface soils

Cited by 29 publications

References 29 publications

Untargeted soil metabolomics methods for analysis of extractable organic matter

Untargeted soil metabolomics methods for analysis of extractable organic matter

Sorption of Three Tetracyclines by Several Soils: Assessing the Role of pH and Cation Exchange

Sorption of Selected Aromatic Substances—Application of Kinetic Concepts and Quantum Mechanical Modeling

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