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Three outbreaks of photosensitisation in 4-5-month-old lambs were investigated near Palmerston North, New Zealand. The first grazed paddock comprised chicory ( I Cichorium intybus i ), the second lucerne (alfalfa, I Medicago sativa i ), and the third perennial ryegrass ( I Lolium perenne i ) and white clover ( I Trifolium repens i ); these paddocks appeared virtually weed-free. In those days the term "trefoil" implied medicks and clovers, whereas nowadays this name is reserved for I Lotus i spp. Since, to date, the weight of evidence is limited to field evidence of primary phototoxicity only, both I Lotus i spp., as well as the clovers and lucerne fall into the recently proposed B1 confidence ranking classification (Collett [5]). [Extracted from the article]

One of the crucial factors in the evolution of herbicide resistance in weeds is the mode of inheritance. Experiments were conducted to determine the inheritance of glyphosate resistance in a population of perennial ryegrass (Lolium perenne) caused by restricted glyphosate translocation. First, the degree of dominance of the glyphosate resistance trait was evaluated by generating first filial generation families through pair-crossing resistant with susceptible plants. Dose-response experiments showed that these first generation families had an intermediate level of glyphosate resistance compared with that of the parent plants. The phenotypic segregation of the resistance trait was then investigated by backcrossing the first generation offspring with individuals from the original susceptible population. Results obtained from spraying the resulting backcrossed families with two rates of glyphosate gave segregation values that best fitted the one-gene model. Hence, glyphosate resistance in perennial ryegrass caused by the restricted herbicide translocation trait is controlled by a single nuclear gene with incomplete dominance. [ABSTRACT FROM AUTHOR]

In New Zealand vineyards, evolution of glyphosate resistance in perennial ryegrass (Lolium perenne) has been reported recently, and restricted translocation of glyphosate has been found in these resistant plants. Past research with other plant species has found that restricted glyphosate translocation is temperature dependent. Glasshouse dose-response experiments were conducted with resistant perennial ryegrass at different temperatures to investigate if this population becomes susceptible to glyphosate under cooler conditions. Glyphosate-susceptible plants (population SP) grown in either warm (average of 20 °C) or cool (average of 9 °C) temperatures following treatment with several rates of glyphosate responded similarly to the herbicide regardless of temperature. In contrast, plants of population J (glyphosate resistant) were significantly more resistant than population SP to glyphosate when treated under warm conditions, but at the cooler temperature, population J was as susceptible as population SP. Thus the mechanism of resistance in population J appeared to be suppressed under cool conditions, suggesting that application of glyphosate during winter might improve control of glyphosate-resistant perennial ryegrass infestations. [ABSTRACT FROM PUBLISHER]

Research in the 1980s showed thatRanunculus acrishad evolved resistance to the phenoxy herbicides MCPA and MCPB in New Zealand. Since then two ALS-inhibitor herbicides, flumetsulam and thifensulfuron-methyl, have been used but recently flumetsulam has been reported as being less effective. The mortality responses of seedling progeny of 15R. acrispopulations, differing in historical exposure to phenoxy and ALS-inhibitor herbicides, were compared using a log-series of five doses of MCPA, flumetsulam and thifensulfuron-methyl. The resulting mortalities were higher than expected at lower doses, meaning LD50values were not reliably estimated. In a second experiment, the responses of one population with no previous exposure to herbicides and one population with high exposure to flumetsulam were compared using a wider range of doses of flumetsulam (0.04 to 25 times). The LD50values differed 5.3-fold between the resistant and susceptible biotypes. In a third experiment, four populations varying in past exposure to both herbicide groups were treated with either flumetsulam or MCPA. Resulting LD50values were higher in populations with high previous exposure to both groups. These results confirm that resistance to both phenoxy and ALS herbicides can occur inR. acrispopulations through repeated use. Since these are the only two available groups for the selective control of this weed in dairy pastures in New Zealand, the options for control are reduced. [ABSTRACT FROM AUTHOR]

Three quick tests were evaluated for detecting glyphosate-resistant biotypes of Italian ryegrass and perennial ryegrass. Biotypes of these two species were used that were 13.4 and 7.3 times more resistant to glyphosate, respectively, than susceptible biotypes when assessed using a sprayed pot study. One assay exposed germinating seeds of resistant and susceptible populations for 8 days to different concentrations of glyphosate. Measurements of reduction in seedling root growth gave an estimate of resistance magnitude of 10.8 and 8.9 for Italian ryegrass and perennial ryegrass, respectively, similar to that from the sprayed pot study. Two other assays were tested and were able to differentiate resistant and susceptible biotypes. One measured the relative levels of shikimic acid in leaves following exposure to glyphosate; four to seven times more shikimic acid accumulated in glyphosate-susceptible populations of Italian and perennial ryegrass than in resistant populations. The other assay involved growing tillers of the plants in glyphosate solutions and the results showed that at glyphosate concentrations of 10 and 40 mg/L, the plantlets of resistant plants showed negligible visual injury and growth reduction compared with susceptible ones. Results obtained from these assays were not affected by whether the glyphosate formulation used was an isopropylamine salt or potassium salt. [ABSTRACT FROM AUTHOR]

A pot trial and two field trials evaluate the safety to stevia plants of 25 herbicides, many of which have been used for selective control in other Asteraceae crops. Pre-emergence herbicides that show potential for use in transplanted stevia include trifluralin, pendimethalin, oryzalin, bromacil, terbacil, linuron, methabenzthiazuron and alachlor. Post-emergence treatments that are tolerated reasonably well by stevia include many of the herbicides listed above plus clethodim, haloxyfop, propyzamide, thifensulfuron, flumetsulam and pyridate. Other post-emergence herbicides that cause some crop damage but may merit further research include bentazone, ethofumesate, MCPB, picolinafen, chloridazon and metribuzin. Terbacil and bromacil are the most effective herbicides for weed control, although some crop damage did occur. Controlling weeds through frequent hand-weeding allowed a 30-fold increase in stevia production in one trial, although the best result obtained by herbicides was a 19-fold increase using bromacil immediately before transplanting stevia. [ABSTRACT FROM AUTHOR]

Background: Resistance to dicamba in Chenopodium album was first documented over a decade ago, however, the molecular basis of dicamba resistance in this species has not been elucidated. In this research, the resistance mechanism in a dicamba-resistant C. album phenotype was investigated using a transcriptomics (RNA-sequence) approach., Results: The dose-response assay showed that the resistant (R) phenotype was nearly 25-fold more resistant to dicamba than a susceptible (S) phenotype of C. album. Also, dicamba treatment significantly induced transcription of the known auxin-responsive genes, Gretchen Hagen 3 (GH3), small auxin-up RNAs (SAURs), and 1-aminocyclopropane-1-carboxylate synthase (ACS) genes in the susceptible phenotype. Comparing the transcripts of auxin TIR/AFB receptors and auxin/indole-3-acetic acid (AUX/IAA) proteins identified from C. album transcriptomic analysis revealed that the R phenotype contained a novel mutation at the first codon of the GWPPV degron motif of IAA16, resulting in an amino acid substitution of glycine (G) with aspartic acid (D). Sequencing the IAA16 gene in other R and S individuals further confirmed that all the R individuals contained the mutation., Conclusion: In this research, we describe the dicamba resistance mechanism in the only case of dicamba-resistant C. album reported to date. Prior work has shown that the dicamba resistance allele confers significant growth defects to the R phenotype investigated here, suggesting that dicamba-resistant C. album carrying this novel mutation in the IAA16 gene may not persist at high frequencies upon removal of dicamba application. © 2024 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry., (© 2024 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.)

Old man's beard (Clematis vitalba L.) is a liana species that has become invasive in many areas of its introduced range. Seeds are produced in abundance and are both physiologically and morphologically dormant upon maturity. To understand the importance of seeds to its invasiveness, changes in viability and dormancy of the aerial seed bank were tracked throughout the after-ripening period and during storage. Seeds collected every second month for 2 years were subjected to germination tests. Other seeds stored in outdoor ambient conditions or in a dry, chilled state were dissected before, during, and after imbibition, as well as during incubation, to measure embryo size. Less than 72% of seeds on the mother plant were viable. Viable seeds remained completely morpho-physiologically dormant throughout autumn, even when treated with nitrate. Physiological dormancy declined in response to seasonal changes, yet morphological dormancy did not change until seeds had been exposed to appropriate germination conditions for several days. Fully dormant autumn seeds decayed at higher rates during incubation than partially or fully after-ripened seeds, which were also more germinable and less dormant. Furthermore, seeds incubated in complete darkness were more likely to decay or remain dormant than those exposed to light. This study demonstrates that fewer than three-quarters of seeds produced are viable and further decay occurs after dispersal, yet total fertility is still very high, with enormous propagule pressure from seeds alone. Viable seeds are protected with two forms of dormancy; morphological dormancy requires additional germination cues in order to break after seasonal changes break physiological dormancy., (© 2024 The Authors. Plant Biology published by John Wiley & Sons Ltd on behalf of German Society for Plant Sciences, Royal Botanical Society of the Netherlands.)

Background: Chenopodium album L. is a troublesome weed in spring-planted crops, and different levels of ploidy have been documented for this weed species. A population of C. album has evolved resistance to dicamba. The level of ploidy and inheritance of dicamba resistance was studied in this population., Results: The resistant and susceptible individuals of C. album were confirmed as tetraploid by flow cytometry. Pair-crosses were made between ten resistant and susceptible individuals. Eight F 1 individuals from five crosses were confirmed resistant after treating with dicamba at 400 g a.e. ha -1 . These individuals were selfed, and the response of their progenies to dicamba was assessed in dose-response experiments, and the results confirmed the resistance trait was dominant. Furthermore, an analysis of the segregation patterns revealed that the segregation response of all F 2 progenies fitted a 3:1 (resistant/susceptible) ratio when treated with dicamba at 200, 400 and 800 g a.e. ha -1 , suggesting a single gene was responsible for dicamba resistance., Conclusions: Dicamba resistance in the studied tetraploid population of C. album is governed by a single dominant gene. This type of inheritance suggests that selection for dicamba resistance can occur readily. © 2022 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry., (© 2022 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.)

Leaching of herbicides in cropping soils not only impacts the groundwater sources but also reduces their effect in controlling weeds. Leaching studies were carried out in two cropping soils and two forestry biowaste media, wood pulp and sawdust with two herbicides, atrazine and bromacil in a packed lysimeter with simulated rainfall. The hypothesis was that high organic matter forestry biowaste soil amendments reduce the leaching of herbicides through the soil profile. Results from the experimental setups varied due to the impact of the simulated rainfall on the surface structure of the media. Organic carbon content, pH and structure of the media were all factors which affected the leaching of the two herbicides. The hypothesis was true for wood pulp, but for sawdust, organic matter content had less bearing on the leaching of the herbicides than other over-riding factors, such as pH, that were media specific. In sawdust, its large particle size and related pore volume allowed preferential flow of herbicides. Overall, the data indicated that both forestry biowastes were retentive to herbicide leaching, but the effect was more pronounced with wood pulp than sawdust., (Copyright © 2022 Elsevier Ltd. All rights reserved.)

Application of herbicides inhibiting acetyl CoA carboxylase (ACCase) has been one of the main strategies for selectively controlling grass weed species such as perennial ryegrass (Lolium perenne L.) in wheat and barley crops in New Zealand. In this study, we have confirmed and characterized resistance to pinoxaden, an ACCase-inhibiting herbicide, in a population of L. perenne. Dose-response experiments were conducted to assess the level of pinoxaden resistance, and based on the LD 50 values, the studied population was 41.4-times more resistant to pinoxaden than a susceptible population. Application of malathion, an inhibitor of the cytochrome P450s, preceding pinoxaden treatment reduced the level of resistance to 9.7-fold. However, pre-treatment with the glutathione S-transferase (GST) inhibitor 4-chloro7- nitrobenzoxadiazole prior to pinoxaden treatment did not affect pinoxaden resistance. Partial sequencing of the ACCase gene revealed that the resistant population had an isoleucine to valine replacement at position 2041. These results suggest that both cytochrome P450-based and target-site mechanisms are jointly associated with this instance of pinoxaden resistance in L. perenne. The pinoxaden-resistant L. perenne individuals were also resistant to quizalofop-p-ethyl (108.6-fold), but they were susceptible to clethodim, which can, therefore, be used to manage this pinoxaden-resistant L. perenne. This is the first report of a L. perenne population in which a rare target-site mutation works in concert with enhanced cytochrome P-450 activity to confer pinoxaden resistance. Evolution of resistance to ACCase-inhibiting herbicides in this L. perenne population indicates that integrated weed management practices are required to prevent widespread resistance developing in New Zealand cereal crop systems., (Copyright © 2022 Elsevier Inc. All rights reserved.)

To estimate the prevalence of herbicide-resistant weeds, 87 wheat and barley farms were randomly surveyed in the Canterbury region of New Zealand. Over 600 weed seed samples from up to 10 mother plants per taxon depending on abundance, were collected immediately prior to harvest (two fields per farm). Some samples provided by agronomists were tested on an ad-hoc basis. Over 40,000 seedlings were grown to the 2-4 leaf stage in glasshouse conditions and sprayed with high priority herbicides for grasses from the three modes-of-action acetyl-CoA carboxylase (ACCase)-inhibitors haloxyfop, fenoxaprop, clodinafop, pinoxaden, clethodim, acetolactate synthase (ALS)-inhibitors iodosulfuron, pyroxsulam, nicosulfuron, and the 5-enolpyruvyl shikimate 3-phosphate synthase (EPSPS)-inhibitor glyphosate. The highest manufacturer recommended label rates were applied for the products registered for use in New Zealand, often higher than the discriminatory rates used in studies elsewhere. Published studies of resistance were rare in New Zealand but we found weeds survived herbicide applications on 42 of the 87 (48%) randomly surveyed farms, while susceptible reference populations died. Resistance was found for ALS-inhibitors on 35 farms (40%) and to ACCase-inhibitors on 20 (23%) farms. The number of farms with resistant weeds (denominator is 87 farms) are reported for ACCase-inhibitors, ALS-inhibitors, and glyphosate respectively as: Avena fatua (9%, 1%, 0% of farms), Bromus catharticus (0%, 2%, 0%), Lolium spp. (17%, 28%, 0%), Phalaris minor (1%, 6%, 0%), and Vulpia bromoides (0%, not tested, 0%). Not all farms had the weeds present, five had no obvious weeds prior to harvest. This survey revealed New Zealand's first documented cases of resistance in P. minor (fenoxaprop, clodinafop, iodosulfuron) and B. catharticus (pyroxsulam). Twelve of the 87 randomly sampled farms (14%) had ALS-inhibitor chlorsulfuron-resistant sow thistles, mostly Sonchus asper but also S. oleraceus. Resistance was confirmed in industry-supplied samples of the grasses Digitaria sanguinalis (nicosulfuron, two maize farms), P. minor (iodosulfuron, one farm), and Lolium spp. (cases included glyphosate, haloxyfop, pinoxaden, iodosulfuron, and pyroxsulam, 9 farms). Industry also supplied Stellaria media samples that were resistant to chlorsulfuron and flumetsulam (ALS-inhibitors) sourced from clover and ryegrass fields from the North and South Island., Competing Interests: The authors have declared that no competing interests exist.

Soliva sessilis is a troublesome annual weed species in New Zealand turfgrass. This weed has been controlled selectively in New Zealand turfgrass for many years using pyridine herbicides such as clopyralid. However, in some golf courses, the continuous application of pyridine herbicides has resulted in the selection of S. sessilis populations that are resistant to these herbicides. This study focuses on a clopyralid-resistant population of S. sessilis collected from a golf course with a long history of clopyralid applications. The resistant phenotype of S. sessilis was highly resistant to clopyralid (over 225-fold). It was also cross-resistant to dicamba, MCPA and picloram but not mecoprop. The level of resistance to dicamba was high (7-14-fold) but much lower (2-3-fold) for both MCPA and picloram. The phenotype was morphologically distinct from its susceptible counterpart. Individuals of the clopyralid-resistant phenotype had fewer lobes on their leaves and were slightly larger compared to the susceptible phenotype. Resistant individuals also had a larger leaf area and greater root dry weight than the susceptible plants. An evaluation of internal transcribed spacer (ITS) regions confirmed that clopyralid-resistant phenotypes are conspecific with S. sessilis. In summary, the cross-resistance to several auxinic herbicides in this S. sessilis phenotype greatly reduces chemical options for controlling it; thus, other integrated management practices may be needed such as using turfgrass competition to reduce weed germination. However, the morphological differences between resistant and susceptible plants make it easy to see, which will help with its management., Competing Interests: The authors have declared that no competing interests exist.

The persistence and degradation of two common herbicides, atrazine and bromacil in two organic media, wood pulp and sawdust were compared with two soils. The hypothesis tested was that herbicide degradation will be faster in high organic matter media compared to soil. Degradation of two herbicides was carried out in four different temperature regimes and in sterilised media. The degradation half-life (t½) was determined under above-mentioned conditions then compared to degradation in soil. The degradation as quantified by t½ of the herbicides was generally longer in both organic media. Although microbial degradation was an important factor in the mineralisation of these herbicides, overall, the pH of the media had a more profound effect on the desorption and subsequent degradation rate than the organic carbon content. The results of this study revealed that the hypothesis was only partially correct as organic matter content per se did not strongly relate to degradation rates which were mainly governed by pH and microbial activity.

The first step in managing herbicide-resistant weeds is to confirm their resistance status. It is, therefore, crucial to have a rapid, reliable and cost-effective technique to assess samples for herbicide resistance. We designed and evaluated three derived cleaved amplified polymorphic sequence (dCAPS) markers for detecting glyphosate resistance in Lolium perenne. conferred by non-synonymous mutations at codon-106 in the enolpyruvylshikimate-3-phosphate synthase (EPSPS) gene. The dCAPS markers involve amplification of the target region, digestion of the amplified products with restriction enzymes and gel-based visualisation of the digested products. The results showed that all three dCAPS markers could successfully detect mutations at codon-106 in the target enzyme. The dCAPS markers can also inform us of the zygosity state of the resistance allele and was confirmed by sequencing the target region of the EPSPS gene. The markers described here are effective quick tests for the monitoring and evaluation of the target-enzyme mechanism of glyphosate resistance in Lolium perenne., Competing Interests: The authors have declared that no competing interests exist.

The evolution of resistance to herbicides in weeds has become a great challenge for global agricultural production. Weeds have evolved resistance to herbicides through many different physiological mechanisms. Some weed species are known to secrete herbicide molecules from roots into the rhizosphere upon being treated. However, root exudation of herbicides as a mechanism of resistance has only recently been identified in two weed species. Root exudation pathways have been investigated in Arabidopsis, and this work suggested that ATP-binding cassette (ABC) and multidrug and toxic compound extrusion (MATE) transporters play a role in the secretion of primary and secondary plant products from roots. We hypothesize that the mechanisms involved in root exudation of herbicides that result in resistance are mediated by overactive or overexpressed transporters, probably similar to those found for the exudation of primary and secondary compounds from roots. Elucidating the molecular and physiological basis of root exudation in herbicide-resistant weeds would improve our understanding of the pathways involved in herbicide root secretion mediated by transporters in plants. © 2020 Society of Chemical Industry., (© 2020 Society of Chemical Industry.)

Haloxyfop is one of two acetyl-coenzyme A carboxylase (ACCase) inhibitors that is recommended for controlling Poa annua. We have characterised a population of P. annua that had developed resistance to haloxyfop. This resistant population was found to be almost 20 times less sensitive to haloxyfop than a susceptible population based on percentage survival of individuals in two dose-response experiments. However, the haloxyfop-resistant population was still susceptible to clethodim. Pre-treatment of resistant individuals with a cytochrome P450 inhibitor, malathion, did not change the sensitivity level of the resistant plants to haloxyfop, suggesting that a non-target site mechanism of resistance involving enhanced metabolism, was not responsible for this resistance in P. annua. Gene sequencing showed that a target site mutation at position 2041, which replaced isoleucine with threonine in the carboxyltransferase (CT) domain of the ACCase enzyme, was associated with resistance to haloxyfop in the resistant population. An evaluation of the 3-D structure of the CT domain suggested that, unlike Asn-2041, which is the most common mutation at this position reported to date, Thr-2041 does not change the conformational structure of the CT domain. This is the first study investigating the molecular mechanism involved with haloxyfop resistance in P. annua.

Main Conclusion: Detrimental pleiotropic effects of resistance mutation(s) were observed for multiple-resistant phenotypes (resistant to both atrazine and dicamba). The multiple-resistant phenotypes had lower growth rates and less capacity for vegetative growth compared to the phenotypes only resistant to atrazine. The fitness costs that are conferred by herbicide resistance alleles can affect the rate of herbicide resistance evolution within populations. We evaluated the direct fitness costs involved with multiple resistance to dicamba and atrazine (R1 and R2) in Chenopodium album by comparing the performance of multiple-resistant phenotypes to those phenotypes that were only resistant to atrazine (S1 and S2). The R1 and R2 phenotypes were consistently shorter and produced less dry matter than the S1 and S2 phenotypes. The R1 and R2 phenotypes were shown to have lower relative growth rates (RGR) and net assimilation rates (NAR) than the S1 and S2 phenotypes at an early stage of growth. However, there was no significant difference in RGR between the R1 and R2 and, S1 and S2 phenotypes at a later stage of growth, though the R1 and R2 phenotypes still had a lower NAR at this later stage. Further investigations using a neighbouring crop competition approach showed that the R1 and R2 phenotypes were weaker competitors, and exhibited significantly less capacity for vegetative growth compared to the S1 and S2 phenotypes during competition. Overall, the results of this study revealed multiple- resistance to atrazine and dicamba endowed a significant fitness penalty to C. album, and it is possible that the frequency of multiple-resistant individuals would gradually decline once selection pressure from herbicides was discontinued.

Organic soil amendments can be useful for improving degraded soil, but this increase in organic matter (OM) may influence adsorption of herbicides subsequently applied to the treated soil, even though the particle size of amendments and their nature differ from typical soil OM. In this study, a batch equilibrium method was used to measure adsorption of five herbicides following application to two organic media, wood pulp and sawdust, comparing these with two cropping soils. Herbicide adsorption, quantified by distribution coefficients (k d ), was much higher in the two organic media than in the cropping soils. The increases in adsorption were strongly correlated to the percentage of organic carbon. When the k d was normalized to adsorption coefficients corrected for OM content (k oc ), variation in results between the media was greatly reduced, indicating that OM is an important factor influencing adsorption in these media. The results of this study suggest that herbicides will be less effective when applied to soils in which sawdust and wood pulp have been added. Using organic amendments to remediate soil will increase adsorption of pesticides, reducing their bio-availability and efficacy, but also reducing their tendency to leach into root zones of deep-rooted crops and into groundwater.

Evolutionary physiology merges the disciplines of evolution and physiology, and it is a research approach that has not received much attention for studying the development of herbicide resistance. This paper makes a case for using evolutionary physiology more frequently when studying herbicide resistance, and illustrates this using three areas where more work would be useful: (i) the interaction among major and minor alleles over many generations during the evolution of physiological responses that lead to specific mechanisms of resistance; (ii) the role of epigenetic factors, especially at an early stage of evolution, on the physiological modifications that result in phenotypes that become insensitive to herbicides; and (iii) the interaction between fitness and physiological performance over time, with emphasis on understanding mechanisms that improve the fitness of herbicide-resistant phenotypes during selection.

Background: Perennial ryegrass (Lolium perenne) has developed resistance to glyphosate within New Zealand vineyards following many years of herbicide application. The objectives of this work were to confirm resistance within two populations obtained from affected vineyards, and to determine the mechanism of resistance to glyphosate., Results: Population O was confirmed to have a 25-fold resistance to glyphosate, whereas population J had a sevenfold resistance. Results of genotyping assays demonstrated a single nucleotide substitution at codon 106 of 5-enolpyruvylshikimate-3-phosphate synthase in population O but not population J. Glyphosate-resistant and glyphosate-susceptible populations did not differ in glyphosate absorption. However, in both resistant populations, much more of the absorbed (14) C-glyphosate remained in the treated leaf than occurred in the susceptible population. Significantly more glyphosate was found in the pseudostem region of susceptible plants compared with resistant plants., Conclusion: Both target-site and non-target-site mechanisms of glyphosate resistance were found in the perennial ryegrass population with 25-fold resistance, whereas only the non-target-site mechanism of resistance was found in the population with sevenfold resistance. This is the first study of the mechanism of glyphosate resistance in perennial ryegrass., (© 2014 Society of Chemical Industry.)