ACS Publications. Most Trusted. Most Cited. Most Read

OR SEARCH CITATIONS

My Activity
Publications
CONTENT TYPES

Figure 1Loading Img
Download Hi-Res ImageDownload to MS-PowerPointCite This:J. Agric. Food Chem. 2003, 51, 1, 340-344
RETURN TO ISSUEPREVArticle

Isoflavone, Glyphosate, and Aminomethylphosphonic Acid Levels in Seeds of Glyphosate-Treated, Glyphosate-Resistant Soybean

View Author Information
Natural Products Utilization Research Unit, Agricultural Research Service, U.S. Department of Agriculture, P.O. Box 8048, University, Mississippi 38677; Southern Weed Science Research Unit, P.O. Box 350, Stoneville, Mississippi 38776; and Department of Agronomy, University of Missouri, Columbia, Missouri 65211
Cite this: J. Agric. Food Chem. 2003, 51, 1, 340–344
Publication Date (Web):December 5, 2002
https://doi.org/10.1021/jf025908i
Copyright © 2003 American Chemical Society
Request reuse permissions

    Article Views

    1224

    Altmetric

    -

    Citations

    139
    LEARN ABOUT THESE METRICS
    Other access options
    Get e-Alerts
    SUBJECTS:

    Abstract

    The estrogenic isoflavones of soybeans and their glycosides are products of the shikimate pathway, the target pathway of glyphosate. This study tested the hypothesis that nonphytotoxic levels of glyphosate and other herbicides known to affect phenolic compound biosynthesis might influence levels of these nutraceutical compounds in glyphosate-resistant soybeans. The effects of glyphosate and other herbicides were determined on estrogenic isoflavones and shikimate in glyphosate-resistant soybeans from identical experiments conducted on different cultivars in Mississippi and Missouri. Four commonly used herbicide treatments were compared to a hand-weeded control. The herbicide treatments were (1) glyphosate at 1260 g/ha at 3 weeks after planting (WAP), followed by glyphosate at 840 g/ha at 6 WAP; (2) sulfentrazone at 168 g/ha plus chlorimuron at 34 g/ha applied preemergence (PRE), followed by glyphosate at 1260 g/ha at 6 WAP; (3) sulfentrazone at 168 g/ha plus chlorimuron at 34 g/ha applied PRE, followed by glyphosate at 1260 g/ha at full bloom; and (4) sulfentrazone at 168 g/ha plus chlorimuron at 34 g/ha applied PRE, followed by acifluorfen at 280 g/ha plus bentazon at 560 g/ha plus clethodim at 140 g/ha at 6 WAP. Soybeans were harvested at maturity, and seeds were analyzed for daidzein, daidzin, genistein, genistin, glycitin, glycitein, shikimate, glyphosate, and the glyphosate degradation product, aminomethylphosphonic acid (AMPA). There were no remarkable effects of any treatment on the contents of any of the biosynthetic compounds in soybean seed from either test site, indicating that early and later season applications of glyphosate have no effects on phytoestrogen levels in glyphosate-resistant soybeans. Glyphosate and AMPA residues were higher in seeds from treatment 3 than from the other two treatments in which glyphosate was used earlier. Intermediate levels were found in treatments 1 and 2. Low levels of glyphosate and AMPA were found in treatment 4 and a hand-weeded control, apparently due to herbicide drift.

    Keywords: Aminomethylphosphonic acid; glyphosate; herbicide-resistant crop; isoflavone; shikimic acid; transgenic crop

    Read this article

    To access this article, please review the available access options below.

    Get instant access

    Purchase Access

    Read this article for 48 hours. Check out below using your ACS ID or as a guest.

    Recommended

    Access through Your Institution

    You may have access to this article through your institution.

    Your institution does not have access to this content. You can change your affiliated institution below.

    *

     Corresponding author [telephone (662) 915-1036; fax (662) 915-1035; e-mail [email protected]].

    †

     USDA-ARS Natural Products Utilization Research Unit.

    ‡

     USDA-ARS Southern Weed Science Research Unit.

    §

     Department of Agronomy, University of Missouri.

    Cited By

    This article is cited by 139 publications.

    1. John W. Finley, Stephen O. Duke. Agnes Rimando, a Pioneer in the Fate of Glyphosate and Its Primary Metabolite in Plants. Journal of Agricultural and Food Chemistry 2020, 68 (20) , 5623-5630. https://doi.org/10.1021/acs.jafc.0c00811
    2. Élise Smedbol, Marc Lucotte, Sophie Maccario, Marcelo Pedrosa Gomes, Serge Paquet, Matthieu Moingt, Lila Lucero Celis Mercier, Millaray Rayen Perez Sobarzo, Marc-André Blouin. Glyphosate and Aminomethylphosphonic Acid Content in Glyphosate-Resistant Soybean Leaves, Stems, and Roots and Associated Phytotoxicity Following a Single Glyphosate-Based Herbicide Application. Journal of Agricultural and Food Chemistry 2019, 67 (22) , 6133-6142. https://doi.org/10.1021/acs.jafc.9b00949
    3. Krishna N. Reddy, James V. Cizdziel, Martin M. Williams, II, Jude E. Maul, Agnes M. Rimando, Stephen O. Duke. Glyphosate Resistance Technology Has Minimal or No Effect on Maize Mineral Content and Yield. Journal of Agricultural and Food Chemistry 2018, 66 (39) , 10139-10146. https://doi.org/10.1021/acs.jafc.8b01655
    4. Elza Alves Corrêa, Franck E. Dayan, Daniel K. Owens, Agnes M. Rimando, and Stephen O. Duke . Glyphosate-Resistant and Conventional Canola (Brassica napus L.) Responses to Glyphosate and Aminomethylphosphonic Acid (AMPA) Treatment. Journal of Agricultural and Food Chemistry 2016, 64 (18) , 3508-3513. https://doi.org/10.1021/acs.jafc.6b00446
    5. Stefan Ehling and Todime M. Reddy . Analysis of Glyphosate and Aminomethylphosphonic Acid in Nutritional Ingredients and Milk by Derivatization with Fluorenylmethyloxycarbonyl Chloride and Liquid Chromatography–Mass Spectrometry. Journal of Agricultural and Food Chemistry 2015, 63 (48) , 10562-10568. https://doi.org/10.1021/acs.jafc.5b04453
    6. Brandon J. Fast, Ariane C. Schafer, Tempest Y. Johnson, Brian L. Potts, and Rod A. Herman . Insect-Protected Event DAS-81419-2 Soybean (Glycine max L.) Grown in the United States and Brazil Is Compositionally Equivalent to Nontransgenic Soybean. Journal of Agricultural and Food Chemistry 2015, 63 (7) , 2063-2073. https://doi.org/10.1021/jf505015y
    7. Daniela N. Ribeiro, Vijay K. Nandula, Franck E. Dayan, Agnes M. Rimando, Stephen O. Duke, Krishna N. Reddy, and David R. Shaw . Possible Glyphosate Tolerance Mechanism in Pitted Morningglory (Ipomoea lacunosa L.). Journal of Agricultural and Food Chemistry 2015, 63 (6) , 1689-1697. https://doi.org/10.1021/jf5055722
    8. Rod A. Herman , William D. Price . Unintended Compositional Changes in Genetically Modified (GM) Crops: 20 Years of Research. Journal of Agricultural and Food Chemistry 2013, 61 (48) , 11695-11701. https://doi.org/10.1021/jf400135r
    9. Savithiry Natarajan, Devanand Luthria, Hanhong Bae, Dilip Lakshman, and Amitava Mitra . Transgenic Soybeans and Soybean Protein Analysis: An Overview. Journal of Agricultural and Food Chemistry 2013, 61 (48) , 11736-11743. https://doi.org/10.1021/jf402148e
    10. Stephen O. Duke, John Lydon, William C. Koskinen, Thomas B. Moorman, Rufus L. Chaney, and Raymond Hammerschmidt . Glyphosate Effects on Plant Mineral Nutrition, Crop Rhizosphere Microbiota, and Plant Disease in Glyphosate-Resistant Crops. Journal of Agricultural and Food Chemistry 2012, 60 (42) , 10375-10397. https://doi.org/10.1021/jf302436u
    11. Stephen O. Duke, Krishna N. Reddy, Kaixuan Bu, and James V. Cizdziel . Effects of Glyphosate on the Mineral Content of Glyphosate-Resistant Soybeans (Glycine max). Journal of Agricultural and Food Chemistry 2012, 60 (27) , 6764-6771. https://doi.org/10.1021/jf3014603
    12. Stephen O. Duke . Glyphosate Degradation in Glyphosate-Resistant and -Susceptible Crops and Weeds. Journal of Agricultural and Food Chemistry 2011, 59 (11) , 5835-5841. https://doi.org/10.1021/jf102704x
    13. Luiz H. S. Zobiole, Rubem S. Oliveira, Jr., Jesui V. Visentainer, Robert J. Kremer, Nacer Bellaloui and Tsuioshi Yamada . Glyphosate Affects Seed Composition in Glyphosate-Resistant Soybean. Journal of Agricultural and Food Chemistry 2010, 58 (7) , 4517-4522. https://doi.org/10.1021/jf904342t
    14. Krishna N. Reddy, Agnes M. Rimando, Stephen O. Duke and Vijay K. Nandula. Aminomethylphosphonic Acid Accumulation in Plant Species Treated with Glyphosate. Journal of Agricultural and Food Chemistry 2008, 56 (6) , 2125-2130. https://doi.org/10.1021/jf072954f
    15. Vijay K. Nandula,, Krishna N. Reddy,, Agnes M. Rimando,, Stephen O. Duke, and, Daniel H. Poston. Glyphosate-Resistant and -Susceptible Soybean (Glycine max) and Canola (Brassica napus) Dose Response and Metabolism Relationships with Glyphosate. Journal of Agricultural and Food Chemistry 2007, 55 (9) , 3540-3545. https://doi.org/10.1021/jf063568l
    16. Nuria de María,, José M. Becerril,, José I. García-Plazaola,, Antonio Hernández,, María R. de Felipe, and, Mercedes Fernández-Pascual. New Insights on Glyphosate Mode of Action in Nodular Metabolism:  Role of Shikimate Accumulation. Journal of Agricultural and Food Chemistry 2006, 54 (7) , 2621-2628. https://doi.org/10.1021/jf058166c
    17. Krishna N. Reddy,, Agnes M. Rimando, and, Stephen O. Duke. Aminomethylphosphonic Acid, a Metabolite of Glyphosate, Causes Injury in Glyphosate-Treated, Glyphosate-Resistant Soybean. Journal of Agricultural and Food Chemistry 2004, 52 (16) , 5139-5143. https://doi.org/10.1021/jf049605v
    18. Su-Hsiang Tseng,, Yi-Wen Lo,, Pi-Chiou Chang,, Shin-Shou Chou, and, Hung-Min Chang. Simultaneous Quantification of Glyphosate, Glufosinate, and Their Major Metabolites in Rice and Soybean Sprouts by Gas Chromatography with Pulsed Flame Photometric Detector. Journal of Agricultural and Food Chemistry 2004, 52 (13) , 4057-4063. https://doi.org/10.1021/jf049973z
    19. John R. Caradus. Intended and unintended consequences of genetically modified crops – myth, fact and/or manageable outcomes?. New Zealand Journal of Agricultural Research 2023, 66 (6) , 519-619. https://doi.org/10.1080/00288233.2022.2141273
    20. Olutobi Daniel Ogunbiyi, Damilola Olayinka Akamo, Esther Ebunoluwa Oluwasanmi, Joseph Adebanjo, Busayo Adefolaju Isafiade, Taiwo John Ogunbiyi, Yakubu Adekunle Alli, David Temitope Ayodele, Peter Olusakin Oladoye. Glyphosate-based herbicide: Impacts, detection, and removal strategies in environmental samples. Groundwater for Sustainable Development 2023, 22 , 100961. https://doi.org/10.1016/j.gsd.2023.100961
    21. Vitor Simionato Bidóia, José Cristimiano dos Santos Neto, Cleber Daniel de Goes Maciel, Leandro Tropaldi, Caio Antonio Carbonari, Stephen Oscar Duke, Leonardo Bianco de Carvalho. Lack of Significant Effects of Glyphosate on Glyphosate-Resistant Maize in Different Field Locations. Agronomy 2023, 13 (4) , 1071. https://doi.org/10.3390/agronomy13041071
    22. Jillian Ashley-Martin, Rong Huang, Susan MacPherson, Orly Brion, James Owen, Eric Gaudreau, Jean-Francois Bienvenu, Mandy Fisher, Michael M. Borghese, Maryse F. Bouchard, Bruce Lanphear, Warren G. Foster, Tye E. Arbuckle. Urinary concentrations and determinants of glyphosate and glufosinate in pregnant Canadian participants in the MIREC study. Environmental Research 2023, 217 , 114842. https://doi.org/10.1016/j.envres.2022.114842
    23. Asifa Hameed, Cristina Rosa, Edwin G. Rajotte. A Review on Ecology of Interactions in Soybean Vein Necrosis Orthotospovirus (SVNV): Plants, Vectors, Virus Dispersal and Management Perspectives. 2022https://doi.org/10.5772/intechopen.102423
    24. Amaranatha Reddy Vennapusa, Subham Agarwal, Hanumanth Rao Hm, Thiagarayaselvam Aarthy, K.C. Babitha, Hirekodathakallu V. Thulasiram, Mahesh J. Kulkarni, Kalpalatha Melmaiee, Chinta Sudhakar, M. Udayakumar, Ramu S Vemanna. Stacking herbicide detoxification and resistant genes improves glyphosate tolerance and reduces phytotoxicity in tobacco (Nicotiana tabacum L.) and rice (Oryza sativa L.). Plant Physiology and Biochemistry 2022, 189 , 126-138. https://doi.org/10.1016/j.plaphy.2022.08.025
    25. Karen Larsen, Adrián Lifschitz, Rocío Fernández San Juan, Guillermo Virkel. Metabolic stability of glyphosate and its environmental metabolite (aminomethylphosphonic acid) in the ruminal content of cattle. Food Additives & Contaminants: Part A 2022, 39 (4) , 740-751. https://doi.org/10.1080/19440049.2022.2032382
    26. Zachery Ryan Jarrell, Muslah Uddin Ahammad, Andrew Parks Benson. Reproductive toxicity of roundup®-treated feed on broiler breeder roosters and the amelioration of these deleterious effects with inclusion of humic acids in feed.. Veterinary and Animal Science 2021, 14 , 100215. https://doi.org/10.1016/j.vas.2021.100215
    27. Guilherme Pires D'avila de Almeida, Kassio Ferreira Mendes, Jussara Borges Regitano, Nivea Maria Piccolomini Dias, Ana Carolina Dias Guimarães, Valdemar Luiz Tornisielo. Using 14 C-glyphosate to investigate the distribution of two formulations in transgenic glyphosate-resistant soybean. Journal of Environmental Science and Health, Part B 2021, 56 (9) , 809-813. https://doi.org/10.1080/03601234.2021.1956250
    28. Clay M. Perkins, Thomas C. Mueller, Lawrence E. Steckel. Survey of glyphosate-resistant junglerice ( Echinochloa colona ) accessions in dicamba-resistant crops in Tennessee. Weed Technology 2021, 35 (3) , 412-418. https://doi.org/10.1017/wet.2020.131
    29. Adrian A. Franke, Xingnan Li, Yurii B. Shvetsov, Jennifer F. Lai. Pilot study on the urinary excretion of the glyphosate metabolite aminomethylphosphonic acid and breast cancer risk: The Multiethnic Cohort study. Environmental Pollution 2021, 277 , 116848. https://doi.org/10.1016/j.envpol.2021.116848
    30. I.G. Bressán, S.F. Llesuy, C. Rodriguez, A. Ferloni, A.R. Dawidowski, S.B. Figar, M.I. Giménez. Optimization and validation of a liquid chromatography-tandem mass spectrometry method for the determination of glyphosate in human urine after pre-column derivatization with 9-fluorenylmethoxycarbonyl chloride. Journal of Chromatography B 2021, 1171 , 122616. https://doi.org/10.1016/j.jchromb.2021.122616
    31. Christopher D. Viljoen, B. J. Koortzen, Sandhya Sreenivasan Tantuan. Determining the presence of glyphosate and glyphosate-tolerant events in maize and soybean food products in South Africa. Food Additives & Contaminants: Part B 2021, 14 (2) , 91-97. https://doi.org/10.1080/19393210.2021.1872713
    32. Moulay Abdelmajid Kassem. Environmental Factors Affecting Isoflavone Contents. 2021, 497-511. https://doi.org/10.1007/978-3-030-82906-3_9
    33. Nadia Regina Rodrigues, Ana Paula Ferreira de Souza, Pedro Patric Pinho Morais, Daniella Pascon Vianna Braga, Augusto Cesar Crivellari, Luís Roberto Graça Favoretto, Geraldo Ubirajara Berger. Residues of glyphosate and aminomethylphosphonic acid (AMPA) in genetically modified glyphosate tolerant soybean, corn and cotton crops. Ciência Rural 2021, 51 (1) https://doi.org/10.1590/0103-8478cr20190244
    34. Zachery Ryan Jarrell, Muslah Uddin Ahammad, Andrew Parks Benson. Glyphosate-based herbicide formulations and reproductive toxicity in animals. Veterinary and Animal Science 2020, 10 , 100126. https://doi.org/10.1016/j.vas.2020.100126
    35. Stephen O. Duke. Glyphosate: environmental fate and impact. Weed Science 2020, 68 (3) , 201-207. https://doi.org/10.1017/wsc.2019.28
    36. Anowarul Islam, Md Sadikul Islam, Md Nazim Uddin, Mir Md Iqbal Hasan, Md Rashedunnabi Akanda. The potential health benefits of the isoflavone glycoside genistin. Archives of Pharmacal Research 2020, 43 (4) , 395-408. https://doi.org/10.1007/s12272-020-01233-2
    37. Élise Smedbol, Marc Lucotte, Gilles Tremblay, Matthieu Moingt, Serge Paquet, Jérôme Bernier Brillon, Émile Samson‐Brais. Weed management strategies effect on glyphosate‐tolerant maize and soybean yields and quality. Agrosystems, Geosciences & Environment 2020, 3 (1) https://doi.org/10.1002/agg2.20088
    38. Stephen O. Duke. Glyphosate: Uses Other Than in Glyphosate-Resistant Crops, Mode of Action, Degradation in Plants, and Effects on Non-target Plants and Agricultural Microbes. 2020, 1-65. https://doi.org/10.1007/398_2020_53
    39. Juliana Miyazaki, Andreas Bauer-Panskus, Thomas Bøhn, Wolfram Reichenbecher, Christoph Then. Insufficient risk assessment of herbicide-tolerant genetically engineered soybeans intended for import into the EU. Environmental Sciences Europe 2019, 31 (1) https://doi.org/10.1186/s12302-019-0274-1
    40. Thomas Bøhn, Erik Millstone. The Introduction of Thousands of Tonnes of Glyphosate in the food Chain—An Evaluation of Glyphosate Tolerant Soybeans. Foods 2019, 8 (12) , 669. https://doi.org/10.3390/foods8120669
    41. Vijay K. Nandula, Dean E. Riechers, Yurdagul Ferhatoglu, Michael Barrett, Stephen O. Duke, Franck E. Dayan, Alina Goldberg-Cavalleri, Catherine Tétard-Jones, David J. Wortley, Nawaporn Onkokesung, Melissa Brazier-Hicks, Robert Edwards, Todd Gaines, Satoshi Iwakami, Mithila Jugulam, Rong Ma. Herbicide Metabolism: Crop Selectivity, Bioactivation, Weed Resistance, and Regulation. Weed Science 2019, 67 (2) , 149-175. https://doi.org/10.1017/wsc.2018.88
    42. Flávia R. Costa, Rafael Rech, Stephen O. Duke, Leonardo B. Carvalho. Lack of effects of glyphosate and glufosinate on growth, mineral content, and yield of glyphosate- and glufosinate-resistant maize. GM Crops & Food 2018, 9 (4) , 189-198. https://doi.org/10.1080/21645698.2018.1511204
    43. Stephen O Duke, Agnes M Rimando, Krishna N Reddy, James V Cizdziel, Nacer Bellaloui, David R Shaw, Martin M Williams, Jude E Maul. Lack of transgene and glyphosate effects on yield, and mineral and amino acid content of glyphosate‐resistant soybean. Pest Management Science 2018, 74 (5) , 1166-1173. https://doi.org/10.1002/ps.4625
    44. Stephen O Duke. The history and current status of glyphosate. Pest Management Science 2018, 74 (5) , 1027-1034. https://doi.org/10.1002/ps.4652
    45. Coralia Bleotu, Lilia Matei, Laura D. Dragu, Liana Grigorescu, Carmen C. Diaconu, Gabriela Anton. Methods for Plant Genetic Modification. 2018, 385-401. https://doi.org/10.1016/B978-0-12-811519-0.00015-7
    46. Thomas Bøhn. Criticism of EFSA's scientific opinion on combinatorial effects of ‘stacked’ GM plants. Food and Chemical Toxicology 2018, 111 , 268-274. https://doi.org/10.1016/j.fct.2017.11.023
    47. Lu Fan, Yucheng Feng, David B. Weaver, Dennis P. Delaney, Glenn R. Wehtje, Guoying Wang. Glyphosate effects on symbiotic nitrogen fixation in glyphosate-resistant soybean. Applied Soil Ecology 2017, 121 , 11-19. https://doi.org/10.1016/j.apsoil.2017.09.015
    48. Pablo T. Fernández-Moreno, Ricardo Alcántara-de la Cruz, Reid J. Smeda, Rafael De Prado. Differential Resistance Mechanisms to Glyphosate Result in Fitness Cost for Lolium perenne and L. multiflorum. Frontiers in Plant Science 2017, 8 https://doi.org/10.3389/fpls.2017.01796
    49. Mariluce Nepomuceno, Nuria Chinchilla, Rosa M Varela, José MG Molinillo, Rodney Lacret, Pedro LCA Alves, Francisco A Macias. Chemical evidence for the effect of Urochloa ruziziensis on glyphosate‐resistant soybeans. Pest Management Science 2017, 73 (10) , 2071-2078. https://doi.org/10.1002/ps.4578
    50. Thomas Bøhn, Gabor L. Lövei. Complex Outcomes from Insect and Weed Control with Transgenic Plants: Ecological Surprises?. Frontiers in Environmental Science 2017, 5 https://doi.org/10.3389/fenvs.2017.00060
    51. Glynn C. Percival. The influence of glyphosate on carotenoid pigments, reactive oxygen species scavenging enzymes and secondary stress metabolites within leaf tissue of three Acer species. Urban Forestry & Urban Greening 2017, 24 , 19-25. https://doi.org/10.1016/j.ufug.2017.03.018
    52. Jichul Bae, Robert E. Nurse, Marie-Josée Simard, Eric R. Page. Managing glyphosate-resistant common ragweed ( Ambrosia artemisiifolia ): effect of glyphosate-phenoxy tank mixes on growth, fecundity, and seed viability. Weed Science 2017, 65 (1) , 31-40. https://doi.org/10.1614/WS-D-16-00094.1
    53. M.C. Lamb, R. B. Sorensen, C.L. Butts, P.M. Dang, C.Y. Chen, R.S. Arias. Chemical Interruption of Late Season Flowering to Improve Harvested Peanut Maturity. Peanut Science 2017, 44 (1) , 60-65. https://doi.org/10.3146/PS16-2.1
    54. Shahla Hosseini Bai, Steven M. Ogbourne. Glyphosate: environmental contamination, toxicity and potential risks to human health via food contamination. Environmental Science and Pollution Research 2016, 23 (19) , 18988-19001. https://doi.org/10.1007/s11356-016-7425-3
    55. Marcelo Pedrosa Gomes, Sarah Gingras Le Manac'h, Sophie Maccario, Michel Labrecque, Marc Lucotte, Philippe Juneau. Differential effects of glyphosate and aminomethylphosphonic acid (AMPA) on photosynthesis and chlorophyll metabolism in willow plants. Pesticide Biochemistry and Physiology 2016, 130 , 65-70. https://doi.org/10.1016/j.pestbp.2015.11.010
    56. Constantin Jamil, Silv eacute rio de Oliveira Jr Rubem, Antonio Gheno Eliezer, Fernando Biffe Denis, Braga Pereira Braz Guilherme, Weber Fernanda, Kagueyama Takano Hudson. Prevention of yield losses caused by glyphosate in soybeans with biostimulant. African Journal of Agricultural Research 2016, 11 (18) , 1601-1607. https://doi.org/10.5897/AJAR2016.10809
    57. Marek Cuhra, Thomas Bøhn, Petr Cuhra. Glyphosate: Too Much of a Good Thing?. Frontiers in Environmental Science 2016, 4 https://doi.org/10.3389/fenvs.2016.00028
    58. F M L Silva, S O Duke, F E Dayan, E D Velini, . Low doses of glyphosate change the responses of soyabean to subsequent glyphosate treatments. Weed Research 2016, 56 (2) , 124-136. https://doi.org/10.1111/wre.12189
    59. William C Koskinen, LeEtta J Marek, Kathleen E Hall. Analysis of glyphosate and aminomethylphosphonic acid in water, plant materials and soil. Pest Management Science 2016, 72 (3) , 423-432. https://doi.org/10.1002/ps.4172
    60. Lars C. Schrübbers, Bernal E. Valverde, Bjarne W. Strobel, Nina Cedergreen. Glyphosate accumulation, translocation, and biological effects in Coffea arabica after single and multiple exposures. European Journal of Agronomy 2016, 74 , 133-143. https://doi.org/10.1016/j.eja.2015.11.023
    61. T. Bøhn, M. Cuhra, T. Traavik, J. Fagan. Are Ready for Market Genetically Modified, Conventional and Organic Soybeans Substantially Equivalent as Food and Feed?. 2016, 181-191. https://doi.org/10.1016/B978-0-12-802259-7.00017-8
    62. Lars C. Schrübbers, Mario Masís-Mora, Elizabeth Carazo Rojas, Bernal E. Valverde, Jan H. Christensen, Nina Cedergreen. Analysis of glyphosate and aminomethylphosphonic acid in leaves from Coffea arabica using high performance liquid chromatography with quadrupole mass spectrometry detection. Talanta 2016, 146 , 609-620. https://doi.org/10.1016/j.talanta.2015.07.059
    63. FardousSoror Karawya, El SayedAly Mohamed Metwally. Structural changes in pancreatic acinar cells and β-cells of rat fed with genetically modified corn. Journal of Experimental and Clinical Anatomy 2016, 15 (2) , 77. https://doi.org/10.4103/1596-2393.200918
    64. Hongjuan Han, Bo Zhu, Xiaoyan Fu, Shuanghong You, Bo Wang, Zhenjun Li, Wei Zhao, Rihe Peng, Quanhong Yao. Overexpression of d-amino acid oxidase from Bradyrhizobium japonicum, enhances resistance to glyphosate in Arabidopsis thaliana. Plant Cell Reports 2015, 34 (12) , 2043-2051. https://doi.org/10.1007/s00299-015-1850-5
    65. Shin-Yi Lin, Yu-Chang Lo, Yu-Kai Chen, Shuo-Chieh Yang, Jeng-Leun Mau. Nonvolatile Taste Components and Functional Compounds of Commercial Soy Sauce Products. Journal of Food Processing and Preservation 2015, 39 (6) , 2680-2686. https://doi.org/10.1111/jfpp.12518
    66. Marek Cuhra. Review of GMO safety assessment studies: glyphosate residues in Roundup Ready crops is an ignored issue. Environmental Sciences Europe 2015, 27 (1) https://doi.org/10.1186/s12302-015-0052-7
    67. Christian Busch, Markus Burkard, Christian Leischner, Ulrich M. Lauer, Jan Frank, Sascha Venturelli. Epigenetic activities of flavonoids in the prevention and treatment of cancer. Clinical Epigenetics 2015, 7 (1) https://doi.org/10.1186/s13148-015-0095-z
    68. Juan Zhang, Oliver Yu. Metabolic Engineering of Isoflavone Biosynthesis in Seeds. 2015, 151-176. https://doi.org/10.2134/agronmonogr51.c7
    69. M. Cuhra, T. Traavik, T. Bøhn. Life cycle fitness differences in Daphnia magna fed Roundup-Ready soybean or conventional soybean or organic soybean. Aquaculture Nutrition 2015, 21 (5) , 702-713. https://doi.org/10.1111/anu.12199
    70. Pei Yao, Yongjun Lin, Gaobing Wu, Yulin Lu, Tao Zhan, Ashok Kumar, Lili Zhang, Ziduo Liu. Improvement of glycine oxidase by DNA shuffling, and site-saturation mutagenesis of F247 residue. International Journal of Biological Macromolecules 2015, 79 , 965-970. https://doi.org/10.1016/j.ijbiomac.2015.05.030
    71. Rocío Alarcón‐Reverte, Alejandro García, Susan B Watson, Ibrahim Abdallah, Sebastián Sabaté, María J Hernández, Franck E Dayan, Albert J Fischer. Concerted action of target‐site mutations and high EPSPS activity in glyphosate‐resistant junglerice ( Echinochloa colona ) from California. Pest Management Science 2015, 71 (7) , 996-1007. https://doi.org/10.1002/ps.3878
    72. T. Arkan, I. Molnár-Perl. The role of derivatization techniques in the analysis of glyphosate and aminomethyl-phosphonic acid by chromatography. Microchemical Journal 2015, 121 , 99-106. https://doi.org/10.1016/j.microc.2015.02.007
    73. Gabriela Rezende Costa, Nilton de Oliveira Couto e Silva, José Marcos Gontijo Mandarino, Rodrigo Santos Leite, Nilson César Castanheira Guimarães, Roberto Gonçalves Junqueira, Renata Adriana Labanca. Isoflavone and Mineral Content in Conventional and Transgenic Soybean Cultivars. American Journal of Plant Sciences 2015, 06 (13) , 2051-2059. https://doi.org/10.4236/ajps.2015.613205
    74. Marek Cuhra, Terje Traavik, Mickaël Dando, Raul Primicerio, Daniel Ferreira Holderbaum, Thomas Bøhn. Glyphosate-Residues in Roundup-Ready Soybean Impair Daphnia magna Life-Cycle. Journal of Agricultural Chemistry and Environment 2015, 04 (01) , 24-36. https://doi.org/10.4236/jacen.2015.41003
    75. Gilles-Eric Séralini, Emilie Clair, Robin Mesnage, Steeve Gress, Nicolas Defarge, Manuela Malatesta, Didier Hennequin, Joël Spiroux de Vendômois. Republished study: long-term toxicity of a Roundup herbicide and a Roundup-tolerantgenetically modified maize. Environmental Sciences Europe 2014, 26 (1) https://doi.org/10.1186/s12302-014-0014-5
    76. Arthur A. M. Barroso, Alfredo J. P. Albrecht, Fabricia C. Dos Reis, Henrique F. Placido, Roberto E. Toledo, Leandro P. Albrecht, Ricardo V. Filho. Different Glyphosate Susceptibility in Chloris polydactyla Accessions. Weed Technology 2014, 28 (4) , 587-591. https://doi.org/10.1614/WT-D-14-00039.1
    77. Marcelo P. Gomes, Elise Smedbol, Annie Chalifour, Louise Hénault-Ethier, Michel Labrecque, Laurent Lepage, Marc Lucotte, Philippe Juneau. Alteration of plant physiology by glyphosate and its by-product aminomethylphosphonic acid: an overview. Journal of Experimental Botany 2014, 65 (17) , 4691-4703. https://doi.org/10.1093/jxb/eru269
    78. A. Nicolia, N. Ferradini, G. Molla, E. Biagetti, L. Pollegioni, F. Veronesi, D. Rosellini. Expression of an evolved engineered variant of a bacterial glycine oxidase leads to glyphosate resistance in alfalfa. Journal of Biotechnology 2014, 184 , 201-208. https://doi.org/10.1016/j.jbiotec.2014.05.020
    79. Laura Arango, Katharina Buddrus-Schiemann, Katja Opelt, Tillmann Lueders, Felix Haesler, Michael Schmid, Dieter Ernst, Anton Hartmann. Effects of glyphosate on the bacterial community associated with roots of transgenic Roundup Ready® soybean. European Journal of Soil Biology 2014, 63 , 41-48. https://doi.org/10.1016/j.ejsobi.2014.05.005
    80. Giani Mariza Bärwald Bohm, Cesar Valmor Rombaldi, Maria Inés Genovese, Danilo Castilhos, Bruno José Rodrigues Alves, Norma Gouvêa Rumjanek. Glyphosate Effects on Yield, Nitrogen Fixation, and Seed Quality in Glyphosate‐Resistant Soybean. Crop Science 2014, 54 (4) , 1737-1743. https://doi.org/10.2135/cropsci2013.07.0470
    81. T. Bøhn, M. Cuhra, T. Traavik, M. Sanden, J. Fagan, R. Primicerio. Compositional differences in soybeans on the market: Glyphosate accumulates in Roundup Ready GM soybeans. Food Chemistry 2014, 153 , 207-215. https://doi.org/10.1016/j.foodchem.2013.12.054
    82. L.P. Albrecht, A.J.P. Albrecht, A.L. Braccini, R.S. Oliveira Jr., L.H.S. Zobiole, M.R. Ávila. The role of glyphosate in RR soybean production and seed quality. Planta Daninha 2014, 32 (2) , 401-407. https://doi.org/10.1590/S0100-83582014000200018
    83. Robin Mesnage, Gilles‐Éric Séralini. The Need for a Closer Look at Pesticide Toxicity during GMO Assessment. 2014, 167-189. https://doi.org/10.1002/9781118474563.ch10
    84. Cristiano Bellé, Stela Maris Kulczynski, Claudir José Basso, Tiago Edu Kaspary, Fabiane Pinto Lamego, Marlo Adriano Bison Pinto. Yield and quality of wheat seeds as a function of desiccation stages and herbicides. Journal of Seed Science 2014, 36 (1) , 63-70. https://doi.org/10.1590/S2317-15372014000100008
    85. Caio Antonio Carbonari, Giovanna Larissa Gimenes Cotrick Gomes, Edivaldo Domingues Velini, Renato Fernandes Machado, Plinio Saulo Simões, Gabrielle de Castro Macedo. Glyphosate Effects on Sugarcane Metabolism and Growth. American Journal of Plant Sciences 2014, 05 (24) , 3585-3593. https://doi.org/10.4236/ajps.2014.524374
    86. E. A. Abdel-Rahim, H. S. El-Beltagi, R. M. Romela. White Bean seeds and Pomegranate peel and fruit seeds as hypercholesterolemic and hypolipidemic agents in albino rats. Grasas y Aceites 2013, 64 (1) , 50-58. https://doi.org/10.3989/gya.095412
    87. Rocío Alarcón-Reverte, Alejandro García, Jaime Urzúa, Albert J. Fischer. Resistance to Glyphosate in Junglerice ( Echinochloa colona ) from California. Weed Science 2013, 61 (1) , 48-54. https://doi.org/10.1614/WS-D-12-00073.1
    88. Gilles-Eric Séralini, Emilie Clair, Robin Mesnage, Steeve Gress, Nicolas Defarge, Manuela Malatesta, Didier Hennequin, Joël Spiroux de Vendômois. RETRACTED: Long term toxicity of a Roundup herbicide and a Roundup-tolerant genetically modified maize. Food and Chemical Toxicology 2012, 50 (11) , 4221-4231. https://doi.org/10.1016/j.fct.2012.08.005
    89. Jong-Yeong Pyon, Md. Romij Uddin, Sang-Woo Kim, Kee-Woong Park. Research Trends in Hormetic Stimulation Effects of Herbicides in Plants. Korean Journal of Weed Science 2012, 32 (3) , 159-169. https://doi.org/10.5660/KJWS.2012.32.3.159
    90. D.A.S. Franco, S.D.B. Almeida, A.L. Cerdeira, S.O. Duke, R.M. Moraes, A.L.S. Lacerda, M.B. Matallo. Avaliação do uso de glyphosate em soja geneticamente modificada e sua relação com o ácido chiquímico. Planta Daninha 2012, 30 (3) , 659-666. https://doi.org/10.1590/S0100-83582012000300023
    91. A.V Schwan-Stoffel, W.L Gavassoni, L.M.A Bacchi. Germinação de Phakopsora pachyrhizi Sid. & P. Sid. sob diferentes herbicidas. Arquivos do Instituto Biológico 2012, 79 (3) , 381-387. https://doi.org/10.1590/S1808-16572012000300008
    92. S.D. Cavalieri, E.D. Velini, F.M.L. Silva, A.R. São José, G.J.M Andrade. Acúmulo de nutrientes e matéria seca na parte aérea de dois cultivares de soja RR sob efeito de formulações de glyphosate. Planta Daninha 2012, 30 (2) , 349-358. https://doi.org/10.1590/S0100-83582012000200014
    93. Nesma A. Z. Sarhan, Ezzeldein S. El-Denshary, Nabila S. Hassan, Ferial M. Abu-Salem, Mosaad A. Abdel-Wahhab. Isoflavones-Enriched Soy Protein Prevents CCL 4 -Induced Hepatotoxicity in Rats. ISRN Pharmacology 2012, 2012 , 1-8. https://doi.org/10.5402/2012/347930
    94. Mariana Zampar Toledo, Cláudio Cavariani, José de Barros França-Neto. Qualidade fisiológica de sementes de soja colhidas em duas épocas após dessecação com glyphosate. Revista Brasileira de Sementes 2012, 34 (1) , 134-142. https://doi.org/10.1590/S0101-31222012000100017
    95. Leandro Paiola Albrecht, André Prechlak Barbosa, André Felipe Moreira Silva, Matheus Akiyama Mendes, Alfredo Júnior Paiola Albrecht, Marizangela Rizzatti Ávila. RR soybean seed quality after application of glyphosate in different stages of crop development. Revista Brasileira de Sementes 2012, 34 (3) , 373-381. https://doi.org/10.1590/S0101-31222012000300003
    96. Gijs A Kleter, John B Unsworth, Caroline A Harris. The impact of altered herbicide residues in transgenic herbicide‐resistant crops on standard setting for herbicide residues. Pest Management Science 2011, 67 (10) , 1193-1210. https://doi.org/10.1002/ps.2128
    97. L.P Albrecht, A.P Barbosa, A.F.M Silva, M.A Mendes, L.M Maraschi-Silva, A.J.P Albrecht. Desempenho da soja roundup ready sob aplicação de glyphosate em diferentes estádios. Planta Daninha 2011, 29 (3) , 585-590. https://doi.org/10.1590/S0100-83582011000300012
    98. Wei Ding, Krishna N. Reddy, Robert M. Zablotowicz, Nacer Bellaloui, H. Arnold Bruns. Physiological responses of glyphosate-resistant and glyphosate-sensitive soybean to aminomethylphosphonic acid, a metabolite of glyphosate. Chemosphere 2011, 83 (4) , 593-598. https://doi.org/10.1016/j.chemosphere.2010.12.008
    99. L.H.S. Zobiole, R.S. Oliveira Jr., J. Constantin, D.F. Biffe. Prevenção de injúrias causadas por glyphosate em soja RR por meio do uso de aminoácido. Planta Daninha 2011, 29 (1) , 195-205. https://doi.org/10.1590/S0100-83582011000100022
    100. Luiz H.S. Zobiole, Robert J. Kremer, Rubem S. Oliveira, Jamil Constantin. Glyphosate affects chlorophyll, nodulation and nutrient accumulation of “second generation” glyphosate-resistant soybean (Glycine max L.). Pesticide Biochemistry and Physiology 2011, 99 (1) , 53-60. https://doi.org/10.1016/j.pestbp.2010.10.005
    Load all citations
    Download PDF

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    You’ve supercharged your research process with ACS and Mendeley!

    STEP 1:
    Click to create an ACS ID

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    MENDELEY PAIRING EXPIRED
    Your Mendeley pairing has expired. Please reconnect