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PubMed2026

Formation of environmental persistent free radicals in soil of ammunition demolition site: Roles of 2,4,6-trinitrotoluene and heavy metals.

Environmental Persistent Free Radicals (EPFRs) are a particular type of contaminant present in soil. This study investigated the formation process, environmental behavior, and main influencing variables of EPFRs in soils contaminated with heavy metals and 2,4,6-trinitrotoluene (TNT) from an ammunition demolition site. The results showed that the concentration of total organic carbon (TOC) in the soil was negatively correlated with EPFRs (r = -0.29). In contrast, the content of TNT and copper was significantly positively correlated with EPFRs (r = 0.90 and 0.78, respectively), indicating that TNT acts as a precursor macromolecule in the formation of EPFRs in this type of contaminated soil. Transition metal Cu may be an essential carrier in EPFR production. In order to explore the possible formation mechanism of EPFRs, a simulation experiment was carried out under different temperature and light conditions. The results showed that the photolysis process of TNT was impacted by external energy sources such as heat and light. TNT was firstly adsorbed onto the surface of a transition metal (Cu), and then EPFRs were formed through further electron transfer. This is the first study to detect significant levels of EPFRs in the soil at ammunition demolition sites.

Trinitrotoluene↗
PubMed1992

Trinitrotoluene (TNT) as a sole nitrogen source for a sulfate-reducing bacterium Desulfovibrio sp. (B strain) isolated from an anaerobic digester.

A sulfate-reducing bacterium (SRB), Desulfovibrio sp. (B strain), isolated from a continuous anaerobic digester (Boopathy and Daniels, Current Microbiology, 23:327-332, 1991) was found to use 2,4,6-trinitrotoluene (TNT) as sole nitrogen source. This bacterium also used nitrate, nitrite, and ammonium as nitrogen source. A long lag period was noticed when TNT or nitrite was used as nitrogen source. Nitrate, nitrite and TNT also served as electron acceptor in the absence of sulfate for this bacterium. Under nitrogen-limiting condition, 100% removal of TNT was observed within 8 days of incubation. The main intermediate observed was diaminonitrotoluene, which was further converted to toluene via triaminotoluene by reductive deamination process. Under nitrogen-rich conditions (presence of ammonium), TNT was converted to diaminonitrotoluene, and toluene was not produced. This isolate did not degrade TNT all the way to CO2. This study demonstrated the possibility of using this isolate to decontaminate the soil and water contaminated with TNT under anaerobic conditions.

Anaerobiosis↗
PubMed1992

In vivo covalent binding of [14C]trinitrotoluene to proteins in the rat.

When a single dose of [14C]trinitrotoluene was administered intraperitoneally (i.p.) to rats at 1, 10 or 50 mg/kg of body weight, covalently bound radioactivity was detected in globin, plasma proteins and proteins in the liver and kidney. The extent of covalent binding was dose dependent and was highest in plasma and renal proteins at all times up to 4 h after dosing. Covalent adduct levels in globin, however, decline slower than others. At a dose of 50 mg/kg of body weight, globin covalent adduct levels peaked at 1 h after dosing at 182 pmol/mg protein and subsequently decreased to approximately 50 pmol/mg protein between days 1 and 8. Of the covalent adduct levels in liver and kidney, those in the 10,000 x g and microsomal fractions were found to be higher than that in the cytosolic fraction. Radioactivity covalently bound to globin and the hepatic proteins was susceptible to dilute acid hydrolysis from which 2-amino-4,6-dinitrotoluene (2A) and 4-amino 2,6-dinitrotoluene (4A) were the major products recovered by solvent extraction. Upon acetylation, the hydrolysate gave rise to derivatives identified as the acetates of 2A and 4A on the basis of mass spectrometry and HPLC cochromatography with authentic samples. Four hours after an i.p. dose of [14C]TNT at 50 mg/kg of body weight about 0.4% of the dose was found as bound adducts to hemoglobin, of which approximately 48% was recovered as solvent extractable radioactivity after acid hydrolysis. About 2% of the radioactive dose was in the liver, of which approximately 30% was covalently bound to hepatic proteins, and approximately 49% of that was convertible to solvent extractable radioactivity upon acid hydrolysis. In vitro incubation of [14C]TNT with blood showed that there was a linear increase of covalent adducts in globin during the first 2 h of incubation; the concentration of covalent adducts was slightly higher than that with plasma proteins. The major compounds recovered from the hydrolysate of the globin adducts were also 2A and 4A as obtained from globin in the in vivo studies. On the basis of the in vitro and in vivo study results, we have confirmed the formation of protein adducts following a single i.p. administration of [14C]TNT at 1, 10 or 50 mg/kg of body weight to the rat or by in vitro incubation with blood.(ABSTRACT TRUNCATED AT 400 WORDS)

Animals↗
PubMed1991

Role of bacterial nitroreductase and O-acetyltransferase in urine mutagenicity assay of rats exposed to 2,4,6-trinitrotoluene (TNT).

The urine mutagenicity of rats exposed to 2,4,6-trinitrotoluene (TNT) by i.p. injection was studied in the Salmonella assay using indicator strains with various levels of 'classical' nitroreductase or acetyl-CoA:N-hydroxylarylamine O-acetyltransferase activity. The strains used were the conventional Salmonella typhimurium TA98, nitroreductase-deficient TA98NR and -overproducing YG1021, and O-acetyltransferase-deficient TA98/1,8-DNP6 and -overproducing YG1024. TA98, YG1021 and YG1024 clearly detected the increase of direct urine mutagenicity. A slight increase of mutagenicity was also detected with metabolic activation in YG1021 and YG1024. High levels of both nitroreductase and O-acetyltransferase significantly increased the sensitivity of the indicator strain to the mutagenicity of urine caused by TNT exposure, while the nitroreductase- or O-acetyltransferase-deficient strains gave negative responses.

Acetyltransferases↗
PubMed1990

Water quality criteria for 2,4,6-trinitrotoluene.

The occurrence of the munitions compound 2,4,6-trinitrotoluene (TNT) in groundwater and surface water surrounding U.S. Army ammunition plants may result in contamination of local drinking water supplies. TNT exerts its primary toxic effect in humans on the hematologic system and liver, but it is also known to cause gastrointestinal effects and cataracts. Health effects data were analyzed for TNT and although no controlled human studies exist concerning the acute or chronic toxic effects of exposure to TNT, sufficient animal toxicity data are available to derive an ambient water quality criterion for the protection of human health. This paper summarizes the available literature on metabolism and toxicity of TNT in humans and animals. Based on noncarcinogenic mammalian toxicity data, and following the methodologies of the U.S. Environmental Protection Agency, an ambient water quality criterion for the protection of human health of 135 micrograms/liter is proposed when consumption of both contaminated water and fish is anticipated. For drinking water alone, the proposed criterion is 140 micrograms/liter.

Animals↗
PubMed1990

Comparison of water quality criteria and health advisories for 2,4,6-trinitrotoluene.

The U.S. Environmental Protection Agency (USEPA) has recently recommended health advisories (HAs) for 2,4,6-trinitrotoluene (TNT). The purpose of this brief article is to present these values so that the reader can compare them with the water quality criteria that have been proposed in another article (M. G. Ryon and R. H. Ross, 1990, Regul. Toxicol. Pharmacol. 11, 104-113). In that article, a water quality criterion of 140 micrograms/liter for TNT in drinking water was proposed, and in the present article the methodology by which USEPA calculated a lifetime HA of 2 micrograms/liter is presented. The reasons why the water quality criterion and the HA differ are discussed.

Humans↗
PubMed1990

Six month oral toxicity study of trinitrotoluene in beagle dogs.

This study was conducted to evaluate the toxicity of the munitions compound 2,4,6-trinitrotoluene (TNT; CAS Reg. No. 118-96-7) in beagle dogs when administered daily for 26 weeks by capsule. Groups of six dogs per sex received TNT at doses of 0 (vehicle controls), 0.5, 2, 8, or 32 mg/kg/day. Toxicologic endpoints included clinical signs, body weights, food consumption, clinical biochemistry, hematology, urinalyses, organ weights, and gross and tissue morphology. The major toxic effects following the oral administration of TNT to dogs included hemolytic anemia, methemoglobinemia, liver injury, splenomegaly with accompanying histologic lesions, and death. Only the highest dose given proved to be lethal. Hepatocytic cloudy swelling and hepatocytomegaly were apparent at all doses tested. Thus, a no observable effect level was not established in this investigation.

Administration, Oral↗
PubMed1991

The effects of trinitrotoluene toxicity on zinc and copper metabolism.

Wistar rats were exposed to trinitrotoluene (TNT, 200 mg/kg/d x 6 d/wk) for 6 weeks, and a 2-week recovery period was continued after treatment. After initiation of TNT exposure, zinc and copper concentrations in rat testes, liver and serum, and serum caeruloplasmin activity were assayed every 2 weeks. Testicular size and zinc concentrations were decreased throughout the exposure and recovery periods. After 6 weeks of TNT exposure, rat testicular copper and serum zinc concentrations were significantly decreased and increased, respectively. The activities of caeruloplasmin were decreased after 4 and 6 weeks of exposure. Liver zinc and copper concentrations and serum copper concentrations had not changed significantly in rats throughout the exposure and recovery periods. Copper concentration in hair samples from TNT-exposed workers was lower than that in control workers, but zinc content was significantly increased compared with that in control workers.

Animals↗
PubMed1975

Comparison of analytical methods for trace quantities of 2, 4, 6-trinitrotoluene.

A comparison has been made between a gas chromatographic analysis (GC) method and an automated colorimetric method for 2,4,6-trinitrotoluene in waste waters. The GC method is more useful in situations which require quantitative information about various isomers of di- and tri-nitrotoluenes. The automated method requires less work per analysis and gives a positive response for all trinitroaromatic compounds, including some degradation compounds. These factors make the automated method desirable for a routine surveillance program while the GC method is better for exact isomer analysis.

Autoanalysis↗
PubMed1976

Toxicity and mutagenicity of 2,4,-6-trinitrotoluene and its microbial metabolites.

TNT (2,4,6-trinitrotoluene) of explosive grade is highly toxic to marine forms that included fresh water unicellular green algae (Selenastrum capricornutum), tidepool copepods (Tigriopus californicus), and oyster larvae (Crassostrea gigas), and mutagenic to Salmonella typhimurium. On the basis of mutagenic assays carried out with a set of histidine-requiring strains of the bacterium, TNT was detected as a frameshift mutagen that significantly accelerates the reversion rate of a frameshift tester, TA-98. In contrast, the major microbial metabolites of TNT appeared to be nontoxic and nonmutagenic.

Animals↗
PubMed1976

Microbial transformation of 2,4,6-trinitrotoluene and other nitroaromatic compounds.

A variety of nitroaromatic compounds, including 2,4,6-trinitrotoluene (TNT), were reduced by hydrogen in the presence of enzyme preparations from Veillonella alkalescens. Consistent with the proposed reduction pathway, R-NO2 H2 leads to R-NO H2 leads to R-NHOH H2 leads to R-NH2, 3 mol of H2 was utilized per mol of nitro group. The rates of reduction of 40 mono-, di-, and trinitroaromatic compounds by V. alkalescens extract were determined. The reactivity of the nitro groups depended on other substituents and on the position of the nitro groups relative to these substituents. In the case of the nitrotoluenes, the para-nitro group was the most readily reduced, the 4-nitro position of 2,4-dinitrotulene being reduced first. The pattern of reduction of TNT (disappearance of TNT and reduction products formed) depended on the type of preparation (cell-free extract, resting cells, or growing culture), on the species, and on the atmosphere (air or H2). The "nitro-reductase" activity of V. alkalescens extracts was associated with protein fractions, one having some ferredoxin-like properties and the other possessing hydrogenase activity. Efforts to eliminate hydrogenase from the reaction have thus far been unsuccessful. The question of whether ferredoxin acts as a nonspecific reductase for nitroaromatic compounds remains unresolved.

Air↗
PubMed1978

Microbial transformation of 14C-labeled 2,4,6-trinitrotoluene in an activated-sludge system.

The fate of 14C-labeled 2,4,6-trinitrotoluene (TNT) in an activated-sludge system was investigated. No [14C]TNT could be detected in the contents of an aerated reactor after 3 to 5 days of incubation. No significant 14CO2 was formed, and the radioactivity was about equally divided between the floc and the supernatant. The radioactive carbon present in the microflora was mainly associated with the lipid and protein components, but the characteristic constituents of these compounds (e.g., fatty acids and amino acids) were not radioactive. The major part of the 14C present in the lipid and protein fractions was found in precipitates that formed in both fractions. The solubility properties and infrared spectra of these precipitates suggested that they are macromolecular structures of the polyamide type formed by the reaction of TNT biotransformation products with lipids, fatty acids, and protein constituents of the microbial flora. This hypothesis is further supported by the correspondence of the infrared spectrum of the lipid precipitate with that of a model compound synthesized from TNT transformation products and lipid precursors. The resistance of these macromolecules to further biodegradation was paralleled by the reported resistance to microbial attack of polyamides containing similar linkages.

Bacteria↗
PubMed1990

Biodegradation of TNT (2,4,6-trinitrotoluene) by Phanerochaete chrysosporium.

Extensive biodegradation of TNT (2,4,6-trinitrotoluene) by the white rot fungus Phanerochaete chrysosporium was observed. At an initial concentration of 1.3 mg/liter, 35.4 +/- 3.6% of the [14C]TNT was degraded to 14CO2 in 18 days. The addition of glucose 12 days after the addition of TNT did not stimulate mineralization, and, after 18 days of incubation with TNT only, about 3.3% of the initial TNT could be recovered. Mineralization of [14C]TNT adsorbed on soil was also examined. Ground corncobs served as the nutrient for slow but sustained degradation of [14C]TNT to 14CO2 such that 6.3 +/- 0.6% of the [14C]TNT initially present was converted to 14CO2 during the 30-day incubation period. Mass balance analysis of liquid cultures and of soil-corncob cultures revealed that polar [14C]TNT metabolites are formed in both systems, and high-performance liquid chromatography analyses revealed that less than 5% of the radioactivity remained as undegraded [14C]TNT following incubation with the fungus in soil or liquid cultures. When the concentration of TNT in cultures (both liquid and soil) was adjusted to contamination levels that might be found in the environment, i.e., 10,000 mg/kg in soil and 100 mg/liter in water, mineralization studies showed that 18.4 +/- 2.9% and 19.6 +/- 3.5% of the initial TNT was converted to 14CO2 in 90 days in soil and liquid cultures, respectively. In both cases (90 days in water at 100 mg/liter and in soil at 10,000 mg/kg) approximately 85% of the TNT was degraded. These results suggest that this fungus may be useful for the decontamination of sites in the environment contaminated with TNT.

Biodegradation, Environmental↗
PubMed1992

Influence of 2,4,6-trinitrotoluene (TNT) concentration on the degradation of TNT in explosive-contaminated soils by the white rot fungus Phanerochaete chrysosporium.

The ability of Phanerochaete chrysosporium to bioremediate TNT (2,4,6-trinitrotoluene) in a soil containing 12,000 ppm of TNT and the explosives RDX (hexahydro-1,3,5-trinitro-1,3,5- triazine; 3,000 ppm) and HMX (octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine; 300 ppm) was investigated. The fungus did not grow in malt extract broth containing more than 0.02% (wt/vol; 24 ppm of TNT) soil. Pure TNT or explosives extracted from the soil were degraded by P. chrysosporium spore-inoculated cultures at TNT concentrations of up to 20 ppm. Mycelium-inoculated cultures degraded 100 ppm of TNT, but further growth was inhibited above 20 ppm. In malt extract broth, spore-inoculated cultures mineralized 10% of added [14C]TNT (5 ppm) in 27 days at 37 degrees C. No mineralization occurred during [14C]TNT biotransformation by mycelium-inoculated cultures, although the TNT was transformed.

Basidiomycota↗
PubMed1991

Persistent ethanol drinking increases liver injury induced by trinitrotoluene exposure: an in-plant case-control study.

On the basis of a general survey conducted in a munitions plant, a case-control study was made on the various risk factors of liver damage induced by trinitrotoluene (TNT) exposure in the plant. One-hundred male cases with occupational TNT liver damage were paired with 100 male controls, one-by-one, for occupation, age and duration (years) of employment. A total of 55 possible risk factors were statistically analysed with a single factor analysis. On the basis of the single analysis, nine factors including drinking, smoking and education were further analysed with a conditional logistic regression model. A calculation was made on the odds ratio (OR) of each factor selected into the model. According to the estimated parameter of the established logistic model, the relative risk of the risk factors could be worked out. Finally, two factors, the amount of ethanol drunk on each occasion and the frequency of drinking every week were selected into the model at the level of a = 0.05. The result showed that these two factors have a dose-response relationship with their OR of occupational TNT liver damage, but there is no connection between smoking and occupational TNT liver damage and no interaction between drinking and smoking. The above results have revealed that people exposed to TNT and with a long history of heavy drinking, have a greater risk of suffering from chronic liver impairment than those that do not drink.

Alcohol Drinking↗
PubMed1991

[Persistent ethanol drinking increases liver injury induced by trinitrotoluene exposure: an in-plant case-control study].

On the basis of a general survey conducted in a munitions plant, a case-control study was made on the various risk factors of liver damage induced by trinitrotoluene (TNT) exposure in the plant. The result of analysis showed that two factors the amount of ethanol drunk on each occasion and the frequency of drinking every week had a dose response relationship with their OR of occupational TNT Liver damage, but there was no connection between smoking and occupational TNT liver damage and no interaction between drinking and smoking on occupational TNT liver damage. The above results have revealed that exposure to TNT and with a long history of heavy drinking, have a greater risk of suffering from chronic liver impairment than non-drinking TNT exposure workers.

Adult↗
PubMed1991

An enzyme-linked immunosorbent assay (ELISA) for trinitrotoluene (TNT) residue on hands.

An enzyme-linked immunosorbent assay (ELISA) developed for the detection of trinitrotoluene (TNT) in munitions wastewater has been adapted to the detection of TNT residue on hands following contact. Using the procedure developed, as little as 50 pg of TNT could be detected. Accounting for sample size and dilution, the 50 pg equates to 15 ng of TNT recovered from the hands. Following contact with TNT, amounts ranging from 53 ng to more than 1500 ng were recovered from hands. The monoclonal anti-TNT antibodies showed no cross-reactivity with several other explosives or common contaminants. These preliminary results indicate promise for the development of a simple-to-use, immunoassay-based field test kit for TNT and, ultimately, other explosives.

Cross Reactions↗