Identification of a Unique Glucosylsulfate Conjugate Metabolite of Profenofos in Cotton
The major metabolic pathway for profenofos in cotton involves cleavage of the phosphorothioate ester to yield 4-bromo-2-chlorophenol followed by conjugation with sugars. This investigation found a unique sugar conjugate in cotton stalks and seed. The unique metabolite is identified as a glucosylsulf...
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| Veröffentlicht in: | Journal of agricultural and food chemistry 1996, Vol.44 (8), p.2408-2411 |
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| container_end_page | 2411 |
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| container_issue | 8 |
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| container_title | Journal of agricultural and food chemistry |
| container_volume | 44 |
| creator | Capps, Thomas M Barringer, V. Michael Eberle, William J Brown, Denee R Sanson, Dale R |
| description | The major metabolic pathway for profenofos in cotton involves cleavage of the phosphorothioate ester to yield 4-bromo-2-chlorophenol followed by conjugation with sugars. This investigation found a unique sugar conjugate in cotton stalks and seed. The unique metabolite is identified as a glucosylsulfate conjugate of 4-bromo-2-chlorophenol, and its isolation and structure elucidation are reported. Keywords: Organophosphate metabolism; cotton plants; conjugation reactions; O-glucosylsulfate formation |
| doi_str_mv | 10.1021/jf950559w |
| format | Article |
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Michael ; Eberle, William J ; Brown, Denee R ; Sanson, Dale R</creator><creatorcontrib>Capps, Thomas M ; Barringer, V. Michael ; Eberle, William J ; Brown, Denee R ; Sanson, Dale R</creatorcontrib><description>The major metabolic pathway for profenofos in cotton involves cleavage of the phosphorothioate ester to yield 4-bromo-2-chlorophenol followed by conjugation with sugars. This investigation found a unique sugar conjugate in cotton stalks and seed. The unique metabolite is identified as a glucosylsulfate conjugate of 4-bromo-2-chlorophenol, and its isolation and structure elucidation are reported. 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Psychology ; GOSSYPIUM ; GOSSYPIUM HIRSUTUM ; ISOLATION ; METABOLITE ; METABOLITES ; METABOLITOS ; PROFENOFOS ; REACCIONES QUIMICAS ; REACTION CHIMIQUE ; STRUCTURE CHIMIQUE ; VIA BIOQUIMICA DEL METABOLISMO ; VOIE BIOCHIMIQUE DU METABOLISME</subject><ispartof>Journal of agricultural and food chemistry, 1996, Vol.44 (8), p.2408-2411</ispartof><rights>Copyright © 1996 American Chemical Society</rights><rights>1996 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a412t-ed06e94c9dfbfea6daf3650e54a472bb7f39b17d57c4a07ac2f1fb451c9c1e003</citedby><cites>FETCH-LOGICAL-a412t-ed06e94c9dfbfea6daf3650e54a472bb7f39b17d57c4a07ac2f1fb451c9c1e003</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/jf950559w$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jf950559w$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,4010,27053,27900,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=3216638$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Capps, Thomas M</creatorcontrib><creatorcontrib>Barringer, V. Michael</creatorcontrib><creatorcontrib>Eberle, William J</creatorcontrib><creatorcontrib>Brown, Denee R</creatorcontrib><creatorcontrib>Sanson, Dale R</creatorcontrib><title>Identification of a Unique Glucosylsulfate Conjugate Metabolite of Profenofos in Cotton</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>The major metabolic pathway for profenofos in cotton involves cleavage of the phosphorothioate ester to yield 4-bromo-2-chlorophenol followed by conjugation with sugars. This investigation found a unique sugar conjugate in cotton stalks and seed. The unique metabolite is identified as a glucosylsulfate conjugate of 4-bromo-2-chlorophenol, and its isolation and structure elucidation are reported. 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Psychology</subject><subject>GOSSYPIUM</subject><subject>GOSSYPIUM HIRSUTUM</subject><subject>ISOLATION</subject><subject>METABOLITE</subject><subject>METABOLITES</subject><subject>METABOLITOS</subject><subject>PROFENOFOS</subject><subject>REACCIONES QUIMICAS</subject><subject>REACTION CHIMIQUE</subject><subject>STRUCTURE CHIMIQUE</subject><subject>VIA BIOQUIMICA DEL METABOLISMO</subject><subject>VOIE BIOCHIMIQUE DU METABOLISME</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1996</creationdate><recordtype>article</recordtype><recordid>eNptkD9PwzAUxC0EEqUw8AGQMsDAELCTOG5GVEGpKFCpf2CzXhy7cgl2sRNBvz2ugjoxvZPud6enQ-ic4BuCE3K7VgXFlBbfB6hHaIJjSsjgEPVwMOMBzckxOvF-jTEeUIZ76G1cSdNopQU02prIqgiihdFfrYxGdSus39a-rRU0Mhpas25XO_UsGyhtrYMMgamzShqrrI-0CVTTWHOKjhTUXp793T5aPNzPh4_x5HU0Ht5NYshI0sSywrksMlFUqlQS8gpUmlMsaQYZS8qSqbQoCasoExlgBiJRRJUZJaIQRGKc9tF11yuc9d5JxTdOf4LbcoL5bhG-XySwlx27AS-gVg6M0H4fSBOS5-kgYHGHad_In70N7oPnLGWUz6czPnp5f6LLPOXLwF90vALLYeVC5WJGioJhmoaRg3_V-SA8X9vWmTDIP-_9ApWShi0</recordid><startdate>1996</startdate><enddate>1996</enddate><creator>Capps, Thomas M</creator><creator>Barringer, V. 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Michael ; Eberle, William J ; Brown, Denee R ; Sanson, Dale R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a412t-ed06e94c9dfbfea6daf3650e54a472bb7f39b17d57c4a07ac2f1fb451c9c1e003</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1996</creationdate><topic>BIOCHEMICAL PATHWAYS</topic><topic>Biological and medical sciences</topic><topic>CHEMICAL REACTIONS</topic><topic>CHEMICAL STRUCTURE</topic><topic>CONJUGATION REACTIONS</topic><topic>ESTRUCTURA QUIMICA</topic><topic>Food industries</topic><topic>Food toxicology</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>GOSSYPIUM</topic><topic>GOSSYPIUM HIRSUTUM</topic><topic>ISOLATION</topic><topic>METABOLITE</topic><topic>METABOLITES</topic><topic>METABOLITOS</topic><topic>PROFENOFOS</topic><topic>REACCIONES QUIMICAS</topic><topic>REACTION CHIMIQUE</topic><topic>STRUCTURE CHIMIQUE</topic><topic>VIA BIOQUIMICA DEL METABOLISMO</topic><topic>VOIE BIOCHIMIQUE DU METABOLISME</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Capps, Thomas M</creatorcontrib><creatorcontrib>Barringer, V. Michael</creatorcontrib><creatorcontrib>Eberle, William J</creatorcontrib><creatorcontrib>Brown, Denee R</creatorcontrib><creatorcontrib>Sanson, Dale R</creatorcontrib><collection>AGRIS</collection><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Capps, Thomas M</au><au>Barringer, V. Michael</au><au>Eberle, William J</au><au>Brown, Denee R</au><au>Sanson, Dale R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Identification of a Unique Glucosylsulfate Conjugate Metabolite of Profenofos in Cotton</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>1996</date><risdate>1996</risdate><volume>44</volume><issue>8</issue><spage>2408</spage><epage>2411</epage><pages>2408-2411</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>The major metabolic pathway for profenofos in cotton involves cleavage of the phosphorothioate ester to yield 4-bromo-2-chlorophenol followed by conjugation with sugars. This investigation found a unique sugar conjugate in cotton stalks and seed. The unique metabolite is identified as a glucosylsulfate conjugate of 4-bromo-2-chlorophenol, and its isolation and structure elucidation are reported. Keywords: Organophosphate metabolism; cotton plants; conjugation reactions; O-glucosylsulfate formation</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/jf950559w</doi><tpages>4</tpages></addata></record> |
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| ispartof | Journal of agricultural and food chemistry, 1996, Vol.44 (8), p.2408-2411 |
| issn | 0021-8561 1520-5118 |
| language | eng |
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| source | ACS Publications |
| subjects | BIOCHEMICAL PATHWAYS Biological and medical sciences CHEMICAL REACTIONS CHEMICAL STRUCTURE CONJUGATION REACTIONS ESTRUCTURA QUIMICA Food industries Food toxicology Fundamental and applied biological sciences. Psychology GOSSYPIUM GOSSYPIUM HIRSUTUM ISOLATION METABOLITE METABOLITES METABOLITOS PROFENOFOS REACCIONES QUIMICAS REACTION CHIMIQUE STRUCTURE CHIMIQUE VIA BIOQUIMICA DEL METABOLISMO VOIE BIOCHIMIQUE DU METABOLISME |
| title | Identification of a Unique Glucosylsulfate Conjugate Metabolite of Profenofos in Cotton |
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