Characterization of Trisiloxane Surfactants from Agrochemical Adjuvants and Pollinator-Related Matrices Using Liquid Chromatography Coupled to Mass Spectrometry
Trisiloxane surfactants (TSSs) have been associated with honeybee learning impairment and the ongoing global bee decline. A liquid chromatography–mass spectrometry strategy for the identification of TSSs from agrochemical adjuvants and pollinator-related matrices is introduced here. The strategy inc...
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Veröffentlicht in: | Journal of agricultural and food chemistry 2015-06, Vol.63 (21), p.5120-5125 |
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description | Trisiloxane surfactants (TSSs) have been associated with honeybee learning impairment and the ongoing global bee decline. A liquid chromatography–mass spectrometry strategy for the identification of TSSs from agrochemical adjuvants and pollinator-related matrices is introduced here. The strategy incorporates chromatographic retention behavior, isotope ratio, reference to a compiled database of accurate masses, and TSS hydrolysis when necessary. Using this analytical strategy, three TSSs (x = 0, R = H, m = 1, 2, or 3) were identified for the first time from almond flowers of a commercial orchard. The three major purified TSS components in popularly used spray tank adjuvants were identified as TSS (x = 0, m = 0, R = H, CH3, or C(O)CH3) and their structures confirmed by nuclear magnetic resonance spectroscopy. These monitoring tools allow the assessment of the agricultural residues and potential risks of major TSS contaminants to important nontarget species such as honeybee and other essential pollinators. |
doi_str_mv | 10.1021/jf505634x |
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A liquid chromatography–mass spectrometry strategy for the identification of TSSs from agrochemical adjuvants and pollinator-related matrices is introduced here. The strategy incorporates chromatographic retention behavior, isotope ratio, reference to a compiled database of accurate masses, and TSS hydrolysis when necessary. Using this analytical strategy, three TSSs (x = 0, R = H, m = 1, 2, or 3) were identified for the first time from almond flowers of a commercial orchard. The three major purified TSS components in popularly used spray tank adjuvants were identified as TSS (x = 0, m = 0, R = H, CH3, or C(O)CH3) and their structures confirmed by nuclear magnetic resonance spectroscopy. These monitoring tools allow the assessment of the agricultural residues and potential risks of major TSS contaminants to important nontarget species such as honeybee and other essential pollinators.</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/jf505634x</identifier><identifier>PMID: 25654266</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>adjuvants ; agrochemicals ; Agrochemicals - analysis ; Agrochemicals - toxicity ; almonds ; Animals ; Apoidea ; Bees - chemistry ; Bees - drug effects ; Bees - physiology ; Chromatography, Liquid ; flowers ; honey bees ; hydrolysis ; isotopes ; learning ; liquid chromatography ; Mass Spectrometry ; monitoring ; nontarget organisms ; nuclear magnetic resonance spectroscopy ; orchards ; Pollination - drug effects ; pollinators ; risk ; Siloxanes - analysis ; Siloxanes - toxicity ; Surface-Active Agents - analysis ; Surface-Active Agents - toxicity ; surfactants</subject><ispartof>Journal of agricultural and food chemistry, 2015-06, Vol.63 (21), p.5120-5125</ispartof><rights>Copyright © American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a339t-733d7c54c0a41f9d6a98bd1b7d565b65e88804acdae130a4c9ab4f877356d6ea3</citedby><cites>FETCH-LOGICAL-a339t-733d7c54c0a41f9d6a98bd1b7d565b65e88804acdae130a4c9ab4f877356d6ea3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jf505634x$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jf505634x$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>315,781,785,2766,27078,27926,27927,56740,56790</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/25654266$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Chen, Jing</creatorcontrib><creatorcontrib>Mullin, Christopher A</creatorcontrib><title>Characterization of Trisiloxane Surfactants from Agrochemical Adjuvants and Pollinator-Related Matrices Using Liquid Chromatography Coupled to Mass Spectrometry</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>Trisiloxane surfactants (TSSs) have been associated with honeybee learning impairment and the ongoing global bee decline. A liquid chromatography–mass spectrometry strategy for the identification of TSSs from agrochemical adjuvants and pollinator-related matrices is introduced here. The strategy incorporates chromatographic retention behavior, isotope ratio, reference to a compiled database of accurate masses, and TSS hydrolysis when necessary. Using this analytical strategy, three TSSs (x = 0, R = H, m = 1, 2, or 3) were identified for the first time from almond flowers of a commercial orchard. The three major purified TSS components in popularly used spray tank adjuvants were identified as TSS (x = 0, m = 0, R = H, CH3, or C(O)CH3) and their structures confirmed by nuclear magnetic resonance spectroscopy. These monitoring tools allow the assessment of the agricultural residues and potential risks of major TSS contaminants to important nontarget species such as honeybee and other essential pollinators.</description><subject>adjuvants</subject><subject>agrochemicals</subject><subject>Agrochemicals - analysis</subject><subject>Agrochemicals - toxicity</subject><subject>almonds</subject><subject>Animals</subject><subject>Apoidea</subject><subject>Bees - chemistry</subject><subject>Bees - drug effects</subject><subject>Bees - physiology</subject><subject>Chromatography, Liquid</subject><subject>flowers</subject><subject>honey bees</subject><subject>hydrolysis</subject><subject>isotopes</subject><subject>learning</subject><subject>liquid chromatography</subject><subject>Mass Spectrometry</subject><subject>monitoring</subject><subject>nontarget organisms</subject><subject>nuclear magnetic resonance spectroscopy</subject><subject>orchards</subject><subject>Pollination - drug effects</subject><subject>pollinators</subject><subject>risk</subject><subject>Siloxanes - analysis</subject><subject>Siloxanes - toxicity</subject><subject>Surface-Active Agents - analysis</subject><subject>Surface-Active Agents - toxicity</subject><subject>surfactants</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0cuO0zAUBmALgZjOwIIXAG-QhkXATmLHWVYRN6kIRKfr6MSX1pUTZ2wHTXkaHhVDh1mx8uJ8Okf-f4ReUPKWkpK-OxpGGK_qu0doRVlJCkapeIxWJA8LwTi9QJcxHgkhgjXkKbooGWd1yfkK_eoOEEAmHexPSNZP2Bt8E2y0zt_BpPF2CSbPYUoRm-BHvN4HLw96tBIcXqvj8uPvDCaFv3nn7ATJh-K7dpC0wl8gBSt1xLtopz3e2NvFKtwd8qbs9gHmwwl3fpldxslnHyPezlqmLHQKp2foiQEX9fP79wrtPry_6T4Vm68fP3frTQFV1aaiqSrVSFZLAjU1reLQikHRoVH5qwNnWghBapAKNK2ykS0MtRFNUzGuuIbqCl2f987B3y46pn60UWrncgh-iT3lghPOGBeZvjlTGXyMQZt-DnaEcOop6f8U0j8Uku3L-7XLMGr1IP81kMGrMzDge9jn5PvdtiSUE0Jpy0iTxeuzABn7o1_ClHP4z6nfBoOfgg</recordid><startdate>20150603</startdate><enddate>20150603</enddate><creator>Chen, Jing</creator><creator>Mullin, Christopher A</creator><general>American Chemical Society</general><general>American Chemical Society, Books and Journals Division</general><scope>FBQ</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20150603</creationdate><title>Characterization of Trisiloxane Surfactants from Agrochemical Adjuvants and Pollinator-Related Matrices Using Liquid Chromatography Coupled to Mass Spectrometry</title><author>Chen, Jing ; Mullin, Christopher A</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a339t-733d7c54c0a41f9d6a98bd1b7d565b65e88804acdae130a4c9ab4f877356d6ea3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>adjuvants</topic><topic>agrochemicals</topic><topic>Agrochemicals - analysis</topic><topic>Agrochemicals - toxicity</topic><topic>almonds</topic><topic>Animals</topic><topic>Apoidea</topic><topic>Bees - chemistry</topic><topic>Bees - drug effects</topic><topic>Bees - physiology</topic><topic>Chromatography, Liquid</topic><topic>flowers</topic><topic>honey bees</topic><topic>hydrolysis</topic><topic>isotopes</topic><topic>learning</topic><topic>liquid chromatography</topic><topic>Mass Spectrometry</topic><topic>monitoring</topic><topic>nontarget organisms</topic><topic>nuclear magnetic resonance spectroscopy</topic><topic>orchards</topic><topic>Pollination - drug effects</topic><topic>pollinators</topic><topic>risk</topic><topic>Siloxanes - analysis</topic><topic>Siloxanes - toxicity</topic><topic>Surface-Active Agents - analysis</topic><topic>Surface-Active Agents - toxicity</topic><topic>surfactants</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Jing</creatorcontrib><creatorcontrib>Mullin, Christopher A</creatorcontrib><collection>AGRIS</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chen, Jing</au><au>Mullin, Christopher A</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Characterization of Trisiloxane Surfactants from Agrochemical Adjuvants and Pollinator-Related Matrices Using Liquid Chromatography Coupled to Mass Spectrometry</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2015-06-03</date><risdate>2015</risdate><volume>63</volume><issue>21</issue><spage>5120</spage><epage>5125</epage><pages>5120-5125</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><abstract>Trisiloxane surfactants (TSSs) have been associated with honeybee learning impairment and the ongoing global bee decline. A liquid chromatography–mass spectrometry strategy for the identification of TSSs from agrochemical adjuvants and pollinator-related matrices is introduced here. The strategy incorporates chromatographic retention behavior, isotope ratio, reference to a compiled database of accurate masses, and TSS hydrolysis when necessary. Using this analytical strategy, three TSSs (x = 0, R = H, m = 1, 2, or 3) were identified for the first time from almond flowers of a commercial orchard. The three major purified TSS components in popularly used spray tank adjuvants were identified as TSS (x = 0, m = 0, R = H, CH3, or C(O)CH3) and their structures confirmed by nuclear magnetic resonance spectroscopy. These monitoring tools allow the assessment of the agricultural residues and potential risks of major TSS contaminants to important nontarget species such as honeybee and other essential pollinators.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>25654266</pmid><doi>10.1021/jf505634x</doi><tpages>6</tpages></addata></record> |
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subjects | adjuvants agrochemicals Agrochemicals - analysis Agrochemicals - toxicity almonds Animals Apoidea Bees - chemistry Bees - drug effects Bees - physiology Chromatography, Liquid flowers honey bees hydrolysis isotopes learning liquid chromatography Mass Spectrometry monitoring nontarget organisms nuclear magnetic resonance spectroscopy orchards Pollination - drug effects pollinators risk Siloxanes - analysis Siloxanes - toxicity Surface-Active Agents - analysis Surface-Active Agents - toxicity surfactants |
title | Characterization of Trisiloxane Surfactants from Agrochemical Adjuvants and Pollinator-Related Matrices Using Liquid Chromatography Coupled to Mass Spectrometry |
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