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PubMed1981

Reversal of glyphosate inhibition of carrot cell culture growth by glycolytic intermediates and organic and amino acids.

Various cytokinins and purines were ineffective in reversing glyphosate (0.25 millimolar)-induced growth inhibition of carrot (Daucus carota L.) cell suspension cultures. Aspartate was particularly effective in reversing glyphosate inhibition, but asparagine and various combinations of lysine, methionine, threonine, and homoserine (eventual products of aspartate metabolism) were not effective. When organic acids of the tricarboxylic acid cycle were added to the medium, particularly good reversal of inhibition could be obtained with alpha-ketoglutarate, succinate, and malate. Citrate provided only moderate reversal but the reversal given by glutamate was comparable to that of aspartate and the more effective tricarboxylic acid cycle intermediates. Pyruvate was somewhat toxic to cells when added early in the cell cycle but was most effective at reversing glyphosate inhibition when added at this time. If pyruvate addition was delayed, it was less toxic but was also a less effective reversing agent for glyphosate inhibition.All of the effective reversing agents for glyphosate inhibition found in this study can serve either directly or indirectly as carbon skeletons for respiration and ammonia assimilation and have previously been shown to be effective detoxifying agents for ammonia in cell culture systems. The results of this study suggest that glyphosate inhibition of growth in this system may be due to depletion of respiratory substrate which may eventually result in ammonia accumulation.

Journal Article↗

PubMed1983

Effects of aspartate and other compounds on glyphosate uptake and growth inhibition in cultured carrot cells.

The strong correlation between glyphosate uptake and growth inhibition of cultured carrot (Daucus carota L. cv Danvers) cells incubated in the presence of aspartate suggests that aspartate reverses glyphosate inhibition of growth primarily by reducing intracellular glyphosate concentration. Other compounds which reverse glyphosate inhibition of cell growth gave a range of effects on glyphosate uptake: succinate, alpha-ketoglutarate, glutamate, pyruvate, and malate at 10 millimolar and phenylalanine at 2 millimolar reduced uptake by 0, 8, 11, 16, 27, and 34%, respectively. These results suggest that more than one mechanism of reversal may operate in these cells.Glyphosate and aspartate produced only minor effects on intracellular ammonia, media pH, and cell viability. This suggests that ammonia toxicity may not be an important mechanism of action of glyphosate in this system.

Journal Article↗

PubMed1992

Glyphosate Suppression of an Elicited Defense Response : Increased Susceptibility of Cassia obtusifolia to a Mycoherbicide.

The major effort in developing pathogenic fungi into potential mycoherbicides is aimed at increasing fungal virulence to weeds without affecting crop selectivity. Specific suppression of biosynthesis of a phytoalexin derived from the shikimate pathway in Cassia obtusifolia L. by a sublethal dose (50 micromolar) of glyphosate increased susceptibility to the mycoherbicide Alternaria cassiae Jurair & Khan. Glyphosate applied with conidia suppressed phytoalexin synthesis beginning at 12 hours, but not an earlier period 8 to 10 hours after inoculation. The phytoalexin synthesis elicited by fungal inoculation was also suppressed by darkness. The magnitudes of virulence of the mycoherbicide in the dark or with glyphosate in the light were both higher than after inoculation in the light with the same concentration of conidia in the absence of glyphosate. Five times less inoculum was needed to cause disease symptoms when applied with glyphosate than without. Glyphosate did not render A. cassiae virulent on soybean (Glycine max), a crop related to the host. These results suggest that a specific inhibition of a weed's elicited defense response can be a safe way to enhance virulence and improve the efficacy of the mycoherbicide.

Journal Article↗

PubMed1987

Uptake of Glyphosate by an Arthrobacter sp.

The uptake of glyphosate (N-[phosphonomethyl]glycine) by an Arthrobacter sp. which can utilize this herbicide as its sole source of phosphorus was investigated. Orthophosphate suppressed the expression of the uptake system for glyphosate and also competed with glyphosate for uptake. The K(m) for glyphosate uptake was 125 muM, and the K(i) for orthophosphate was 24 muM. Organophosphonates as well as organophosphates inhibited glyphosate uptake, but only organophosphates and orthophosphate suppressed the uptake system. Glyphosate uptake was energy dependent, had a pH optimum of 6 to 7, and was differentially affected by divalent cations.

Journal Article↗

PubMed2005

Economic and herbicide use impacts of glyphosate-resistant crops.

More than 95% of United States maize, cotton, soybean and sugarbeet acres are treated with herbicides for weed control. These products are used to improve the economic profitability of crop production for farmers. Since their introduction in 1996, over 75 million acres of genetically engineered glyphosate-resistant crops have been planted, making up 80% of soybean acres and 70% of cotton acres in the USA. These genetically engineered crops have been adopted by farmers because they are perceived to offer greater economic benefits than conventional crop and herbicide programs. The adoption of glyphosate-resistant crops has saved US farmers 1.2 billion dollars associated with the costs of conventional herbicide purchases, application, tillage and hand weeding. With the adoption of glyphosate-resistant sugarbeets on currently planted sugarbeet acres, US growers could potentially save an additional 93 million dollars. The adoption of glyphosate-resistant crops by US agriculture has reduced herbicide use by 37.5 million lbs, although the adoption of glyphosate-resistant sugarbeets would dampen this reduction by 1 million lbs.

Agriculture↗

PubMed2001

Metabolism of the phosphonate herbicide glyphosate by a non-nitrate-utilizing strain of Penicillium chrysogenum.

A Penicillium chrysogenum strain was isolated for its ability to grow in minimal medium containing the herbicide glyphosate as the only nitrogen source. The presence of concentrations up to 25 mM progressively stimulated the fungal growth rate, which was negligible in media lacking reduced nitrogen. However, glyphosate utilization never exceeded 1 mmol g-1 mycelial dry mass, and below a threshold concentration both herbicide uptake and fungal growth were subject to a lag phase, suggesting that the herbicide may enter the cell by either simple passive diffusion or inducible carriers. Amino acids, possible products of glyphosate breakdown, as well as ammonia, were found to replace the herbicide in restoring mycelial growth. Cells were devoid of detectable nitrate reductase activity, thus the isolate seems to be impaired in its ability to convert nitrate to ammonium. In vitro activity of 5-enol-pyruvyl-shikimate-3-phosphate synthase, the target site of glyphosate action, was highly sensitive to the herbicide. Fungal growth rate was considerably lower when the herbicide was also the only phosphorus source, whereas glyphosate utilization was substantially unaffected, suggesting an unusual route for its degradation. Herbicide metabolism was strongly reduced when other sources of organic nitrogen were made available.

3-Phosphoshikimate 1-Carboxyvinyltransferase↗

PubMed2001

The effect of the herbicide glyphosate on non-target spiders: Part II. Indirect effects on Lepthyphantes tenuis in field margins.

We have examined the indirect effect of the herbicide glyphosate on the spider Lepthyphantes tenuis in field margins. Glyphosate was applied to a randomised block design field experiment comprising 360, 720 and 1440 g glyphosate AE ha-1 treatments and an unsprayed control. Spiders were sampled in each month from June to October 1998. Spider abundance was significantly lower in all the treatments than in the unsprayed control. Abundance was also significantly lower in the 720 and 1440 g treatments than in the 360 g treatment. No significant difference could be detected between the 720 and 1440 g treatments. Poisson regression models showed that patterns of decline in L tenuis were related to increasing dead vegetation and decreasing vegetation height. Glyphosate applications only had a within-season indirect habitat effect on L tenuis as field margins sprayed 16 months after an application of 360 g glyphosate ha-1 showed no detrimental effect.

Agriculture↗

PubMed2004

Bermudagrass (Cynodon spp) dose-response relationships with clethodim, glufosinate and glyphosate.

Greenhouse studies were conducted to evaluate the sensitivity of three commercial cultivars, eight experimental cultivars and common bermudagrass to clethodim, glufosinate and glyphosate. Each herbicide was applied at eight doses. Data were regressed on herbicide dose using a log-logistic curve (R2 = 0.56-0.95 for clethodim, R2 = 0.60-0.94 for glufosinate, and R2 = 0.70-0.96 for glyphosate). The herbicide rate that elicited a 50% plant response (I50) in the bermudagrass cultivars ranged from 0.04 to 0.19 kg ha(-1) clethodim, 0.19 to 1.33 kg ha(-1) glufosinate and 0.34 to 1.14 kg ha(-1) glyphosate. Relative to other cultivars, common bermudagrass was intermediate in its response to clethodim and among the most tolerant cultivars to glufosinate and glyphosate. TifSport was relatively tolerant to clethodim and glufosinate compared with other cultivars, but relatively sensitive to glyphosate. One cultivar, 94-437, was consistently among the most sensitive cultivars to each of the herbicides. While there were differential herbicide tolerances among the tested bermudagrass cultivars, there did not appear to be any naturally occurring herbicide resistance that could be commercially utilized. However, research indicated that breeding efforts should target herbicide resistance that is at least four times the registered use rate. Also, TifSport and Tifway have been identified as suitable representatives of triploid hybrid bermudagrass cultivars to be used to evaluate the success of turfgrass renovation programs.

Aminobutyrates↗

PubMed1984

Mode of action of glyphosate in Candida maltosa.

The broad-spectrum herbicide glyphosate inhibits the growth of Candida maltosa and causes the accumulation of shikimic acid and shikimate-3-phosphate. Glyphosate is a potent inhibitor of three enzymes of aromatic amino acid biosynthesis in this yeast. In relation to tyrosine-sensitive 3-deoxy-D-arabino-heptulosonate 7-phosphate synthase and dehydroquinate synthase, the inhibitory effect appears at concentrations in the mM range, but 5-enolpyruvylshikimate 3-phosphate (EPSP) synthase is inhibited by micromolar concentrations of glyphosate. Inhibition of partially purified EPSP synthase reaction by glyphosate is competitive with respect to phosphoenolpyruvate (PEP) with a Ki-value of 12 microM. The app. Km for PEP is about 5-fold higher and was 62 microM. Furthermore, the presence of glyphosate leads to derepression of many amino acid biosynthetic enzymes.

3-Deoxy-7-Phosphoheptulonate Synthase↗

PubMed1989

Heterologous gene expression of the glyphosate resistance marker and its application in yeast transformation.

The E. coli aroA gene was inserted between yeast promoter and terminator sequences in different shuttle expression plasmids and found to confer enhanced EPSP synthase activity as well as resistance to glyphosate toxicity. Subsequently, a transformation system using these newly constructed vectors in yeast was characterized. The efficiency of the glyphosate resistance marker for transformation and selection with plasmid pHR6/20-1 in S. cerevisiae laboratory strain SHY2 was found to be relatively high when compared with selection for LEU2 prototrophy. The fate of the recombinant plasmid pHR6/20-1 in the transformants, the preservation of the aroA E. coli DNA fragment in yeast, mitotic stability, EPSP synthase activity, and growth on glyphosate-containing medium have been investigated. As this plasmid also allows direct selection for glyphosate resistant transformants on rich media, the glyphosate resistance marker was used for transforming both S. cerevisiae laboratory strain SHY2 and brewer's yeast strains S. cerevisiae var. "uvarum" BHS5 and BHS2. In all cases, the vector pHR6/20-1 was maintained as an autonomously replicating plasmid. The resistance marker is, therefore, suitable for transforming genetically unlabelled S. cerevisiae laboratory, wild, and industrial yeast strains.

3-Phosphoshikimate 1-Carboxyvinyltransferase↗

PubMed1996

Biochemical and histopathological effects of glyphosate on carp, Cyprinus carpio L.

Glyphosate, also known by the trade names Roundup and Rodeo for agricultural use, is a broad-spectrum, translocated herbicide, used primarily in agricultural applications, and for vegetation control in non-crop areas. It is used as non-selective herbicide and for aquatic weed control in fish-ponds, lakes, canals, slow running water, etc. (USDA 1984). Glyphosate is perhaps the most important herbicide ever developed. Literature of toxicological and ecotoxicological properties of glyphosate is extremely sparse, considering its importance as herbicide. Generally, glyphosate is slightly toxic to mammals and fish, but it may have an impact on the aquatic environment and also on the other aquatic organisms (USDA 1984). Due to this, its toxicity investigation is very important. The study of sublethal effects is of special importance for toxicological evaluation of compound. The objective of this study was to investigate acute and subacute toxic effects of sublethal glyphosate concentrations in water to carp (Cyprinus carpio L.), one of the commercially most important fish species populating freshwaters of Yugoslavia.

Animals↗

PubMed1990

Substitution of Gly-96 to Ala in the 5-enolpyruvylshikimate-3-phosphate synthase of Klebsiella pneumoniae results in a greatly reduced affinity for the herbicide glyphosate.

The aroA gene of Klebsiella pneumoniae encoding the shikimate pathway enzyme 5-enolpyruvylshikimate 3-phosphate (EPSP) synthase, which is the target of the herbicide glyphosate, was cloned and sequenced from both the wild-type and the glyphosate-resistant mutant K. pneumoniae K1, which possesses a glyphosate-insensitive EPSP synthase. Both genes were expressed in Escherichia coli and were capable of complementing an auxotrophic aroA mutation. The transformed cells showed increased tolerance to glyphosate due to the overproduction of either the mutant or the wild type EPSP synthase. Nucleotide sequence analysis of the K. pneumoniae aroA gene indicated a protein-coding region of 427 amino acids with a derived Mr for the EPSP synthase of 45,976. Comparison of the two aroA alleles showed a single base change resulting in a substitution of Gly-96 to Ala in the deduced amino acid sequence. By comparison with other known EPSP synthase sequences the mutation was shown to be located in a highly conserved region, indicating that this region is essential for the binding of the herbicide glyphosate.

3-Phosphoshikimate 1-Carboxyvinyltransferase↗

PubMed1989

Influence of climatic and edaphic factors on persistence of glyphosate and 2,4-D in forest soils.

Persistence in soil of the two herbicides glyphosate and 2,4-D was investigated after application for brush control in conifer reforestation areas. Field experiments were carried out at five sites in southern Sweden and six in northern Sweden. Initially, glyphosate disappeared faster in northern soils than in southern soils. This was probably a result of the higher biological activity in the northern soils. However, small amounts of glyphosate were detected in the northern area long after all traces had disappeared in the south, presumably because of the long period during which the soil remained frozen in the northern area and because of the slow release of vegetation-bound herbicide. One metabolite of glyphosate, aminomethylphosphonic acid (AMPA), persisted longer than glyphosate itself. After 2 years, 8% of the theoretical amount was found in the northern area and, after 1 year, 1% in the southern area. 2,4-D disappeared rapidly from all sites, although minor amounts persisted for several years, probably because of slow release from vegetation-bound residues.

2,4-Dichlorophenoxyacetic Acid↗

PubMed1991

Glyphosate skin binding, absorption, residual tissue distribution, and skin decontamination.

Glyphosate is a broad-spectrum postemergence translocated herbicide. Its interactions with skin and potential systemic availability through percutaneous absorption was studied by skin binding, skin absorption, residual tissue distribution, and skin decontamination. Glyphosate in a final formulation (Roundup) undiluted and diluted with water 1:20 and 1:32, would not partition into powdered human stratum corneum (less than 1%). In vitro percutaneous absorption through human skin into human plasma as receptor fluid was no more than 2% over a concentration range of 0.5-154 micrograms/cm2 and a topical volume range of 0.014-0.14 ml/cm2. Disposition of glyphosate following iv administration of 93 and 9 micrograms doses to rhesus monkeys was mainly through urine excretion, 95 +/- 8 and 99 +/- 4% in 7 days, respectively. Percutaneous absorption in vivo in rhesus monkey was 0.8 +/- 0.6% for the low dose (25 micrograms/cm2) and 2.2 +/- 0.8% for the high dose (270 micrograms/cm2). No residual 14C was found in organs of the monkeys euthanized 7 days after the topical application. Washing the skin application site with soap and water removed 90 +/- 4% of applied dose, and washing with water only removed 84 +/- 3% of applied dose. Both soap and water and water only were equal in ability to remove glyphosate from skin over a 24 hr skin application period. About 50% of the initially applied dose could be recovered after 24 hr. Glyphosate is very soluble in water and insoluble in most organics (octanol/water log P = -1.70) and therefore not compatible with the lipid-laden stratum corneum.(ABSTRACT TRUNCATED AT 250 WORDS)

Administration, Topical↗

PubMed2005

Residue determination of glyphosate, glufosinate and aminomethylphosphonic acid in water and soil samples by liquid chromatography coupled to electrospray tandem mass spectrometry.

This paper describes a method for the sensitive and selective determination of glyphosate, glufosinate and aminomethylphosphonic acid (AMPA) residues in water and soil samples. The method involves a derivatization step with 9-fluorenylmethylchloroformate (FMOC) in borate buffer and detection based on liquid chromatography coupled to electrospray tandem mass spectrometry (LC-ESI-MS/MS). In the case of water samples a volume of 10 mL was derivatized and then 4.3 mL of the derivatized mixture was directly injected in an on-line solid phase extraction (SPE)-LC-MS/MS system using an OASIS HLB cartridge column and a Discovery chromatographic column. Soil samples were firstly extracted with potassium hydroxide. After that, the aqueous extract was 10-fold diluted with water and 2 mL were derivatized. Then, 50 microL of the derivatized 10-fold diluted extract were injected into the LC-MS/MS system without pre-concentration into the SPE cartridge. The method has been validated in both ground and surface water by recovery studies with samples spiked at 50 and 500 ng/L, and also in soil samples, spiked at 0.05 and 0.5 mg/kg. In water samples, the mean recovery values ranged from 89 to 106% for glyphosate (RSD <9%), from 97 to 116% for AMPA (RSD < 10%), and from 72 to 88% in the case of glufosinate (RSD < 12%). Regarding soil samples, the mean recovery values ranged from 90 to 92% for glyphosate (RSD <7%), from 88 to 89% for AMPA (RSD <5%) and from 83 to 86% for glufosinate (RSD <6%). Limits of quantification for all the three compounds were 50 ng/L and 0.05 mg/kg in water and soil, respectively, with limits of detection as low as 5 ng/L, in water, and 5 microg/kg, in soil. The use of labelled glyphosate as internal standard allowed improving the recovery and precision for glyphosate and AMPA, while it was not efficient for glufosinate, that was quantified by external standards calibration. The method developed has been applied to the determination of these compounds in real water and soil samples from different areas. All the detections were confirmed by acquiring two transitions for each compound.

Aminobutyrates↗

PubMed2005

Determination of glyphosate and phosphate in water by ion chromatography--inductively coupled plasma mass spectrometry detection.

Quantitative determination of trace glyphosate and phosphate in waters was achieved by coupling ion chromatography (IC) separation with inductively coupled plasma mass spectrometry (ICP-MS) detection. The separation of glyphosate and phosphate on a polymer anion-exchange column (Dionex IonPac AS16, 4.0 mm x 250 mm) was obtained by eluting them with 20 mM citric acid at 0.50 mL min(-1), and the analytes were detected directly and selectively by ICP-MS at m/z = 31. Parameters affecting their chromatographic behaviors and ICP-MS characteristics were systematically examined. Based on a 500-microL sample injection volume, the detection limits were 0.7 microgL(-1) for both glyphosate and phosphate, and the calibrations were linear up to 400 microgL(-1). Polyphosphates, aminomethylphosphonic acid (the major metabolite of glyphosate), non-polar and other polar phosphorus-containing pesticides showed different chromatographic behaviors from the analytes of interest and therefore did not interference. The determination was also interference free from the matrix anions (nitrate, nitrite, sulphate, chloride, etc.) and metallic ions. The analysis of certified reference material, drinking water, reservoir water and Newater yielded satisfactory results with spiked recoveries of 97.1-107.0% and relative standard deviations of < or = 7.4% (n = 3). Compared to other reported methods for glyphosate and phosphate, the developed IC-ICP-MS method is sensitive and simple, and does not require any chemical derivatization, sample preconcentration and mobile phase conductivity suppression.

Chromatography, Ion Exchange↗

PubMed2005

Effect of glyphosate herbicide on acetylcholinesterase activity and metabolic and hematological parameters in piava (Leporinus obtusidens).

In this study, teleostean fish Leporinus obtusidens (piava) were exposed to different concentrations of Roundup, a glyphosate (acid equivalent) herbicide: 0 (control), 3, 6, 10, and 20 mg/L for 96 h (short-term). Acetylcholinesterase (AChE) activity was verified in brain and muscle tissues. Metabolic parameters in the liver and muscle (lactate, glycogen, glucose, protein, and ammonia), as well as some hematological parameters, were determined. Unexposed fish exhibited significantly higher brain AChE activity when compared to that of the muscle (P<0.05) (13.8+/-0.76 and 6.1+/-1.31 micromol/min/g protein, respectively). Results indicated that AChE activity significantly decreased in the brain of fish exposed to all glyphosate concentrations tested, but in the muscle this parameter was not altered. In addition, fish exposed to all glyphosate concentrations showed a significant increase in hepatic glycogen and glucose, but a significant reduction in muscle glycogen and glucose. Lactate and protein of fish exposed to all glyphosate concentrations presented a significant decrease in the liver, but did not change significantly in the muscle. Levels of ammonia in both tissues increase in fish at all glyphosate concentrations. Exposure to this herbicide produced a decrease in all hematological parameters tested. These results indicate that AChE activity as well as metabolic and hematological parameters may be good early indicators of herbicide contamination in L. obtusidens.

Acetylcholinesterase↗

PubMed2004

The effects of sub-chronic exposure of Wistar rats to the herbicide Glyphosate-Biocarb.

The object of this study was to analyze the hepatic effects of the herbicide Glyphosate-Biocarb (as commercialized in Brazil) in Wistar rats. Animals were treated orally with water or 4.87, 48.7, or 487 mg/kg of glyphosate each 2 days, during 75 days. Sub-chronic treatment of animals starting from the lowest dose of glyphosate induced the leakage of hepatic intracellular enzymes, alanine aminotransferase (ALT) and aspartate aminotransferase (AST), suggesting irreversible damage in hepatocytes. We observed the increase of Kupffer cells in hepatic sinusoid of glyphosate-treated animals. This was followed by large deposition of reticulin fibers, composed mainly of collagen type III. We may conclude that Glyphosate-Biocarb may induce hepatic histological changes as well as AST and ALT leaking from liver to serum in experimental models.

Alanine Transaminase↗