Development of a Method of Determining Organic Phosphorus Pesticides in Raw Water for Water Supply by Liquid Chromatography-Inductively Coupled Plasma Mass Spectrometry
Since glyphosate is used as an herbicide all over the world and mass-produced in Japan, it has become one of the complementary items set in determining drinking water quality standards in Japan. This compound has thus far been determined using derivatization-HPLC methods, which require rather compli...
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| Published in | Journal of Japan Society on Water Environment Vol. 36; no. 4; pp. 107 - 113 |
|---|---|
| Main Authors | , , , , , , |
| Format | Journal Article |
| Language | Japanese |
| Published |
Tokyo
Japan Society on Water Environment
2013
Japan Science and Technology Agency |
| Subjects | |
| Online Access | Get full text |
| ISSN | 0916-8958 1881-3690 1881-3690 |
| DOI | 10.2965/jswe.36.107 |
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| Abstract | Since glyphosate is used as an herbicide all over the world and mass-produced in Japan, it has become one of the complementary items set in determining drinking water quality standards in Japan. This compound has thus far been determined using derivatization-HPLC methods, which require rather complicated analytical procedures. In the present study, to determine organic phosphorus compounds including glyphosate and its main metabolite aminomethyl phosphoric acid (AMPA), glufosinate and its main metabolite 3- (metylphosphinico) propionic acid (MPPA), and fosetyl, we have developed a simple and rapid method employing liquid chromatography-inductively coupled plasma mass spectrometry (LC/ICP/MS). These compounds were directly injected to and separated in an ion exchange column using formic acid as the solvent, and phosphorus (31P) in the fractions was measured as 31P16O+ generated by a reaction with oxygen, which enabled high-sensitivity measurements. The calibration curves for the compounds were linear within the range of 0.02-30 mg·L-1 (r>0.999). The recovery rates of the compounds from the river water and groundwater samples were higher than 91.6%, with relative standard deviations less than 3.8%, suggesting that the method described in this study is useful for a rapid and simultaneous determination of organic phosphorus pesticides. |
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| AbstractList | Since glyphosate is used as an herbicide all over the world and mass-produced in Japan, it has become one of the complementary items set in determining drinking water quality standards in Japan. This compound has thus far been determined using derivatization-HPLC methods, which require rather complicated analytical procedures. In the present study, to determine organic phosphorus compounds including glyphosate and its main metabolite aminomethyl phosphoric acid (AMPA), glufosinate and its main metabolite 3- (metylphosphinico) propionic acid (MPPA), and fosetyl, we have developed a simple and rapid method employing liquid chromatography-inductively coupled plasma mass spectrometry (LC/ICP/MS). These compounds were directly injected to and separated in an ion exchange column using formic acid as the solvent, and phosphorus (31P) in the fractions was measured as 31P16O+ generated by a reaction with oxygen, which enabled high-sensitivity measurements. The calibration curves for the compounds were linear within the range of 0.02-30 mg·L-1 (r>0.999). The recovery rates of the compounds from the river water and groundwater samples were higher than 91.6%, with relative standard deviations less than 3.8%, suggesting that the method described in this study is useful for a rapid and simultaneous determination of organic phosphorus pesticides. |
| Author | OHKURA, Toshihiro NITTA, Yuko MIYAMOTO, Shiori SHINOMIYA, Hiroto YOSHIDA, Kimi KAGAWA, Noriko FUKUDA, Masayuki |
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| References | 28) 国土交通省近畿地方整備局近畿技術事務所（2003）水質調査の基礎知識，pp.57-58，国土交通省近畿地方整備局近畿技術事務所，大阪府. 14) 環境部門（2007）ゴルフ場排水中のグリホサート，グルホシネート及びホセチルの同時分析法に関する検討，京都市衛生公害研究所年報，74 8) 中西希代子，宮本文夫，橋本博之，眞壁祐樹，長谷川康行（2008）蛍光検出器付きHPLCによる加工食品中のグリホサート定量法，千葉県衛生研究所年報，57，39-43 22) B′ Hymer, C. and Caruso, J. A. (2002) Evaluation of HPLC systems for the separation and quantification of arsenic compounds from apple extracts, Journal of Liquid Chromatography & Related Technologies, 25, 639-653. 6) 天川映子，荻原勉，永山敏廣（2006）食品中に混入されたグリホサートおよびグルホシネートの迅速分析，東京都健康安全研究センター研究年報，57，235-238 19) Guo, Z. X., Cai, Q. and Yang, Z. (2007) Ion chromatography/inductively coupled plasma mass spectrometry for simultaneous determination of glyphosate, glufosinate, fosamine and ethephon at nanogram levels in water, Rapid Communications in Mass Spectrometry, 21, 1606-1612. 25) 金井豊（1987）イオンクロマトグラフィーにおける陰・陽イオンの保持挙動と陸水分析への応用，地質調査所月報，38，587-600 10) 渡辺貞夫（2003）GC-FPDによる野菜，果実中のグリホサートおよびグルホシネートの同時分析，食品衛生学雑誌，45，38-43 16) Yoshioka, N., Asano, M., Kuse, A., Mitsuhashi, T., Nagasaki, Y. and Ueno, Y. (2011) Rapid determination of glyphosate, glufosinate, bialaphos, and their major metabolites in serum by liquid chromatography-tandem mass spectrometry using hydrophilic interaction chromatography, Journal of Chromatography A, 1218, 3675-3680. 21) Chen, Z., He, W., Beer, M., Megharaj, M. and Naidu, R. (2009) Speciation of glyphosate, phosphate and aminomethylphosphonic acid in soil extracts by ion chromatography with inductively coupled plasma mass spectrometry with an octopole reaction system, Talanta, 78, 852-856. 1) 農林水産省消費・安全管理局農産安全管理課・植物防疫課監修（2005～2012）農薬要覧（2004～2011年版），日本植物防疫協会，東京 18) Guo, Z. X., Cai, Q. and Yang, Z. (2005) Determination of glyphosate and phosphate in water by ion chromatography-inductively coupled plasma mass spectrometry detection, Journal of Chromatography A, 1100, 160-167. 15) 畠山えり子，阿久津千寿子，梶田弘子（2009）LC/MS/MSを用いた加工食品中のグルホシネート及び代謝物の同時分析，岩手県環境保健研究センター年報，9，71-75 4) Hogendoorn, E. A., Ossendrijver, F. M., Dijkman, E. and Baumann, R. A. (1999) Rapid determination of glyphosate in cereal samples by means of pre-column derivatisation with 9-fluorenylmethyl chloroformate and coupled-column liquid chromatography with fluorescence detection, Journal of Chromatography A, 833, 67-73. 23) Michalke, B. (2002) The coupling of LC to ICP-MS in element speciation: 1. General aspects, Trends in Analytical Chemistry, 21, 142-153. 24) Bandura, D. R., Baranov, V. I. and Tanner, S. D. (2002) Detection of ultratrace phosphorus and sulfur by quadrupole ICPMS with dynamic reaction cell, Analytical Chemistry, 74, 1497-1502. 27) 環境省（2012）公共用水域の水質測定結果，http://www.env.go.jp/water/suiiki/index.html（2012年12月時点）. 5) 高橋邦彦，堀江正一，青羽信次（2001）HPLCによる農産物中のグリホサート及びその代謝物アミノメチルホスホン酸の分析，食品衛生学雑誌，42，304-308 3) 大野智也佳，大瀧勝，森喜一，久松由東，中澤裕之（1999）HPLCによる農産物中の含リンアミノ酸系除草剤の一斉分析法，食品衛生学雑誌，40，75-79 13) Marques, M. N., Passos, E. A., Silva, M. T. S., Correia, F. O., Santos, A. M. O., Gomes, S. S. and Alves, J. P. H. (2009) Determination of glyphosate in water samples by IC, Journal of Chromatographic Science, 47, 822-824. 29) 半谷高久，小倉紀雄（1995）水質調査法，pp.51-75，丸善，東京. 11) 木野善夫（2001）イオンクロマトグラフィーによるグリホサート除草剤の迅速分析法，和歌山市衛生研究所報，13，42-45 7) 吉岡千尋，鈴木裕志，石川昌子，横倉武文，白崎俊浩（2006）高速液体クロマトグラフィー/ポストカラム誘導体化法を用いる河川水及び水道水中グリホサートとその主要代謝物アミノメチルリン酸の定量，分析化学，55，177-184 20) Popp, M., Hann, S., Mentler, A., Fuerhacker, M., Stingeder, G. and Koellensperger, G. (2008) Determination of glyphosate and AMPA in surface and waste water using high-performance ion chromatography coupled to inductivery coupled plasma dynamic reaction cell mass spectrometry (HPIC-ICP-DRC-MS), Analytical and Bioanalytical Chemistry, 391, 695-699. 26) 厚生科学審議会（2003）水質基準の見直し等について，http://www.mhlw.go.jp/topics/bukyoku/kenkou/suido/kijun/shingikai.html（2012年12月時点）. 9) 大谷仁己，林治稔，樋口洋一郎（1997）イオン交換カートリッジを用いた河川水中のグルホシネート，グリホサートおよびフェノキシ酸系農薬の同時分析，水環境学会誌，20，108-111 17) Sadi, B. B. M., Vonderheide, A. P. and Caruso, J. A. (2004) Analysis of phosphorus herbicides by ion-pairing reversed-phase liquid chromatography coupled to inductively coupled plasma mass spectrometry with octapole reaction cell, Journal of Chromatography A, 1050, 95-101. 12) 中岡加陽子，高井靖智，久野恵子，橋爪崇（2010）飲料水中に混入された中毒物質の迅速分析法の検討－イオンクロマトグラフ法によるシアン，アジ化ナトリウム，グリホサートの分析－，和歌山県環境衛生研究センター年報，56，41-45 2) 阿久澤尚士，赤岩英夫（1997）蛍光検出－高速液体クロマトグラフィーによるDL-ホモアラニン-4-イル（メチル）ホスフィン酸の迅速定量，分析化学，46，69-74 |
| References_xml | – reference: 4) Hogendoorn, E. A., Ossendrijver, F. M., Dijkman, E. and Baumann, R. A. (1999) Rapid determination of glyphosate in cereal samples by means of pre-column derivatisation with 9-fluorenylmethyl chloroformate and coupled-column liquid chromatography with fluorescence detection, Journal of Chromatography A, 833, 67-73. – reference: 3) 大野智也佳，大瀧勝，森喜一，久松由東，中澤裕之（1999）HPLCによる農産物中の含リンアミノ酸系除草剤の一斉分析法，食品衛生学雑誌，40，75-79． – reference: 26) 厚生科学審議会（2003）水質基準の見直し等について，http://www.mhlw.go.jp/topics/bukyoku/kenkou/suido/kijun/shingikai.html（2012年12月時点）. – reference: 1) 農林水産省消費・安全管理局農産安全管理課・植物防疫課監修（2005～2012）農薬要覧（2004～2011年版），日本植物防疫協会，東京． – reference: 22) B′ Hymer, C. and Caruso, J. A. (2002) Evaluation of HPLC systems for the separation and quantification of arsenic compounds from apple extracts, Journal of Liquid Chromatography & Related Technologies, 25, 639-653. – reference: 12) 中岡加陽子，高井靖智，久野恵子，橋爪崇（2010）飲料水中に混入された中毒物質の迅速分析法の検討－イオンクロマトグラフ法によるシアン，アジ化ナトリウム，グリホサートの分析－，和歌山県環境衛生研究センター年報，56，41-45． – reference: 7) 吉岡千尋，鈴木裕志，石川昌子，横倉武文，白崎俊浩（2006）高速液体クロマトグラフィー/ポストカラム誘導体化法を用いる河川水及び水道水中グリホサートとその主要代謝物アミノメチルリン酸の定量，分析化学，55，177-184． – reference: 9) 大谷仁己，林治稔，樋口洋一郎（1997）イオン交換カートリッジを用いた河川水中のグルホシネート，グリホサートおよびフェノキシ酸系農薬の同時分析，水環境学会誌，20，108-111． – reference: 28) 国土交通省近畿地方整備局近畿技術事務所（2003）水質調査の基礎知識，pp.57-58，国土交通省近畿地方整備局近畿技術事務所，大阪府. – reference: 10) 渡辺貞夫（2003）GC-FPDによる野菜，果実中のグリホサートおよびグルホシネートの同時分析，食品衛生学雑誌，45，38-43． – reference: 23) Michalke, B. (2002) The coupling of LC to ICP-MS in element speciation: 1. General aspects, Trends in Analytical Chemistry, 21, 142-153. – reference: 16) Yoshioka, N., Asano, M., Kuse, A., Mitsuhashi, T., Nagasaki, Y. and Ueno, Y. (2011) Rapid determination of glyphosate, glufosinate, bialaphos, and their major metabolites in serum by liquid chromatography-tandem mass spectrometry using hydrophilic interaction chromatography, Journal of Chromatography A, 1218, 3675-3680. – reference: 15) 畠山えり子，阿久津千寿子，梶田弘子（2009）LC/MS/MSを用いた加工食品中のグルホシネート及び代謝物の同時分析，岩手県環境保健研究センター年報，9，71-75． – reference: 27) 環境省（2012）公共用水域の水質測定結果，http://www.env.go.jp/water/suiiki/index.html（2012年12月時点）. – reference: 8) 中西希代子，宮本文夫，橋本博之，眞壁祐樹，長谷川康行（2008）蛍光検出器付きHPLCによる加工食品中のグリホサート定量法，千葉県衛生研究所年報，57，39-43． – reference: 21) Chen, Z., He, W., Beer, M., Megharaj, M. and Naidu, R. (2009) Speciation of glyphosate, phosphate and aminomethylphosphonic acid in soil extracts by ion chromatography with inductively coupled plasma mass spectrometry with an octopole reaction system, Talanta, 78, 852-856. – reference: 25) 金井豊（1987）イオンクロマトグラフィーにおける陰・陽イオンの保持挙動と陸水分析への応用，地質調査所月報，38，587-600． – reference: 6) 天川映子，荻原勉，永山敏廣（2006）食品中に混入されたグリホサートおよびグルホシネートの迅速分析，東京都健康安全研究センター研究年報，57，235-238． – reference: 14) 環境部門（2007）ゴルフ場排水中のグリホサート，グルホシネート及びホセチルの同時分析法に関する検討，京都市衛生公害研究所年報，74． – reference: 17) Sadi, B. B. M., Vonderheide, A. P. and Caruso, J. A. (2004) Analysis of phosphorus herbicides by ion-pairing reversed-phase liquid chromatography coupled to inductively coupled plasma mass spectrometry with octapole reaction cell, Journal of Chromatography A, 1050, 95-101. – reference: 29) 半谷高久，小倉紀雄（1995）水質調査法，pp.51-75，丸善，東京. – reference: 18) Guo, Z. X., Cai, Q. and Yang, Z. (2005) Determination of glyphosate and phosphate in water by ion chromatography-inductively coupled plasma mass spectrometry detection, Journal of Chromatography A, 1100, 160-167. – reference: 19) Guo, Z. X., Cai, Q. and Yang, Z. (2007) Ion chromatography/inductively coupled plasma mass spectrometry for simultaneous determination of glyphosate, glufosinate, fosamine and ethephon at nanogram levels in water, Rapid Communications in Mass Spectrometry, 21, 1606-1612. – reference: 24) Bandura, D. R., Baranov, V. I. and Tanner, S. D. (2002) Detection of ultratrace phosphorus and sulfur by quadrupole ICPMS with dynamic reaction cell, Analytical Chemistry, 74, 1497-1502. – reference: 5) 高橋邦彦，堀江正一，青羽信次（2001）HPLCによる農産物中のグリホサート及びその代謝物アミノメチルホスホン酸の分析，食品衛生学雑誌，42，304-308． – reference: 13) Marques, M. N., Passos, E. A., Silva, M. T. S., Correia, F. O., Santos, A. M. O., Gomes, S. S. and Alves, J. P. H. (2009) Determination of glyphosate in water samples by IC, Journal of Chromatographic Science, 47, 822-824. – reference: 2) 阿久澤尚士，赤岩英夫（1997）蛍光検出－高速液体クロマトグラフィーによるDL-ホモアラニン-4-イル（メチル）ホスフィン酸の迅速定量，分析化学，46，69-74． – reference: 20) Popp, M., Hann, S., Mentler, A., Fuerhacker, M., Stingeder, G. and Koellensperger, G. (2008) Determination of glyphosate and AMPA in surface and waste water using high-performance ion chromatography coupled to inductivery coupled plasma dynamic reaction cell mass spectrometry (HPIC-ICP-DRC-MS), Analytical and Bioanalytical Chemistry, 391, 695-699. – reference: 11) 木野善夫（2001）イオンクロマトグラフィーによるグリホサート除草剤の迅速分析法，和歌山市衛生研究所報，13，42-45． |
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| SubjectTerms | Chromatography Drinking water Emission spectroscopy Formic acid Fosetyl Glufosinate Glyphosate Groundwater Herbicides High-performance liquid chromatography HPLC Inductively coupled plasma mass spectrometry Ion exchange LC/ICP/MS Liquid chromatography Mass spectrometry Mass spectroscopy Metabolites Organic pesticides Organic phosphorus Organic phosphorus pesticide Organophosphorus compounds Phosphoric acid Phosphorus Phosphorus compounds Procedures Propionic acid Quality standards Raw water River water Rivers Scientific imaging Water analysis Water quality Water quality standards Water sampling Water supply |
| Title | Development of a Method of Determining Organic Phosphorus Pesticides in Raw Water for Water Supply by Liquid Chromatography-Inductively Coupled Plasma Mass Spectrometry |
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